Trailhead Lodges 424


Type: Condo
Bedroom 2 bedroom
Bathroom 2 baths
Guests 7 guests
Pets Not Allowed Pets Not Allowed
Location: Town of Winter Park
Rating 4.9 (92)

Property Details Property Details

Trailhead Lodges 424 is a gorgeous condo with a plethora of amenities including a clubhouse with a gym, heated pool, hot tub, and a communal area with gas grill & fire pits. This home also has a private washer and dryer, and a full spacious kitchen with high-end finishes. The comfortable living room with modern leather furniture boasts a fireplace and a flat screen, plus forest views and a private balcony. This two-bedroom condo is located in an enviable location in one of downtown Winter Park’s most popular complexes. This is a prime location downtown, close to Hideaway Park and just a few minute walk to your choice of shops and restaurants. You’ll love your stay at Trailhead Lodges 424, which has everything you need for your mountain adventures.

Sleeping Arrangements: Primary King Suite, Full/Full bunk and Twin single in the bunk room, and a Queen pullout couch in the living room. Sleeps up to seven guests.

Please Note: 

  • Quiet hours begin daily at 10pm. Please respect your neighbors, many of which live nearby year-round.
  • This condo is in building 4 on level 2.
Luxury Linen Package Included: This home has crisp, white duvet covers that are washed after every stay. Enjoy hotel-style bedding in the comfort of a home.

RENTAL LICENSE NO: 017114

Trailhead Lodges is located in the center of downtown Winter Park. Just 2 miles to Winter Park Resort and a short, easy walk to shops, restaurants and the free shuttle service in downtown Winter Park.

There is a community pool and clubhouse available for use during your visit. These amenities are open year-round and include a fitness room, pool table, outdoor heated pool, and hot tub.

  • 4WD Recommended in Winter
  • Building Elevator
  • Common Area Hot Tub
  • Common Area Pool
  • Heated Garage
  • Hotel-Style Bedding
  • No Air Conditioning
  • Non-Smoking
  • Private Balcony/Deck
  • Private Washer/Dryer
  • Shared Fitness Area
  • Shared Outdoor Grill in Common Area
  • Wi-Fi
  • X-Box (bring your own games)

There is room for two cars in any open areas around the building. Parking is first come, first served. 

  • No smoking allowed
  • Reservation holder must be 25 years or older
  • Check-in: 4:00pm
  • Check-out: 10:00am
  • Guest will be required to sign a Winter Park Lodging Company rental agreement within 48 hours of booking
  • No pets allowed, unless home is pet-friendly
  • Linens
  • Towels
  • Dishes
  • Silverware
  • Toaster
  • Coffee Maker
  • Blender
  • Crock Pot
  • Pots & Pans
  • Salt & Pepper
  • Trash Bags
  • Dish Soap
  • Dishwasher Detergent
  • Paper Towels
  • Laundry Detergent Pods
  • Facial Tissues
  • Travel-size Shampoo
  • Travel-size Conditioner
  • Soap
  • Lotion
  • Toilet Paper

Save on local adventurous activitiesgear rentalstransportation, and more when booking with us. Discount codes will be sent after booking.

  • 24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. We are conveniently headquartered in Winter Park, this provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.
  • Contactless Entry: Enjoy seamless, contactless entry with secure access details sent before arrival. Our contactless entry ensures a safe, convenient experience with personalized access for your stay.
  • What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of high-end bathroom products, and an ample supply of laundry detergent, trash bags, dish soap, tissues, etc.  
  • We're Following the Rules: This vacation rental is professionally managed and follows all local & state tax rules. Your reservation total includes all applicable taxes, cleaning fee, and Accidental Property Damage Protection.  
  • Clean & Safe: Keeping our vacation homes sparkling clean is a top priority at Winter Park Lodging Company. All properties are cleaned, sanitized & disinfected before guests check-in with products proven to eliminate viruses & bacteria. All linens are laundered at an offsite facility that meets commercial standards. Additionally, the entirety of our housekeeping processes meet and exceed CDC cleaning guidelines. If you have any questions/concerns, please reach out to our Vacation Planners for more details.
  • Book Direct: Book direct with us to get the best rate available on this home. Check out our cancellation policy here. 

