Are you ready to stay in one of the most sought after locations in downtown Winter Park? With high-end touches throughout and a unique location that affords a rare wrap around deck and forest views, this well appointed property is the perfect year round getaway. You'll love the convenience of wandering over to the clubhouse for a toasty soak in the hot tub, or walking just two blocks to your pick of shopping, restaurants, entertainment and the free shuttle to Winter Park Resort. This pet friendly condo also offers some great extra amenities like a pack n play for the little ones, plus a crate and dog bed for the furry one.
This home is pet friendly for one dog. There is a required $75 fee for a dog, which will be added to your balance after booking online or included in the total price when booking with a reservationist.
Sleeping Arrangements: King bed in the master, king in the second bedroom, two sets of twin bunks in the third, and a Queen size, self-inflating EZ bed. Sleeps up to ten.
Parking: Free onsite, outdoor parking is available for up to TWO vehicles
Location: Trailhead Lodges, center of downtown Winter Park, 2 miles to Winter Park Resort and just a short, easy walk to shops, restaurant and free shuttle service in Downtown Winter Park.
The Winter Park Lodging Company Difference
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.
Keyless Lock: This home is equipped with a Smart Lock, allowing easy, secure access to your property at check-in and throughout your stay. There's no need to check in at a separate location!
What's Included: Every home is stocked with all your household essentials, high quality sheets and towels, and a starter kit of Aveda 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.
Book Direct: Book direct with us to get the best rate available on this home.
|Master Bedroom||King||Attached Full Bath||Flat Screen TV||Main Level|
|Second Bedroom||King||Shared Full Bath||Flat Screen TV||Main Level|
|Third Bedroom||2 Sets of Twin Over Twin Bunks||Shared Full Bath||Flat Screen TV||Main Level|
|Living Room||Queen EZ Aerobed||Flat Screen TV||Main Level|
By Galen, Posted: 02/11/2020We had an excellent time with great snow. The condo was very nice and had great location backing up to open field and trees. My dog had the greatest time playing in the fresh powder out back. The condo was very well equipped with almost anything you needed. Plenty of pots, pans, glasses, utensils, and silverware. We really liked having a king bed in the two main bedrooms. Beds were comfortable and I was happy to see all the bedrooms had portable fans and humidifiers. We will definitely look at staying here again in our future trips.
Manager Comment: Your dog wasn't the only the one having fun in the powder. Some epic days out there on the mountain. Come back soon to do it all over again.
By Deeanne, Posted: 07/29/2019We enjoyed staying in the Trailhead Lodges. The condo was Beautiful and very comfortable and when we had a problem with the door lock Adam came to our rescue quickly.! We were very disappointed about the road to the condo being closed while we were there. The long dirt road detour was not a good way to get in and out of the condo. Thank goodness we could still walk to the town. Also the new construction outside our window was noisy and dusty..they began work at 6:30 am and worked til 7:00pm. This spoiled the pretty view and sound of the river. We felt we deserved a construction discount after all this.but We plan to be back in The Winter and hopefully the road will be repaired by then. Tell the owners the beds were great! They have a very nice Condo!
Manager Comment: Thank you for your feedback. Our apologies for the lack of notice on the construction. We had just found out about it ourselves and with a full house didn't have another condo to move you to. We are glad you were able to enjoy the condo and hope you'll come back for another stay, since the construction has wrapped up. 8/1/19
By Mary J, Posted: 12/31/2018it was fabulous!! the staff at Winter Park Lodging Company were so very easy to work with, kept us informed, were helpful, sent us tons of info about area and things to do and discounts, accepted delivery of some pkgs we sent ahead and had waiting for us in our condo.....and the condo itself, was beautiful, easy access to the free transit line, fully stocked kitchen, easy to use tv and internet. Cannot say enough about what a great time we had and how easy it all was....definitely would come back, and the Winter Park ski Resort is apparently one of the best, several of our group needed ski rentals/lessons/etc....and got everything they needed.....janee d
MANAGER COMMENTS: Fantastic! We are all so thrilled you truly enjoyed your stay with us Janee. We would surely love to host you again whenever your trails bring you back this way. Hope your holidays were terrific and here's to a great New Year!
