Bright, modern, and cleverly designed, this downtown condo seems custom made for family vacations. Trailhead Lodges 133 is located in the highly popular Trailhead Lodges community in downtown Winter Park. Enjoy full access to the modern clubhouse with outdoor pool, hot tub, and shared outdoor grill. Plus, you're in close proximity to fun & entertainment at Hideaway Park, with its full line-up of summer music events, skate park, winter sledding hill, and children's play area.
Step inside to be greeted by a bright and spacious, single-level floor plan, elegantly filled with the most modern of amenities. You'll enjoy a comfortable lounge with cozy gas fireplace and large flat screen TV, the perfect spot for a movie night. Also, find a chef's kitchen fully equipped with modern appliances and social breakfast bar, and a large balcony with views of Winter Park Resort and the Continental Divide to the East.Just off of the main living area you'll find a small & unique bunk area with Twin bunks and a single Twin bed, ideal for kiddos to drift off to a sound sleep in their own space while parents enjoy a little adult time in the nearby lounge. The Primary King Suite and Queen bedroom bring the overall sleeping occupancy to a very comfortable seven guests. Sleeping Arrangements: Primary King Suite, Queen bedroom, and a Twin/Twin bunk and single Twin bed in bunk area off the living area. Sleeps up to seven guests.Local Deals: Save on local adventurous activities, gear rentals, transportation, and more when booking with us. Discount codes will be sent after booking.Please Note:Pet Friendly: This home is pet friendly for one dog. There is a required $25 nightly fee for one dog which will be added at time of reservation.
Parking: There is room for two cars in any open areas around the building.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.Location: 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.RENTAL LICENSE NO: 017108
The Winter Park Lodging Company Difference
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Room | Beds | Baths | Comments |
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Primary King Suite | King | Ensuite Bathroom | Main Level |
Queen Bedroom | Queen | Shared Bathroom | Main Level |
Bunk Area | Twin Single, Twin/Twin | Shared Bathroom | Main Level |
By Carolyn, Posted: 07/22/2024Located in the heart of Winter Park, right across from the park and activities, very convenient to walk to most everything. The condo has a nice deck overlooking the bustle of the area. Well stocked and very clean. Comfortable and quality furnishings. We enjoyed our stay!
MANAGER'S COMMENTS: We are so glad you enjoyed Trailhead Lodges 133! Thank you for the review and please reach out when you'd like to plan your next adventure. We hope you will stay with us again!
~The Winter Park Lodging Company Team
By Nile, Posted: 03/18/2024This property was just right for 2 families to enjoy a ski trip together. Next year we'll likely have to move up to 4 bedrooms for more room for the growing kids but this time was just right. They loved having the pool/hot tub to use each night and the L/K/Dining areas kept everyone together and enjoying each other's company. The sledding hill right out back was fantastic/a hit as well. Winter Park Lodging Company was fun to work with and we enjoyed the whole experience. You won't be sorry staying here!
MANAGER COMMENTS: Well said! Thanks Nile for sharing your stay. Trailhead Lodges is in the most convenient location in downtown Winter Park. We do hope you'll reach out to us again when you're back! ~ The Winter Park Lodging Company Team
By Shelly, Posted: 06/01/2023We very much enjoyed our stay! We were very appreciative to check-in a full three hours earlier than the 4pm check-in time. The bed was SO incredibly comfortable, loved it!
MANAGER'S COMMENTS: Thank you so much Shelly for staying with us at Trailhead Lodges 133. We are thrilled we could make the early check-in happen and it's great to hear the bed was so comfy. We will share your comments with the owners.
Happy Summer!
~The Winter Park Lodging Company Team
By Mary, Posted: 12/29/2022Trailhead lodge133 was perfect for our family of 5 and our dog. The bedrooms, kitchen, living room and dining room were very spacious. Everything in the condo had an updated look and in great shape.The lodge is in a great location; close to shops, restaurants and bars. We had a lot of fun going on the sleds down a small hill, which is located at the park by the front entrance. The condo was well stocked with every appliance you would need for cooking and it was very clean upon arrival. The company handling the rental was very nice and went out of their way to try helping us when we left an item there. Thank you for a fun family vacation! :)
MANAGER'S COMMENTS: Mary, we really appreciate all of this great feedback! Trailhead Lodges 133 is a sweet condo and we are so happy you found it clean, well stocked and close to everything in downtown Winter Park. We always give a return guest discount of 15% off, so please let us know when you want to come back for more fun in the mountains!
~Happy Winter, The Winter Park Lodging Company Team
By Jennifer, Posted: 08/09/2022The condo was better than expected! Everything was in great shape and fully stocked with anything we might need. We appreciated the personal note of welcome, especially for our dog. The location was fantastic for about anything you want to do in town and we walked to groceries and restaurants at night. Balcony overlooks the park and we enjoyed live music there twice!