Bedding Bedding
Primary King Suite
King

Main Level

Ensuite Bathroom

Bunk Room
Twin Single,Full/Full

Main Level

Shared Bathroom

Living Area
Sleep Sofa

Main Level

Shared Bathroom


Testimonials Rating 4.9 (92) Testimonials
Rating 5
Renee B. - Posted: 3/24/2026
Rating 5
Nice place
Nicholas J. - Posted: 3/19/2026
Thank you for the five star review! We hope you'll be back to make more special memories in the mountains!
Winter Park Lodging Company staff
Rating 5
Absolutely incredible stay. 10/10. The management was so responsive and easy to contact and so so helpful.
Diane A. - Posted: 3/7/2026
Yay! So pleased we could help out with your stay. We are all thrilled you enjoyed staying in Winter Park with us. Hope you'll reach out again!
Winter Park Lodging Company staff
Rating 5
Great place, great location. We took advantage of being able to walk around town. The kids enjoyed the small sledding hill at the park across the street one evening.There were no bad surprises. Beautiful views out back as well.
Jason S. - Posted: 2/18/2026
Rating 5
It was a very comfortable stay with our 3 children. Thank you!
Jennalyn Dyan - Posted: 1/26/2026
Nothing like finding a comfortable place when you have 3 kids! Glad your family enjoyed everything. - The Winter Park Lodging Company Team
Winter Park Lodging Company staff
Rating 5
While there was a slight issue, they resolved it quickly and the accommodations were excellent!
Bradley C. - Posted: 1/21/2026
We are so happy we could resolve your small issue quickly! Thank you so much for staying with us.
Winter Park Lodging Company staff
Rating 5
Spacious and Serene
This was the perfect spot to stay with our family of 6. The patio overlooking the creek was my favorite spot. Being able to walk into town and the park made our stay even better. Our kids enjoyed the pool and hot tub. The rooms were very spacious and the beds were comfortable. Plenty of towels and other supplies. We have stayed at Trailhead many times and this is our new favorite condo.
Verified traveler - Posted: 8/2/2025
Fantastic! We are so happy you found a new favorite condo at Trailhead Lodges. Thank you for sharing your comments and reach out for to us when you are planning another stay! We would love to host you again.
Winter Park Lodging Company staff
Rating 5
Wonderful stay Great location
Very comfortable stay. We have stayed at Trailhead Lodges for the past 4 years. Great location and great accommodations. Spacious and comfortable. Scenic area and is adjacent to annual Jazz Fest location. Has a pool, hot tub, and club house. Great place to stay!
Anna S. - Posted: 7/29/2025
Rating 5
Wonderful stay Great location
Very comfortable stay. We have stayed at Trailhead Lodges for the past 4 years. Great location and great accommodations. Spacious and comfortable. Scenic area and is adjacent to annual Jazz Fest location. Has a pool, hot tub, and club house. Great place to stay!

MANAGER'S COMMENTS: Fantastic to hear! Thanks so much for staying with us again in Winter Park and sharing your positive comments. We look forward to hosting you again Anna! 
Anna - Posted: 7/28/2025
Rating 5
Great place
Staff was very responsive to questions and issues and very friendly and accommodating. We had a great time at the condo and in town.

MANAGER COMMENTS:  That's wonderful to hear.  Many thanks for letting us know Norman.  We would love to host you again so do reach out if your travels bring you back this way!
Norman - Posted: 4/18/2025
Rating 5
Great place
Staff was very responsive to questions and issues and very friendly and accommodating. We had a great time at the condo and in town
Norman S. - Posted: 4/18/2025
Rating 5
brenon s. - Posted: 4/7/2025
Thank you Brenon for the five star review! Please come back and stay with us again!
Winter Park Lodging Company staff
Rating 5
Excellent
Great service and lodging. Only have good things to say.

MANAGER'S COMMENTS: Super! Thank you so much for staying with us! 
Douglas - Posted: 3/13/2025
Rating 5
Excellent
Great service and lodging. Only have good things to say.
Douglas G. - Posted: 3/13/2025
Rating 5
My family had an amazing stay at Trailhead Lodges and are already asking about going back! The kitchen was stocked with a few essentials, plenty of cookware and a variety of cooking tools (pots/pans, crockpot, blender, etc.). The condo itself was immaculate and super clean. Communication was efficient and friendly. The sledding hill across the street was a nice bonus. We will definitely be back!
Courtni - Posted: 1/13/2025
Yipeee! Trailhead is the best for family fun....and easy! So great to hear everyone enjoyed it. We'll be here to help whenever we can with the next visit!
Winter Park Lodging Company staff
Rating 5
Estuvimos muy contentos en el alojamiento, la descripción es lo que encuentras, en coche está a menos de 10 minutos de la estación de eskiar.
Alejandra - Posted: 1/7/2025
¡Increíble! Me alegro mucho de leer todo esto. Muchas gracias por hospedarte con nosotros y esperamos recibirte nuevamente.
Winter Park Lodging Company staff
Rating 5
Excellent
Everything was perfect. I love the communication - text and email and everything in between if you needed anything.
Linda M. - Posted: 10/3/2024
Rating 5
Excellent
Everything was perfect. I love the communication - text and email and everything in between if you needed anything.

MANAGER'S COMMENTS: Thank you so much for your review Linda! We would love to host you again. 
~The Winter Park Lodging Company Team
 
Linda - Posted: 10/2/2024
Rating 4
Above Average
Very comfortable and clean- thank you. 