By Carl, Posted: 11/23/2018Great condo in superb condition adjacent to National Forest and 2 blocks from the heart of Downtown. Photos provide an accurate depiction of the property.
MANAGER COMMENTS: Excellent! We are so thrilled you enjoy and that is well represented. Please do let us know if we can host you again up this way.
By Cathy, Posted: 07/16/2018We enjoyed our time there so much! Winter Park Lodging Company was awesome to work with!!
MANAGER'S COMMENTS...We enjoyed you too! Come see us again soon.
By Jennifer, Posted: 03/26/2018#323 had everything we needed. kitchen surprisingly well stocked! We cooked some and they had everything! Even cooking spray and some spices. Roomy, GREAT view, clean. Plenty of seating.
MANAGER COMMENTS: That's great. We are all so pleased you enjoyed staying at Trailhead Lodges 323 with us. Do let us know when you're back this way.
By Carey, Posted: 03/12/2018We had a wonderful time in Denver and in Winter Park. It was our first experience out west and couldn't have asked for a better time. We had great weather, travel and skiing. You all were most accommodating when it came to fixing or bringing us what we needed. You all took care of our boxes that we sent. We had a perfect experience staying at Trailhead Lodge.
MANAGER COMMENTS: Excellent! We are so thrilled you enjoyed your stay with us at Trailhead Lodge 323. Please do let us know when you return this way. We'd sure love to host you again.
By Baylee, Posted: 03/09/2018This was our second time visiting Trailhead Lodges 323 and it didn't disappoint. The condo is immaculate, beautiful, comfortable, and cozy. We had a great time gathering around the large dining table for dinners and card games. The views off the patio were ideal for sipping morning coffee (so was the gas fireplace!) and the walking trail, which is only steps away from the property, was wonderful for a mini escape into wilderness. We loved that we could see the resort from the patio too, and could get an early glimpse of mountain conditions before hitting the hill! The access to the hot tub and pool were perfect for unwinding after a long day of skiing/riding and when we wanted to have a few libations to unwind there were so many wonderful places in walking distance - we think The Ditch is our new fave. We also walked to Coopers Creek to sample the amazing coffee at Mountain Grind Coffee and to pick out souvenirs for family - so convenient! Thanks so much for hosting us, and accommodating our trip schedule. We plan on returning again next February!
MANAGER COMMENTS: That's wonderful! Sounds like you did it all up. You have excellent taste...The Ditch is awesome and where I love to eat too! We are so excited you came back to stay with us and will look forward to your next time up this way.
By Paige, Posted: 02/14/20186 of us traveled to Winter Park and loved the lodge! It was very spacious, and having 3 bathrooms was awesome! The kitchen was well stocked, the view was amazing, and there was plenty of space. We also loved having the pool and hot tub just a short jump over the parking lot. The only negative of the lodge are the beds. They are horrible! This might be the only thing to keep us returning to this lodge in the future. Other than the beds, we had a wonderful time at Trailhead Lodge 323!
UPDATE, Aug. 2018: Both Master and second bedrooms have new king mattresses in them. Come stay and enjoy a great night's sleep with us!
MANAGER COMMENTS: Oh no! Well we will get on finding some sort of option to alleviate the uncomfy mattresses. Please do always reach out to us whenever you have any kind of issue keeping you from being comfortable. We will always do what we can to keep you as cozy as possible.
By Tim, Posted: 12/01/2017This condo is great! Beautiful inside, great views, and a very short walk to the hot tub and community area. The east/south wrap-around deck offers great sunrises and sunsets, and the location is walking distance to the amphitheater and many great restaurants and shops.
MANAGER COMMENTS: We are so pleased to hear. So glad you took advantage of the tremendous deck. Let us know when you're back this way.
By Eric, Posted: 09/04/2017We spent a wonderful 3 days in the mountains at Trailhead Lodge in Winter Park. The place was magnificent, clean and updated. The management team was polite and responsive. We would definitely book again!!
MANAGER'S RESPONSE...Wonderful words about your mountain getaway! Come back and see us anytime!
