Trailhead Lodges is the perfect location for everything Winter Park. Whether it is dining downtown, enjoying a summer concert, being out on the trails, or catching the free bus to the ski resort, it's all just steps away from the front door. Trailhead Lodges 822 is a freshly decorated, open floor plan condo with two bedrooms and two bathrooms. Features include a fully equipped kitchen with gas stove and oven, dining table that seats up to six, inviting living room with gas fireplace and flat screen TV, and private balcony. The private patio is great in the summer for wildlife AND people watching. Ready to rest easy? Head to the Primary King Suite or bunk room with Twin/Twin bunk beds or spread out on the Queen bed. Plus, there is a self-inflating Queen EZ aerobed in the living room.
Stays at this condo include access to the Trailhead Lodges clubhouse which features a heated swimming pool, hot tub, gas grills, fire pit, indoor pool table, and common workout room. Grab your spot at Trailhead 822 and have the Winter Park world at your fingertips.Sleeping arrangements: Primary King Suite, Twin/Twin bunk beds and Queen in bunk room. Plus, a self-inflating Queen EZ aerobed in the living room. Sleeps up to eight 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:
Parking: There is room for two cars in any open areas around the building.
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: 017126
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 |
Bunk Room | Queen, Twin/Twin | Shared Bathroom | Main Level |
Living Area | Air Mattress | Shared Bathroom | Main Level |
By Pete, Posted: 03/21/2024We have stayed here before and it's just right for our family of 5. Love the location and kids love the heated pool. It's a very quick walk to shops/dining and the sledding hill is right there too. Easy drive to skiing or take the shuttle just across the street. Hoping to come back one of these summer to enjoy!
MANAGER COMMENTS: You should do that Pete! It's a great spot to stay cool in the summer. Great music and events right out the door too. Reach out when we can help you again! ~ The Winter Park Lodging Company Team
By Pippa, Posted: 08/22/2023My family really enjoyed the location and the amenities at this condo. Everything was very clean and comfortable. The pool was really fun and so close to the property. We loved walking to the shops in town. Riding our bikes right from our car was fantastic and the little guys could even zip down the trail right behind. We had a blast and will come back!
MANAGER COMMENTS: So pleased your family had a nice stay with us Pippa! The Trailhead Lodges is a favorite location for most visitors to Winter Park. Close to it all! We hope you'll join us again. ~ The Winter Park Lodging Co Team
By Jamie, Posted: 02/21/2023The place was very clean and comfortable. It had all the items you would need to use during your stay. The owners and management had great communication and made sure you did not need anything. The location was convenient you can walk to many restaurants. We recommend this condo.
MANAGER'S COMMENTS: Thank you Jamie! We really appreciate you taking the time to leave us a review for Trailhead Lodges 822. We are happy you found it clean, comfortable and well stocked! Don't forget, we always give a return guest discount on all future stays and hope you'll be back for another vacation.
~The Winter Park Lodging Company Team
By Lavonna, Posted: 07/22/2022Our group truly enjoyed our stay at Trailhead Lodge 822. The facility was clean, we had one problem with the sliding glass door and that was fixed immediately. We needed linens for the rollout queen size blowup mattress and that was delivered immediately. We were close to the park, we had so much fun and we would like to come again next year.
MANAGER'S COMMENTS: Great to hear Lavonna! We would love to host you again.
By Jon, Posted: 04/11/2022We visited Winter Park from Australia on a ski holiday and stayed at Trailhead 822 for the first four days of our vacation. The apartment is excellent and we thoroughly enjoyed our stay. It is spacious and well equipped and in a great location to explore the Winter Park township. Our kids loved the pool and the hot tub was great after a day's skiing. We also loved going ten pin bowling, tubing and playing at Hideaway Park just over the road and also exploring the restaurants in town. The only negatives were the oven not working, the lack of a supermarket in town and the bus service to the resort and to Fraser which we found fairly unreliable and often just didn't turn up. We didn't have a car and so relied on the bus to get around. In ski season it can be brutally cold waiting at the bus stops with the kids. If you had a car none of this would be an issue though. On balance, the apartment was brilliant, the location excellent and the communication from Winter Park Lodging Company was also first class. Thoroughly recommend both the apartment and the Lodging Company.