MANAGER'S COMMENTS: Thank you for staying with us at Trailhead Lodges 424 Michael! We would love to host you again.  ~The Winter Park Lodging Company Team 
Michael - Posted: 3/26/2024
Rating 5
We were 4 adults and loved the clean, well appointed condo. It is in a great location, a quick 10 minute drive to the ski slopes and had a pretty view looking out from the living room. We enjoyed the hot tub and the convenience of having 2 parking spaces. It was everything we needed to have a great weekend!
Belinda - Posted: 3/10/2024
We are so happy Trailhead Lodges 424 did not disappoint! We appreciate you taking the time to share your vacation and hope you'll be back to make more fun memories. Winter Park is fun in the summer too!
Winter Park Lodging Company staff
Rating 5
Perfect location! Close to the ski resort, and once we settled in we were able to walk to shops and restaurants. Would definitely stay here again!
Sarah - Posted: 3/3/2024
Thank you so much Sarah for staying with us and for sharing your review. We hope to see you next time!
Winter Park Lodging Company staff
Rating 5
Winter Park Stay - January 2024
Good layout and view of natural landscape in the back. Good proximity to the pool and hot tub. Kitchen utensils and gadgets were above average. Closet space for hanging clothes in bedrooms was limited. Overall, was clean and relatively modern.
Joseph S. - Posted: 2/4/2024
Rating 5
Winter Park Stay - January 2024
Good layout and view of natural landscape in the back. Good proximity to the pool and hot tub. Kitchen utensils and gadgets were above average. Closet space for hanging clothes in bedrooms was limited. Overall, was clean and relatively modern.

MANAGER'S COMMENTS: Thank you for posting your review. At Winter Park Lodging Company, we value your time and always strive to provide the best possible experience. Thank you for the feedback for our team! 
 
Joseph - Posted: 2/2/2024
Rating 5
Lovely, spacious condo. Had everything we needed for a family of four on a long weekend ski trip. Winter Park Lodging Company staff really helped us out when a snowstorm left us stranded in Winter Park. They got back to us quickly and ensured we weren't left out in the cold (literally!) while the roads were closed.
Jeff - Posted: 1/16/2024
Thank you Jeff for your review and feedback! Getting stuck in Winter Park after a huge snow storm sounds like a dream come true. :) We are happy to hear our staff responded so quickly to help! We would love to host you again. Thank you for being respectful and kind guests. It means a lot to us!
Winter Park Lodging Company staff
Rating 5
We loved our stay! The Guest services department was so helpful and responsive- we always heard back from them immediately when we had questions. The space was great- plenty of room, clean, and well-appointed. The condo is conveniently located right at a bus line, so it was a perfect location for skiing. We will definitely come back!
Lillian - Posted: 1/6/2024
Thank you so much Lillian for staying with us and for your kind words. It means a lot to our team. We would love to welcome you back again. Thank you for being great guests!
Winter Park Lodging Company staff
Rating 5
Holiday season stay
Great place to stay perfectly located to so many activities. Customs service alone was enough to come back soon.
marc l. - Posted: 12/28/2023
Rating 5
Holiday season stay
Great place to stay perfectly located to so many activities. Customer service alone was enough to come back soon.

MANAGER'S COMMENTS: Fantastic! We are thrilled you enjoyed your stay at Trailhead Lodges 424. We would love to welcome you back again and always give a return guest discount on all future stays. Happy New Year Marc!
Marc - Posted: 12/27/2023
Rating 5
Just a super handy location and a bit quieter as it's in the back area of the complex. We had lots of great adventures within a 1/2 hr drive and loved coming back to enjoy the heated pool....so great! Perfect amount of beds for my kids so no fighting. Terrific kitchen, well stocked for making some meals and lots of terrific restaurant options just a quick walk away. It was just right/what we were looking for!