MANAGER'S COMMENTS: Great to hear Jennifer! We are so happy you loved Trailhead Lodges 133. It is a great location and it sounds like the concerts were a wonderful bonus for you! Let us know when you are planning your next great adventure. We always give a return guest discount!
~The Winter Park Lodging Company Team
By Galen, Posted: 03/16/2022The condo was nice and spacious. Had everything you need in kitchen. Great views of the mountain and Winter Park ski slope. Great location next to hideaway park. My dog loved playing in the snow at the park and walking on trail down to creek. Easy walk to shuttle but we drove and did the $10 pay parking on most days. Winter Park Lodging Company was very quick to fix any issues we had. I have to say they take excellent care of their clients. We will be back again next year.
MANAGER'S COMMENTS: Thank you Galen! We loved hosting you and are so happy your pup loved playing in the snow and the easy access to the trails. Give us a shout when you want to plan your next adventure!
~The Winter Park Lodging Company Team
By Gail, Posted: 03/06/2022The property was beautiful, spacious, tastefully decorated and clean. The bus to get to and from Winter Park was a short walk from the condo (1 long block). For people like myself who are not accustomed to this altitude and weather however, a car may be best but we aren’t used to driving in the snow so I heavily relied on the bus system. I traveled with my mother who uses a wheelchair and so it was a bit tough but we were also able to schedule ride accommodations for her for free through the town. When she was home we took the bus. I don’t recall paying anything to get on the bus. There was a McDonalds right in front of the bus stop which made it convenient. There was a grocery store a few blocks up. We did get a few groceries but not much as it was a struggle to pack them in the cold (and they only give boxes). We would have loved to have used the kitchen more; it was a full kitchen with everything we needed to use to cook. Also we needed to stay beyond the checkout time and the property manager accommodated us. The property manager was very responsive from our time of arrival until the very end. Traveling with my mom in a wheelchair in the snow was a challenge and we initially were dropped off at the property manager office by mistake. However, even then they accommodated us and helped us contact the Lift service again to get a new ride. Overall we enjoyed our stay and plan to return again in the future.
MANAGER COMMENTS: So pleased it worked out overall for everyone. It is a challenge to do many things when you're up a altitude compounded with snow and ice! The town shuttle is always free and they have tremendous ADA/Paratransit options too. We are so pleased you could all get together. Check out the Grocery Guys for future trips....they'll deliver whatever you need. Do reach out if we can help find just the right spot for another mountain trip!
By Claire, Posted: 02/08/2022My family and I stayed in TH Lodges unit 133 for the month of January. Layout: The condo was a perfect fit for our family of 5, plus we were able to bring our dog and even host another family for a weekend. Though it is technically only 2 bedrooms, it feels spacious with the large open single level floor plan. The den has been converted to a third bedroom/sleeping area with a bunk and twin bed, perfect for stashing children ;) We never used it, but there is a pull-out for overflow, too. Amenities: The kitchen is well stocked and spacious. The lodging company left nice cleaning supplies and toiletries, and plenty of towels. We loved the lazy boy and comfy beds. Having a ski locker was great, plus there is storage in the condo in a large utility closet for strollers and sleds. The clubhouse and pool/hot tub are nice, and we loved having access to those. Lastly, location: We loved the easy access to town and frequented the restaurants around the corner on Main Street. The ski mountain is only a five minute drive. We hope to return; it felt like home!
MANAGER COMMENTS: That is terrific to hear! So glad you felt comfortable for your longer stay. The Trailhead Lodges location is very hard to beat. Please let us know whenever we can host you again. Thanks Claire!
By John, Posted: 08/10/2021The condo was beautiful and inviting with lots of room for our group of 6. The complex had a beautiful clubhouse with a pool & hot tub that we enjoyed thoroughly. Everything we needed was included and all our activities were within walking distance. All our questions were answered in a timely manner. We are thrilled to recommend!!
MANAGER COMMENTS: Thank you John! The Trailhead Lodges is THE summer destination in Winter Park....terrific location, POOL, and cozy properties! We do hope you'll join us here again.
By Dianna, Posted: 08/05/2021The condo was lovely, clean and had everything we needed. Some small touches that I appreciate include: *plenty of toilet paper, paper towels and trash bags (so many rentals expect you to bring your own) *laundry detergent (we don't normally do laundry but this came in very handy) *Salt, pepper and a few spices. I also appreciate that there wasn't a long list of things we had to take care of before checking out. The management company was very responsive when we had a small issue and followed up to be sure everything was as expected. I would definitely stay here again.
MANAGER COMMENTS: Wonderful! Many thanks for sharing your stay with us. So pleased we could provide what would be helpful for you. We would love to host you again anytime.
By Finola, Posted: 06/22/2021Our Trailhead unit was spotless and had everything one could possibly need while staying for several days. We were close to everything, in the middle of town but set back from the main street so you were still able to relax and enjoy the 3rd floor views from the deck in peace. The pool/bbq area allowed us to host a small group of our friends and their kids. We'll be back!