MANAGER COMMENTS: Oh darn! So sorry the oven wasn't working properly for you Jon! We've got our team on this and many thanks for the heads up. We would love to get to host you again in maybe a more ideal location where travel/shuttle is not required? Please let us know when we can help.
By James, Posted: 03/09/2022We have always had a great experience with Winter Park Lodging Co and each time we have contacted them they have been able to work with us to schedule our stay and each location we have visited has been safe, clean and very family friendly.
MANAGER COMMENTS: Well thanks James....we really appreciate that! It's been great getting to work with you as well. Hoping to make your Feb visits a tradition!
By Thomas, Posted: 02/07/2022Great location in the town of Winter Park, we didn't need a car...easy to walk everywhere and the shuttle was super convenient. The condo was very spacious for a 2 bedroom and a comfortable place to hang out when not on the slopes.
MANAGER COMMENTS: Fantastic! We are all so pleased you enjoyed your stay. Please reach out when we can host you again.
By Leah, Posted: 08/10/2021We chose the property because it was close to a park and had a pool for our 5 yr. olds to play. The unit itself was very nice, clean and comfortable. The amenities were great. We used the pool, weight room and club house. It was very nice being able to walk to so many shops and restaurants. The lodging company was extremely helpful in helping us find a babysitter so we could do a long hike one day also. Everyone had a great time, we will stay here again.
MANAGER COMMENTS: We are delighted to read this! So please it worked out well for all. Do come again!
By Leah, Posted: 08/10/2021We chose the property because it was close to a park and had a pool for our 5 yr. olds to play. The unit itself was very nice, clean and comfortable. The amenities were great. We used the pool, weight room and club house. It was very nice being able to walk to so many shops and restaurants. The lodging company was extremely helpful in helping us find a babysitter so we could do a long hike one day also. Everyone had a great time, we will stay here again.
MANAGER COMMENTS: Terrific! We are so pleased you did all the great stuff in Winter Park.....and even took the kids! Do let us know whenever we can host you again.....we'll be here to help and provide your return guest discount.
By Corey, Posted: 03/29/2021Condo was great. The people that we worked with leading up to our visit were on top of everything. We told them our number one, two and three concern was cleanliness - not just the kind where you wipe crumbs off of a counter - we wanted the kind of clean where you felt like you could walk around without shoes and could tell that everything was was wiped cleaned. Everything exceeded our expectations. No negatives. All good. Would definitely stay there again if we weren't going to stay ski in/ ski out.
MANAGER COMMENTS: Thanks so much! We strive, especially now, to have very clean and sanitized properties for each guest. We are thrilled that we didn't let you down. Do let us know when we can host you again.
By Denis, Posted: 01/15/2021Great condo with lots of space and very comfortable.
MANAGER COMMENTS: Excellent! Thanks so much for letting us know.
By Sarah, Posted: 03/03/2020We love renting through Winter Park Lodging Company, the staff is second to none and the condos are always well stocked and in great shape.
MANAGER COMMENTS: Well thanks for your continued support Sarah and we always enjoy hosting you so we'll look forward to next visit!
By Elizabeth, Posted: 02/05/2020My family has always liked staying at the Trailhead Lodge. The condos are well laid out and comfortable for our family of 5. The pool and hot tub are great to have as well. This particular combo was very comfortable. In addition, Winter Park Lodging Company is a great, attentive management company. I appreciate their text messages to check in and to ensure everything is up to par. They were able to accomodate a later check out for my family when I asked and, overall, were very professional and intent on great customer service and making sure I had a fantastic experience. Thanks!
MANAGER COMMENTS: Many thanks Elizabeth! We hope you'll call on us again when you come back to stay at Trailhead Lodges.
By Karen, Posted: 01/15/2020The condo was just perfect for our family! It was spotless and cozy. We cooked a couple nights and went out a couple nights. We absolutely took advantage of the hot tub after a day of skiing. Our only complaint would be that the elevator was out and made bringing up our gear a little cumbersome.
MANAGER COMMENTS: So sorry for elevator malfunction. The buildiging owners have assured us they are on top of keeping on top of those elevators going forward this season and are currently checking in on each of them for resets/updates. Please do always let us know when those thing happen and we can let them know ASAP.