MANAGER COMMENTS:  Awesome....always great when you find just what you're looking for.  We are so pleased your family enjoyed it there.  Do reach back out when you return for your return guest discount.  Thanks again Perry!  ~  The Winter Park Lodging Co Team
Perry - Posted: 8/15/2023
Rating 5
The condo location was great, easily walkable to everything in town. Very well stocked kitchen and everything we needed was provided throughout the condo. Communication with the host was very easy and quick. Would definitely stay again!
Jonathan - Posted: 7/28/2023
That's a great review! Thank you Jonathan for sharing your comments and we hope you'll come back to the mountains for another great adventure.
Winter Park Lodging Company staff
Rating 5
Great stay
Property was very clean and the host was very responsive to any questions! The location was great and close to the ski resort. We had a great time at Winter Park and will definitely come back again! Thanks for hosting us.
Keaton N. - Posted: 3/9/2023
Great to hear you loved Trailhead Lodges 424 Keaton! We appreciate your review and would love to welcome you back to the mountains again. Don't forget, we always give a return guest discount too! ~The Winter Park Lodging Company Team
Winter Park Lodging Company staff
Rating 5
Great Location
Everything you need and very walkable
Matthew R. - Posted: 2/27/2023
Thank you so much Matthew for the 5-Stars! W would love to host you again.
Winter Park Lodging Company staff
Rating 5
Outstanding!
Wrapping up a couple of days here in the middle of an epic snow season! We've stayed @ Trailhead several times, and this trip was smooth as silk. Easy to find, easy parking, and we can walk to Deno's for pizza and around the cute downtown area. The kids love the bunk room, and it's far enough away from the master that we are able to sleep in a little. 424 had everything that we needed, and Winter Park Lodging always does an awesome job- I've stayed with them many times and they are my go to when I come to Winter Park. Highly recommend.
stacy c. - Posted: 1/28/2023
Rating 5
Outstanding!
Wrapping up a couple of days here in the middle of an epic snow season! We've stayed @ Trailhead several times, and this trip was smooth as silk. Easy to find, easy parking, and we can walk to Deno's for pizza and around the cute downtown area. The kids love the bunk room, and it's far enough away from the master that we are able to sleep in a little. 424 had everything that we needed, and Winter Park Lodging always does an awesome job- I've stayed with them many times and they are my go to when I come to Winter Park. Highly recommend.

MANAGER'S COMMENTS: Super to hear Chris! We really appreciate you coming back again to Trailhead Lodges with your family. Hope to see you again! 
Chris - Posted: 1/27/2023
Rating 5
This was my first Airbnb experience and I gotta say it’s not going to be my last. The place looks exactly like the photos, beautiful view very clean and lodging company was helpful they were just a text away for any questions I had I highly recommend .
Hanaa - Posted: 12/12/2022
Thank you Hanaa! We would love to welcome you back to Winter Park and are so happy you had a wonderful stay.
Winter Park Lodging Company staff
Rating 5
Amazing condo
The location was beautiful, overlooking the woods and mountains. A short walk to downtown Winter Park. The condo was beautiful and cozy. The team was very attentive, accommodating, and understanding. Thank you for helping to make an amazing family vacation!
Janessa H. - Posted: 11/26/2022
Rating 5
Amazing condo
The location was beautiful, overlooking the woods and mountains. A short walk to downtown Winter Park. The condo was beautiful and cozy. The team was very attentive, accommodating, and understanding. Thank you for helping to make an amazing family vacation!

MANAGER'S COMMENTS: YAY!! We are so happy you enjoyed your family vacation at Trailhead Lodges 424. We hope you can stay with us again. We would love to host you all again. 
~The Winter Park Lodging Company Team 
Janessa - Posted: 11/25/2022
Rating 5
Excellent
Very pleased with our stay. The condo was very clean, had every thing we needed in the kitchen, and the view was amazing. You can sit on the patio and listen to the nearby stream, rumble by. The instructions were clear and easy to follow. We didn't use the club facilities but they looked great. They even had a bike wash for our gravel bikes. Highly recommend this location.
Anonymous - Posted: 7/26/2022
Rating 5
Excellent
Very pleased with our stay. The condo was very clean, had every thing we needed in the kitchen, and the view was amazing. You can sit on the patio and listen to the nearby stream, rumble by. The instructions were clear and easy to follow. We didn't use the club facilities but they looked great. They even had a bike wash for our gravel bikes. Highly recommend this location.

MANAGER'S COMMENTS: Art, we are so happy Trailhead Lodge 424 was a great experience for you! We appreciate you taking the time to give us feedback. Don't forget, we always give a return guest discount! Come again! 
~The Winter Park Lodging Company Team 
Art - Posted: 7/25/2022
Rating 5
This condo is excellent - perfect location, very comfortable, and right off the river! Will definitely stay here again!
Stephen - Posted: 7/19/2022
Thank you so much Stephen for staying with us! We would love to welcome you back again. Have a great rest of your summer.
~Peggy & Team
Winter Park Lodging Company staff
Rating 5
4th of July in Winter Park!
We loved this condo! It was well-equipped and clean. The location of the property was super convenient to the park, shops and restaurants, but because this condo faced out to the mountains, we also had a beautiful view, peace and quiet. We used the pool and hot tub also. The only quibble I have is that there were not lamps on both sides of the bed in the Main bedroom, and no reading lamps in the family room. Over all, 5 stars! We will stay here again!
Anonymous - Posted: 7/8/2022
Rating 5
4th of July in Winter Park!
We loved this condo! It was well-equipped and clean. The location of the property was super convenient to the park, shops and restaurants, but because this condo faced out to the mountains, we also had a beautiful view, peace and quiet. We used the pool and hot tub also. The only quibble I have is that there were not lamps on both sides of the bed in the Main bedroom, and no reading lamps in the family room. Over all, 5 stars! We will stay here again!