By Gary, Posted: 07/17/2017We had a great stay! The condo was beautiful and had everything we needed. The only thing I could add would be nice to have another fan. Better yet, ceiling fans. I guess, coming from Dallas where it is so hot, we are use to having the air more all the time. At night the bedrooms were better hot. But over all, we had a great stay!
MANAGER'S COMMENTS...We will suggest the ceiling fans to the owners, but in the mean time, we open the windows in the late afternoon to let the cool mountain air in and then close them in the morning. This helps keep the homes cool all through out the day.
By Tia, Posted: 07/01/2017We truly enjoyed this condo! There were 7 adults, 2 couples and 3 others that were pretty accommodated. The corner condo was excellent for the great views and the location was very accessible to Hideaway Park which was the main reason we were there, Blues from the Top festival. We would definitely recommend this condo.
MANAGER'S RESPONSE...So glad your family and friends were able to make it out for the Blues Fest this summer. You can't beat this location and modern decor. You can also hear the great Blues tunes from your amazing wrap around balcony overlooking the Fraser River. Come back and visit us again soon!
By Sarah, Posted: 05/17/2017We recently celebrated a girls weekend in Winter Park & could not have been happier with the Trailhead condo we stayed in. The condo was within walking distance to Downtown Winter Park which was great after a night out. We loved the decor of this condo, very open & welcoming with upgraded appliances, great views of the Fraser River out the back porch & comfortable big beds to cozy up in. We worked with Meg to book the place & found her to be personable kind & professional - she was quick to address any questions & went above & beyond to help us plan a relaxing & fun girls trip. We look forward to visiting again!
MANAGER'S COMMENTS...We love Meg too! Come back and see her again soon.
By Marge, Posted: 05/15/2017Perfect location and place to stay! Love the large, open layout of this condo right in the heart of downtown Winter Park. It's completely updated with a cozy chic and rich decor. Gorgeous hardwood floors and unique stone around the fireplace, above the kitchen cabinets and master bedroom. The sheets were like a little slice of heaven to sleep on. I also thoroughly enjoyed how each bedroom had their own spacious bathroom The wrap around deck overlooking the Fraser River is priceless! The sound of the soothing river and incredible views of the ski resort made it extremely relaxing and I almost forgot where I was! Even though we didn't have pets, this is the perfect property to take your woofers to with hiking and biking trails right outside your back door. Love how there is a crate, pack and play and EZ bed already in the property for your convenience! Speaking of convenience, this location is spot on. You are about a 5 minute walk to all of the restaurants and shops in downtown Winter Park. You are also directly behind Hideaway Park-perfect to listen to live music in the brand new amphitheater, kids park + skateboard, or just to relax and soak up the summertime sun! I would definitely recommend this property to everyone!
By Elle, Posted: 05/15/2017My stay at Trailhead Lodge 323 in Winter Park was the perfect get-a-away. Not only was the condo clean it had a trendy style unlike some mountain stays and our balcony was nestled into beautiful field of willows. The location is a total plus as well as it's the perfect walking distance from local restaurants and shops. Needless to say, it was perfect!
By Karla, Posted: 04/09/2017Lovely condo! Worked very well for our extended family.
By Tim, Posted: 02/12/2017Great place to stay. We had two family's share the condo. There was plenty of room for all. The condo was across the street from the heated pool and hot tub. We will definitely stay here again on our next visit. The management company called and checked on us throughout our stay. The entire visit was stress free, highly recommend.
MANAGER'S COMMENTS..."Stress Free"... those are the best words we could ever hear from a guest. Come again soon when you need to relax.
By Daniel, Posted: 10/05/2016We just had a family vacation in Winter Park and stayed at your condo. It exceeded our expectations. It had first class furnishings and decor and the location was excellent. The staff did a great job following up throughout our trip.
MANAGER'S COMMENTS..WOW! We love reviews like this. Makes us happy to know we are helping you make memories. Come again!
By Christine, Posted: 08/19/2016Modern convenient downtown unit. Spacious and airy. Everything you need. It was great
By Deana, Posted: 08/12/2016Great location. Beautiful condo.