By Janet, Posted: 09/17/2019We spent several weeks in Trailhead 822. The furnishings were tasteful, beds were comfortable, and kitchen was well-equipped. We return to Winter Park every summer, and we would be happy to rent this unit again. Also, Winter Park Lodging Company did an excellent job of overseeing the reservation and helping out with information and questions.
Manager Comment: For sure late summer is the best time to be in Winter Park, but come back any time. We would love to host you again.
By Lynn And Raymond, Posted: 07/30/2019Wonderful accommodations and service. Thank you very much!
Manager Comment: And Thank You for choosing us for your mountain vacation.
By Catherine, Posted: 06/25/2019Guests had a great stay. After many flight delays and a hairy trip over the pass in June snow, the unit was warm and inviting! The check in was smooth and everyone slept well.
MANAGER COMMENTS: Wonderful! We think the unit is warm and inviting as well. It's the best when you can arrive and have a great night sleep! Please don't hesitate to reach out again in the future. We'd love to host your group again!
By James, Posted: 02/11/2019The condo was very well furnished, bedding and towels good quality, kitchen well stocked with good cookware, and the location convenient. Also, Winter Park Lodging Company was excellent to work with. They are very professional and responsive.
MANAGER COMMENTS: Excellent! We are all so pleased you enjoyed your stay with us. Many thanks for your kinds words and please let us know when you're back this way to visit. We'd love to host you again.
By Cheryl, Posted: 02/04/2019We couldn't have been more pleased with our accommodations at the Trailhead Lodges. Our unit was very pleasant, clean and the staff was super responsive to our questions and requests. The location was great too! Thank you for making our "home away from home" for our ski trip comfortable and enjoyable.
MANAGER COMMENTS: Fantastic! We are all thrilled you enjoyed your stay with us at Trailhead Lodges 822. That is one of the best locations in Winter Park. Do contact us when you're back this way.
By Austin, Posted: 10/17/2018Trailhead lodge 822 was a winner for us and would be for any small family or couples. It was within walking distance from all the action in downtown Winter Park. The high definition Smart TV was awesome. The giant center island in the kitchen made a great work space. The condo twinkled with cleanliness upon arrival and the Winter Park Lodging Company team was a delight to work with through and through - highly recommend this condo no matter the season!
MANAGER COMMENTS: Excellent! We are so pleased you enjoyed your stay with us. Please contact us when your travels bring you back to Winter Park.
By Lori, Posted: 04/17/2018When you step into Trailhead 822, you are greeted by wall art, decor, bedding, even shower curtains, of beautiful blues and grays throughout that truly make you feel like you are still on the slopes! The condo is just so homey and inviting. The king bed, queen bed, twin bunk beds, and EZ bed pull-out combination makes it easy to accommodate everyone in your group as well. And you can't beat the location. Hideaway Park is literally right behind you with the new amphitheater and lawn, local trails, and close proximity to downtown restaurants, shops, and bars!
MANAGER COMMENTS: We are so pleased you enjoyed staying at Trailhead 822 with us. Let us know when you come back to enjoy being in the mountains.
By Debbie, Posted: 04/03/2018Perfect getaway spot. Trailhead Lodges location is the best in Winter Park! The amenities there are terrific....heated pool, gym! There is everything you could need in this place and it's super cozy too. We'll be back and will be sure to let our friends in on this gem. Thank you!
MANAGER COMMENTS: Agreed! This one's been recently updated here and there and we think fits right into our awesome Trailhead offerings. We hope to host you again.
By Clara, Posted: 03/27/2018What a great spot! Really cutely decorated throughout and location is the BEST. Kids had a blast in the hot tub/pool and sledding just across the way. We will surely be back and will tell our friends. Winter Park Lodging Company was so helpful and really friendly. Thanks again everyone!
MANAGER COMMENTS: Oh terrific! We are all so thrilled you enjoyed staying over there with us. It is truly the best location in downtown Winter Park. Do let us know when you're back this way.
Q: Does this place have a private washer/dryer and hairdryer?A: The condo comes with a private washer/dryer. A starter pack of laundry soap will be provided. Each bathroom should have a hairdryer.
Q: Do you supply hot tub towels?A: Yes, hot tub towels are provided in the condo.
Q: How many parking spots does this condo allow? Where do we park extra vehicles?A: This 2 bedroom condo comes with 2 parking spaces.