MANAGER'S COMMENTS: Terri, thank you so much for staying with us and for your feedback! We will make sure to add some lamps to this property. Reading your favorite book on vacation is a must!  We always give a return guest discount and hope you'll book with us again. 
~The Winter Park Lodging Company Team 
Terri - Posted: 7/7/2022
Rating 5
Great place to stay in Winter Park!
Anita - Posted: 6/27/2022
Thank you very much Anita! Do let us know when we can help/host you again.
Winter Park Lodging Company staff
Rating 5
Excellent Location & Clean Property
We really enjoyed this condo. It has been one of our favorite properties to stay at in Winter Park. The location can't be beat, as you are in walking distance from everything in downtown WP. There is a park close by for the kids and the pool and hot tub at the property are very well maintained. We will definitely stay here again.
Melissa P. - Posted: 3/29/2022
Melissa, we would love to welcome you back to Trailhead Lodge 424. Thank you for staying with us. It's great when you find a vacation spot you love! Give us a shout when you want to stay again. We always give a return guest discount. ~The Winter Park Lodging Company Team
Winter Park Lodging Company staff
Rating 5
Great experience! Slept all 7 of us comfortably, and was only about a 10 minute drive from Mary Jane base. Would definitely stay again if in the area!
Peter - Posted: 3/6/2022
Excellent.....thanks Peter. Easy location for sure. Hope you'll stay again!
Winter Park Lodging Company staff
Rating 5
Beautiful view from the balcony!!!!
Jordan - Posted: 1/30/2022
Yes! Those views are pretty terrific of the Resort. Please let us when we can host you again.
Winter Park Lodging Company staff
Rating 5
Had a great time in Winter park. The location and condo were amazing, as well as easy communication. Would absolutely recommend
Evan - Posted: 1/23/2022
Thank you Evan! Please come stay with us again.....we'd love it.
Winter Park Lodging Company staff
Rating 5
Excellent
Nice place
Chris B. - Posted: 3/14/2021
Rating 5
Excellent
Nice place!

MANAGER COMMENTS:  So pleased you enjoyed being at Trailhead Lodges with us.  Do come back!
Chris - Posted: 3/14/2021
Rating 5
Excellent
Had a great stay with my family of 5. Plenty of room, very clean and great location.
Peter B. - Posted: 7/14/2020
Family time is golden!
Winter Park Lodging Company staff
Rating 5
Excellent
Had a great stay with my family of 5. Plenty of room, very clean and great location.

MANAGER COMMENT: Sounds so positive and almost like a Haiku. Glad you enjoyed. 
Peter - Posted: 7/14/2020
Rating 5
Excellent
Wonderful place. Great views. Great location.

MANAGER COMMENTS:  We are all so pleased to hear that.  Please contact us again when you come back this way.
Jeny - Posted: 2/13/2020
Rating 5
Excellent
Wonderful place. Great views. Great location.
Jeny S. - Posted: 2/13/2020
Thanks for staying with us, we would love to host you again!
Winter Park Lodging Company staff
Rating 5
Great place
Great Place. Excellent response and communication from management team. MANAGER COMMENTS: Fantastic! Please let us know when you come back this way.
Jeff M. - Posted: 2/6/2020
Rating 5
Great place
Great Place. Excellent response and communication from management team.

MANAGER COMMENTS:  Fantastic!  Please let us know when you come back this way.
Jeff - Posted: 2/6/2020
Rating 5
Great stay in WP
We always book through WPLodging Co and they never disappoint. This condo was particularly lovely, very spacious -- convenient to restaurants and shops, close to shuttle stop and quick drive to mountain. MANAGER COMMENTS: Many thanks for all you continued support of us all. We are so pleased you enjoyed this property too Naomi. Looking forward to working with you again.
Naomi N. - Posted: 1/25/2020
Rating 5
Great stay in WP
We always book through Winter Park Lodging Company and they never disappoint. This condo was particularly lovely, very spacious -- convenient to restaurants and shops, close to shuttle stop and quick drive to mountain.

MANAGER COMMENTS:  Many thanks for all you continued support of us all.  We are so pleased you enjoyed this property too Naomi.  Looking forward to working with you again.
Naomi - Posted: 1/25/2020
Rating 5
Excellent location!!
Perfectly located, close to everything and far enough away from the village. Plus having coffee with watching moose grazing is just an awesome experience. MANAGER COMMENTS: It truly is! So pleased you got to experience that. Please let us know when you get to come back this way again.
Heidi R. - Posted: 1/21/2020
Rating 5
Excellent location!!
Perfectly located, close to everything and far enough away from the village. Plus having coffee with watching moose grazing is just an awesome experience.