By Elizabeth, Posted: 06/29/2016The condo is beautiful. The view from the master bedroom and living room are breathtaking. We enjoyed the wrap-around porch. The condo doesn't have air conditioning, so we slept with the windows open and enjoyed listening to the rushing river into the night. Very soothing. The kitchen is well equipped. I made dinner a couple of nights and found everything I needed. Loved the ambience of the place with the lights dimmed. The only downside, the condo needs a music system that allows guests to plug in iPods or other music players. There is also very limited cable, so bring movies for kids on quiet nights. Manager's Comments...We are so happy to hear you enjoyed your stay with us in Winter Park. We will pass your thoughts and suggestions to the owner. Come back and visit soon!
By Mitch, Posted: 05/22/2016No problem with the WPLC. Great job. Kudos to Meg for assisting me while I was in a hectic state of mind during conferences and family planning issues. 323 Trailhead was great, lived up to the pictures and had a great comfortable feeling. Trailhead Lodges common areas and grounds could use some TLC. Construction issues is a given but poor parking lot, fences and wooded areas need a cleanup. Please pass to lodges management. Would recommend to co-workers here in Denver with that caveat. Thanks again top Meg. Mitch Manager's Comments...Thanks for your kind words. We enjoyed hosting you too. We are hoping construction will finish up this summer. We will reach out to the management there and let them know some cleanup love is needed.
By Deborah, Posted: 04/20/2016Hello, Our vacation at the Trailhead Lodges 323 was unforgettable. We arrived in the midst of a freak spring snowstorm, and felt so cozy by the fireplace. The radiant heat in the floor of the kitchen area was a special treat for us all. We had 6 people, and everyone slept soundly and comfortably in the beds that were covered with fluffy pillows and soft blankets. The kids especially liked the long living room sofa where they could stretch out and play their electronic devices while the adults made meals. And the kitchen... WOW! Not only was it well stocked with supplies, but the the big island, nice appliances, ample marble counter space, and bright lighting made the meal preparation fun. We had plenty of elbow room for several people to be working in there at one time. We made our meals barefoot so we could enjoy the warm floor tiles. The kids loved scooting up to the breakfast bar. I especially liked setting the big wooden table for dinner. We had so much space to put numerous dishes on the table so the kids could serve themselves. Everyone loved the hot tub and the warm pool, even while surrounded by 3 feet of snow. We had a good workout in the gym area. Our view from the wraparound balcony looked out onto the river bed and mountains. There was no indication from inside the condo that we were actually smack dab in downtown! It was such a treat for all of us. Thank you for the luxurious accommodations and homey touches. We will definitely be back, perhaps during the warmer summer or autumn months before the snow.
By Steve, Posted: 02/23/2016Thoroughly enjoyed our time at Trailhead Lodges, the unit was very well appointed and in great shape. Still some construction going on but not a big issue. Staff was very attentive, followed up on several occasions to make sure everything was going OK.
By Tammy, Posted: 01/13/2016My husband and I treated our staff to a ski trip in WinterPark and luckily stumbled across a listing for Trailhead Lodges 323. The new construction and quality of materials used is awesome. I loved the way it was decorated and it slept all 9 of us comfortably (3 bathrooms was sooooooo appreciated)! The staff made the reservation and checking in and out process as easy as could be! Who doesn't love keypad locks...especially with a group of adults! And the price was 1/2 of what a house was to rent on vrbo or airbnb, and much nicer and in a downtown location, just a block from bars, restaurants, and the LIFT bus to take us to the mountain! And did I mention the great view from our wrap around balcony and the miles of hiking trails right behind the building! Our pup loved the furnished dog bed and kennel, too. No details left undone. We definitely plan to come back!
By Kayte, Posted: 12/16/2015We had 1 woman, 5 men and 1 Rottweiler. Plenty of room, great accommodations and perfect access to the mountain. We loved the wrap around deck and the heated outdoor pool and hot tub. The lockers were great for storing skis and snowboards. We did a lot of cooking as the kitchen was open and inviting. We drank wine and beer and made great memories! My dog felt right at home too as it was very dog-friendly. 5 stars!!