MANAGER COMMENTS: That's terrific to hear! Thanks so much for sharing your trip. The Trailhead Lodges neighborhood is in an ideal location to do it all. We are thrilled to be host you again....thank you!
By Kevin, Posted: 04/04/2021Love it, this is my third time staying here, and the #133 is my favorite of the units my family and I have stayed at. It is only 5 minutes from skiing, and hopefully once Scamdemic is over (which may take forever in CO) the use of the pool and hot tub will be back. I can't speak highly enough of the place, and they are great for people with Wheelchairs as an elevator is there and the rooms are spacious, only issue I have, and this is not with the unit's themselves, but the Handicap parking spaces are piled up with snow which is a crying shame. Good luck finding accessible parking in winter, as they or the service that plows/clears the snow, illegally pushes and dumps it into the handicap spots ??. Other than that, its great and will be back again.
MANAGER COMMENTS: Thanks so much again Kevin. Our apologies for the condition of the parking lot. We are contacting the building management immediately to rectify this. So many thanks for letting us know!
By Natalia, Posted: 02/18/2021Great stay!!!
MANAGER COMMENTS: We are so pleased. Do let us know when you come back this way.
By Dana, Posted: 01/01/2019Everything we needed. Beds slept great. Very clean . Great location.
MANAGER COMMENTS: Terrific! Thanks so much for letting us know Dana. We would love to host you when you're back this way next.
By Jennifer, Posted: 11/05/2018We loved our stay and had everything we needed!
MANAGER COMMENTS: Excellent! We are so pleased you enjoyed your stay with us at Trailhead 133. It is a pretty great spot with those amazing views off the back porch and living room area! We hope to host you up this way again.
By Michelle, Posted: 09/09/2018Great location. Family including our dog really enjoyed our stay.
MANAGER COMMENTS: It's always the best vacation time when your dog can join too! Thanks for letting us host you and hope to get the chance to do it again sometime.
By Lesley, Posted: 04/18/2018A well appointed, clean and well stocked condo. Great location!
MANAGER COMMENTS: Excellent! We are all so pleased to hear you enjoyed staying at Trailhead Lodges 133 with us. Please give us a call when you come back this way. We'd love to host you again.
By Melvin, Posted: 12/11/2017Awesome place to stay with the family. View was breath taking. Would recommend to anyone will definitely be back.
MANAGER COMMENTS: So pleased to hear you enjoyed! Trailhead neighborhood is in a terrific location to do it all! Give us a call when your travels bring you back this way.
By Jessica, Posted: 12/06/2017We had a great time and enjoyed the lodging. We will be back.
MANAGER COMMENTS: Fantastic! Love to hear it. Let us know when.
By John, Posted: 11/24/2017absolutely outstanding rental experience. The management company was the most organized and informative that I've dealt with in 30 years. The property was outstanding with plenty of room, top of the line amenities and right in the heart of town. I will definitely look to rent this property and deal with this mgmt company again soon.
By Amy, Posted: 08/27/2017It was fabulous! We really enjoyed being in town, so the kids could walk to the park and bike around on their own. They also made good use of the pool, while we enjoyed the hot tub. We were able to spread out, with everyone having their own space, but a nice living area to come together to watch movies. Well equipped kitchen made cooking our own meals a breeze. Comfy beds and a fantastic black out shade in the master provided us the rare luxury of sleeping in. Having a private washer/dryer was super helpful. Winter Park Lodging Company brought us an iron just after we called to request one. Great customer service all around. We were wow'ed and would stay here again! Thanks for a great vacation.
MANAGER'S COMMENTS...Bring those kiddo's back for a winter stay. The sledding hill in the park is super fast and fun.
By Larry, Posted: 07/29/2017We stayed three days in this unit. It is fairly new. It is spacious. Very easy to access from the parking area. Only downside was the king mattress. Sort of lumpy. Should be replaced Can't believe it was new with the unit.
MANAGER'S COMMENTS...Thanks for that feedback. We will get our "bed testers" over there to take a lie down and check out the mattress.
By Jeffery, Posted: 07/12/2017The team performed brilliantly! When the rain and the paving seemed to bring dark skies to our trip your team parted the clouds and brought sunshine. Thank You from the Bahde family. We will be back.
MANAGER'S COMMENTS...So happy we could help you make rainbows. Glad you enjoyed the stay.
By Beth, Posted: 07/11/2017Lovely new condo! Great space and our kids loved having their little bunk space to play/hide out in. Super central location to stuff in town. They repaved the parking lot while we were there, but Winter Park Lodging Company helped us find alternate parking. We will tell our friends!
Q: Does this condo have elevator access?A: Yes, all of the buidings in this complex have elevator and stair access for convenience.
Q: How many parking spots does this condo allow? Where do we park extra vehicles?A: This 3rd floor condo comes with TWO parking spots.
Q: Is this home pet friendly? Is there an additional charge for pets?A: Yes, this town home is pet friendly and allows 1 dog. There is a $25 per night pet fee added on at time of booking.