MANAGER COMMENTS:  It truly is!  So pleased you got to experience that.  Please let us know when you get to come back this way again.
Heidi - Posted: 1/21/2020
Rating 5
Breathtaking Views
We had such a wonderful stay at this property. Location was ideal for getting around town by foot. Being able to cozy up to the gas fireplace in the evenings and mornings while taking in the breathtaking views was priceless. Winter Park lodging management was very helpful, accessible, and friendly. Already planning our trip back for next year. My only complaint would be the King size bed was not very comfortable. Maybe springing for a mattress topper would solve that. My bed was the only thing I missed on this trip. Would definitely stay again:)
Leila H. - Posted: 1/19/2020
Ok thanks for that Leila. We'll get working on getting that bed up to snuff. Hope to work with you again when you head back this way.
Winter Park Lodging Company staff
Rating 5
It was much more spacious than it looked in the pictures! Great location and fantastic home.
Holly - Posted: 7/18/2019
Rating 5
Great place to stay
This is a beautiful condo in a great location! I can't wait to book it again.
Natalie G. - Posted: 7/13/2019
Thanks for staying with us, we would love to host you again!
Winter Park Lodging Company staff
Rating 5
Fantastic Place and Location
My wife and I and son who is 13 and also to be noted in a wheelchair, stayed 3 days here and LOVED IT, accommodations are great! Beds comfortable, kitchen space awesome as is the family area, fireplace, tv, deck, etc, and for us, it has a paved parking lot, not the dirt and sand mess that a lot of other places have, they keep it clear and clean.  This is huge for us as our son is in a wheelchair and of the places I have stayed in Winter Park to ski, it's the best, close to skiing, and you can when weather is nice walk to most places.  I will be back staying here for sure. units are fairly quiet, and you get use of a heated outdoor pool!!


MANAGER COMMENTS:  Excellent.  Thanks Kevin.  We are are so pleased your family all enjoyed being over at Trailhead Lodges.  The location is very convenient.  Give us a call when you are back this way.
Kevin - Posted: 4/4/2019
Rating 5
Fantastic Place and Location
My wife and I and son who is 13 and also to be noted in a wheelchair, stayed 3 days here and LOVED IT, accommodations are great! Beds comfortable, kitchen space awesome as is the family area, fireplace, tv, deck, etc, and for us, it has a paved parking lot, not the dirt and sand mess that a lot of other places have, they keep it clear and clean. This is huge for us as our son is in a wheelchair and of the places I have stayed in Winter Park to ski, it's the best, close to skiing, and you can when weather is nice walk to most places. I will be back staying here for sure. units are fairly quiet, and you get use of a heated outdoor pool!! MANAGER COMMENTS: Excellent. Thanks Kevin. We are are so pleased your family all enjoyed being over at Trailhead Lodges. The location is very convenient. Give us a call when you are back this way.
Kevin T. - Posted: 4/4/2019
Rating 5
Favorite VRBO ever
This condo is perfect in every aspect. Perfect location, super clean, very roomy and the most beautiful view off the balcony. We will stay at this condo every single time we visit winter park.
Shanna T. - Posted: 3/15/2019
Yay! That's so great to read. We are so pleased you enjoyed your stay with us. Please reach out again when you come back to enjoy the mountains.
Winter Park Lodging Company staff
Rating 5
Spacious Condo
Very clean spacious condo with all the amenities you would need. Great location, walking distance to restaurants and shops. Short drive or shuttle to slopes. I would definitely stay in this unit again when I come back to Winter Park.
Bryan B. - Posted: 2/27/2019
Thank you Bryan! We are so pleased you enjoyed your stay with us at Trailhead Lodges 424. Please call us when you're back this way again.
Winter Park Lodging Company staff
Rating 5
This was a very comfortable , well appointed condo. Great kitchen & living space. The deck overlooks a wooded vista and trail- we loved that! Well maintained pool and hot tub. Good accessibility to downtown and information center. We found this very helpful. We did recycle & would have liked to see a recycle container next to the wastebasket. Coffee maker was at times finicky- broken slat underneath single bed but we did not consider these a big inconvenience. A great place to stay- we would recommend it. Thank you for keeping in touch! Barb & Dave Bryce

MANAGER COMMENTS:  We thank you so much for posting all of this.  We will surely get the coffee pot replaced and check in on the framing slat of the single bed.  Do let us know when you travel back this way.  We'd surely love to host you both again.
Barbara - Posted: 8/10/2018
Rating 5
This was a very
This was a very comfortable , well appointed condo. Great kitchen & living space. The deck overlooks a wooded vista and trail- we loved that! Well maintained pool and hot tub. Good accessibility to downtown and information center. We found this very helpful. We did recycle & would have liked to see a recycle container next to the wastebasket. Coffee maker was at times finicky- broken slat underneath single bed but we did not consider these a big inconvenience. A great place to stay- we would recommend it. Thank you for keeping in touch! Barb & Dave Bryce MANAGER COMMENTS: We thank you so much for posting all of this. We will surely get the coffee pot replaced and check in on the framing slat of the single bed. Do let us know when you travel back this way. We'd surely love to host you both again.
Barb B., Middleton, Wi - Posted: 8/10/2018
Rating 5
Cute condo!
This condo was very nice, clean, and comfortable. The view of the creek area and mountains is amazing! I could sit and look at the view all day! It suited our needs very well and we enjoyed the skiing at Winter Park. There were video game systems available which is nice. The location is really good and the elevator is a plus for tired ski legs right by the door of this unit. A few little things would make this place perfect...a local guide to restaurants and things to do, trail maps of the ski area, and hiking information. Also it would be nice to have some puzzles and games available along with some extra blankets to cuddle in while hanging on the couch. Overall this is a nice place to stay for a weekend and we would come back! MANAGER COMMENTS: We are all delighted you enjoyed your time up here with us. We can surely pass along your suggestions to the owner and get some other fun activities to do in the property The literature we can always bring over to you should you want it. However, we have much of the guide information (restaurants, trail maps of the Resort and hiking info) in our app so you can always view it paperless too!
missy m. - Posted: 4/18/2018
Rating 5
Cute condo!
This condo was very nice, clean, and comfortable. The view of the creek area and mountains is amazing! I could sit and look at the view all day! It suited our needs very well and we enjoyed the skiing at Winter Park. There were video game systems available which is nice. The location is really good and the elevator is a plus for tired ski legs right by the door of this unit. A few little things would make this place perfect...a local guide to restaurants and things to do, trail maps of the ski area, and hiking information. Also it would be nice to have some puzzles and games available along with some extra blankets to cuddle in while hanging on the couch. Overall this is a nice place to stay for a weekend and we would come back!

MANAGER COMMENTS:  We are all delighted you enjoyed your time up here with us.  We can surely pass along your suggestions to the owner and get some other fun activities to do in the property  The literature we can always bring over to you should you want it.  However, we have much of the guide information (restaurants, trail maps of the Resort and hiking info) in our app so you can always view it paperless too!
Melissa - Posted: 4/18/2018
Rating 5
Very clean and the staff was very helpful. If we return to Winter Park in the future we will try to stay here again.

MANAGER COMMENTS:  Fantastic!  We are all so pleased you enjoyed staying at Trailhead with us.  We hope to host you up this way again.
Chad - Posted: 3/27/2018
Rating 5
Very clean and the staff
Very clean and the staff was very helpful. If we return to Winter Park in the future we will try to stay here again. MANAGER COMMENTS: Fantastic! We are all so pleased you enjoyed staying at Trailhead with us. We hope to host you up this way again.
Chad J. - Posted: 3/27/2018
Rating 5
Beautiful condo with nice amenities
Our family stayed here on a skiing trip. The condo was really nice and comfy with plenty of room for 4 people. We really enjoyed the pool and hot tub when we got off the slopes. Great central location to downtown WP.

MANAGER COMMENTS:  Well great.  We are all so pleased to hear you enjoyed staying with us at Trailhead Lodges.  They are certainly in the most ideal spot in downtown Winter Park.  Do contact us when you come back up to ski/play.
Christina - Posted: 2/26/2018
Rating 5
Beautiful condo with nice amenities
Our family stayed here on a skiing trip. The condo was really nice and comfy with plenty of room for 4 people. We really enjoyed the pool and hot tub when we got off the slopes. Great central location to downtown WP. MANAGER COMMENTS: Well great. We are all so pleased to hear you enjoyed staying with us at Trailhead Lodges. They are certainly in the most ideal spot in downtown Winter Park. Do contact us when you come back up to ski/play.
Christina S. - Posted: 2/26/2018
Rating 5
The place was very clean and roomy for 4 or 5. Even though it was summer, we could have used a blanket or two in the living room for evenings. Great to have a washer and dryer.

MANAGER'S COMMENTS... We try and treat every property like our own. We will look into possibly getting some cozy blankets for the living room. Glad to hear you enjoyed your stay!
Beth - Posted: 8/22/2017
Rating 5
The place was very clean
The place was very clean and roomy for 4 or 5. Even though it was summer, we could have used a blanket or two in the living room for evenings. Great to have a washer and dryer. MANAGER'S COMMENTS... We try and treat every property like our own. We will look into possibly getting some cozy blankets for the living room. Glad to hear you enjoyed your stay!
B P. - Posted: 8/22/2017
Rating 5
Clean, comfy, close to everything!
Had a great stay - the place was clean and super convenient for shopping, eating and outdoor activities. We loved that it backed to the creek and walking path. We had trouble getting into the condo pretty late in the evening and had to use the after-hours phone number; I was relieved that someone promptly answered and helped us out. Our only complaint was that the king bed - which was super comfy - was very high... We will definitely be staying here again!
Amy P. - Posted: 7/25/2017
Thank you so much for the very nice review you posted of your stay with Winter Park Lodging Company. We appreciate you taking the time to write that up and submit it. We'd love to host you again!
Winter Park Lodging Company staff
Rating 5
We had a great experience.
The office called us early to let us know we had early check-in if we wanted it. Everything we needed was in the condo. It was clean and clearly new. We would definitely stay again. Customer service was amazing and the town is awesome. Definitely recommend the bowling alley/restaurant. Great for kids and adults. By the way, the photo at the top of this review is from the back of the condo. Great view.

MANAGER'S COMMENTS...We love to hear we've been good hosts.  Hope that means you'll be back. 
Bradie - Posted: 3/13/2017
Rating 5
Our trip was excellent and the staff at Winter Park Lodging Company were very helpful. We had general questions and needed some assistance with the thermostat at the condo, the staff was very prompt in all areas that we needed assistance. The condo was well kept, clean and very cozy. Highly recommend

MANGER'S COMMENTS...We love being recommended!  Tell all your friends to come stay with us. We will treat them like family.
Christy - Posted: 2/9/2017
Rating 5
Our trip was excellent
Our trip was excellent and the staff at WPR were very helpful. We had general questions and needed some assistance with the thermostat at the condo, the staff was very prompt in all areas that we needed assistance. The condo was well kept, clean and very cozy. Highly recommend MANGER'S COMMENTS...We love being recommended! Tell all your friends to come stay with us. We will treat them like family.
Christy B. - Posted: 2/9/2017
Rating 5
The WPLC staff was so responsive and made sure everything was to our liking throughout the stay. Would definitely come back!
Jeff - Posted: 1/29/2017
Rating 5
Wonderful Thanksgiving Stay!
Our trip to Winter Park for Thanksgiving break couldn't have been better! This beautiful unit was comfortable and clean with an amazing view. The management company's customer service is excellent. We had a amazing time, and hope to stay here again soon! Manager's Comments...Glad to hear you enjoyed your stay. Come see us again soon.
Tracey and R. - Posted: 12/9/2016
Rating 5
Wonderful Thanksgiving Stay!
Our trip to Winter Park for Thanksgiving break couldn't have been better! This beautiful unit was comfortable and clean with an amazing view. The management company's customer service is excellent. We had a amazing time, and hope to stay here again soon!

Manager's Comments...Glad to hear you enjoyed your stay. Come see us again soon.
Tracey - Posted: 12/8/2016
Rating 5
Great Experience
This place was great! We enjoyed a wonderful 4 day weekend here during the 'Blues From The Top Festival' at Hideaway Park which was right across the street from the lodges. Easy access and walking distance. We would definitely stay here again in the future.
Ethel - Posted: 6/30/2016
Rating 5
Great Experience
This place was great! We enjoyed a wonderful 4 day weekend here during the 'Blues From The Top Festival' at Hideaway Park which was right across the street from the lodges. Easy access and walking distance. We would definitely stay here again in the future.
Ethel L. - Posted: 6/30/2016
Rating 5
Fantastic location + new building + great staff = great stay!
Great new property. Lots of sunlight. Close to the mountains. Very helpful staff.
David R. - Posted: 5/1/2016
Thank you so much for the very nice review you posted of your stay with Winter Park Lodging Company. We appreciate you taking the time to write that up and submit it. We'd love to host you again!
Winter Park Lodging Company staff
Rating 4
Great Stay
Thanks for a great stay! The accommodations were very nice, clean. We had everything we needed except measuring spoons and cups. There aren't any in this unit and I am sure guests would appreciate those. Thanks! Amanda

Manager Comments: Oops! Sorry about that. We'll get those kitchen items in there asap. Please do contact us during your stay if there is ever anything we can provide that will make your stay as complete as possible. Thanks again!
Amanda - Posted: 3/1/2016
Rating 5
Great Stay
We had a great time during our stay. The condo was outstanding. Very comfortable and clean. Thank you, We will be back!
Francis - Posted: 1/25/2016
Rating 5
Clean, comfortable and convenient!
Great unit! Close to the pool and shuttle line, huge bedrooms and nice amenities. We will definitely request this unit again.
Gwen K. - Posted: 1/24/2016
Thank you so much for the very nice review you posted of your stay with Winter Park Lodging Company. We appreciate you taking the time to write that up and submit it. We'd love to host you again!
Winter Park Lodging Company staff
Rating 5
Very Nice
We enjoyed this condo very much. It is nicely done and convenient to many areas. The view off the balcony was calming, restive and beautiful. We would stay here again.
Jeanne - Posted: 8/20/2015
Rating 5
Awesome location.
Watched a moose walk right by the balcony!! Was a perfect place for my family of 5…we LOVED it
Meg - Posted: 1/27/2015
Rating 4
Good stay
Very bright and overall a very nice place.
April - Posted: 1/20/2015
Rating 5
Hands down, best location in Winter Park.
What an awesome location! So close to everything and a pool to boot!! We will definitely stay again.
Erica - Posted: 12/16/2014
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