Title: ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere Family-friendly condo with fitness centre and Hot tub ## Photo gallery for ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere ![Property grounds - ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere (Winter Park)](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/7aaa1988.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere (Winter Park)](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/13a575f2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere (Winter Park)](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/eab661ac.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere (Winter Park)](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/28b90ded.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere (Winter Park)](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/81cf8fe3.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located in the heart of downtown Winter Park, Trailhead Lodges 424 offers a comfortable retreat with forest views and modern amenities. Relax by the fireplace or unwind on your private balcony while enjoying high-end finishes throughout this two-bedroom condo. Stay active at the clubhouse gym, take a dip in the heated pool or hot tub, and fire up dinner on a communal gas grill. ## Reviews 9.4 Exceptional ### Entire condo 2 bedrooms2 bathroomsSleeps 71188 sq ft ## Popular amenities - Parking available - Dryer - Washer - Gym - Fireplace ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere 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. Local Deals: Save on local adventurous activities, gear rentals, transportation, and more when booking with us. 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. \- This home does not have air conditioning, but there is a ceiling fan or portable fan in each room. 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: 017114 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 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. Check-In: This property offers remote check-in upon arrival. Check-in instructions will be sent via email within 48 hours of check-in date once the Rental Agreement is signed. ## Property amenities ### Ski - Cross-country skiing nearby - Snowboarding nearby ### Pool/Spa - Communal pool - Heated pool - Hot tub ### Internet - Available in the condo: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - Refrigerator - Spices - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Fireplace - Living room - Separate dining area ### Entertainment - DVD player - Smart TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry detergent - Laundry facilities - Washer/dryer ### Comfort - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Lift - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - In a village - In the city centre - In the mountains - Near a hospital - Near an outlet shopping centre ### Things to do - Arcade/game room - Billiards/pool table - Gym - Heated pool - Birdwatching nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Hunting nearby - Ice skating nearby - Kayaking nearby - Mountain biking nearby - Mountain climbing nearby - Rafting nearby - Rock climbing nearby - Sledding nearby - Snowmobiling nearby - Swimming nearby - Wildlife walks nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ### General - Property located in a resort - Unit size: 1,188 square feet ## Similar properties ![Games room](https://images.trvl-media.com/lodging/26000000/25120000/25110900/25110812/df6f0795.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Budget friendly 3 bedroom, ground floor, close to Main Street Winter Park - Pool - Hot tub - Kitchen - Washer 7.6 Good 7 reviews £509 includes taxes & fees 30 Dec - 31 Dec [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=25110812&PinnedHotelID=25110812&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor spa tub](https://images.trvl-media.com/lodging/54000000/53160000/53158000/53157981/6de43ee4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ultimate Mountain Escape w/ private hot tub Fraser - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 10 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=53157981&PinnedHotelID=53157981&HadPinnedHotel=true®ionId=-1&adults=2) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122660000/122652800/122652800/c4eeb4e0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New! 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The provision of housing is linked to their trade, business or profession. Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed On-site parties or group events are strictly prohibited Host has indicated that there is a carbon monoxide detector on the property Host has indicated that there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadlock This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as Stay By The Park Look Out At Nature Awesome Amenities On Site 40814 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C39.92027%2C-105.78317&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=UlCIWsNn-D3do8Kk2UMf32rjlnk=) Winter Park, CO #### What's nearby - Hideaway Park \- 1 min walk \- 0.1 miles - Winter Park Visitor Center \- 3 min walk \- 0.2 miles - Bella Vita \- 5 min walk \- 0.3 miles - Body Kneads Massage and Pilates \- 5 min walk \- 0.3 miles - Blue Sky Massage \- 7 min walk \- 0.4 miles #### Getting around - Fraser/Winter Park Station - 5 min drive - Broomfield, CO (BJC-Rocky Mountain Metropolitan) - 97 min drive #### Restaurants - ‪Wake N’ Bacon - ‬12 min walk - ‪The Noble Buck - ‬10 min walk - ‪McDonald's - ‬5 min walk - ‪Ullr's Tavern - ‬12 min walk - ‪Randi's Grill & Pub - ‬10 min walk ## Frequently asked questions ### Is ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere pet-friendly? ### How much is parking at ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere? ### What time is check-in at ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere? ### What time is check-out at ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere? ### Where is ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere Reviews 9.4 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.co.uk/lp/b/content-guidelines) ### 10 Cleanliness ### 9.8 Location 10 - Excellent 37 8 - Good 4 6 - Okay 0 4 - Poor 1 2 - Terrible 2 ## Reviews This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Anna S. 29 Jul 2025 #### 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. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Norman S. 18 Apr 2025 #### 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. ### 10/10 Excellent #### Verified traveller 2 Aug 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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. ![](https://a.travel-assets.com/ugc/hotel-reviews/81f20e5b-1dea-461c-8425-035ce91b2c0b-1754159595710.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Verified traveller Stayed 4 nights in Jul 2025 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Douglas G. 13 Mar 2025 #### Excellent Great service and lodging. Only have good things to say. ##### Douglas G. ### 10/10 Excellent #### Natalie G. 13 Jul 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place to stay This is a beautiful condo in a great location! I can't wait to book it again. ##### Natalie G. Stayed 2 nights in Jun 2019 ### 10/10 Excellent #### Matthew R. 27 Feb 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Location Everything you need and very walkable ##### Matthew R. Stayed 4 nights in Feb 2023 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### marc l. 28 Dec 2023 #### Holiday season stay Great place to stay perfectly located to so many activities. Customs service alone was enough to come back soon. ##### marc l. ### 10/10 Excellent #### Keaton N. 9 Mar 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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. Stayed 4 nights in Mar 2023 ### 10/10 Excellent #### Shanna T. 15 Mar 2019 #### 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. Stayed 4 nights in Mar 2019 ### 10/10 Excellent #### Melissa P. 29 Mar 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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. Stayed 3 nights in Mar 2022 This review was submitted before 2018 and has not been verified. ### 10/10 Excellent #### David R. 1 May 2016 #### Fantastic location + new building + great staff = great stay! Great new property. Lots of sunlight. Close to the mountains. Very helpful staff. ##### David R. Stayed 3 nights in Apr 2016 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Linda M. 3 Oct 2024 #### Excellent Everything was perfect. I love the communication - text and email and everything in between if you needed anything. ##### Linda M. This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### Mike B. 27 Mar 2024 #### Above Average Very comfortable and clean thank you ##### Mike B. ### 10/10 Excellent #### Bryan B. 27 Feb 2019 #### 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. Stayed 4 nights in Feb 2019 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Joseph S. 4 Feb 2024 #### 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. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent 26 Jul 2022 #### 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. Stayed 4 nights in Jul 2022 ### 8/10 Good #### sharon l., College Station, TX 16 Mar 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location close to wineries, breweries, and Lift Line stop to slopes Great location, first stop on bus line to lifts, so you are sure to get a seat on way up to WP ski resort. The property manager answered all my texts quickly! was a great location and very nice property. Only seems to be a little short on kitchen supplies. For example, we wanted an 8x8 baking pan to bake brownies, but did not find one. Otherwise, a great experience! ##### sharon l. Stayed 5 nights in Mar 2023 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### stacy c. 28 Jan 2023 #### 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. ### 8/10 Good #### gini K., Greenwood Village, CO 31 Aug 2020 Liked: Cleanliness, check-in, communication, location, listing accuracy #### spacious but not classy The condo was spacious; the beds comfortable. It was nice to have open space outside the patio. However the artwork and decor was cheap and sterile. How many potpourri stuffed squirrels can one have? For the price of this condo, the furnishings were less than spectacular. The kitchen was sparsely stocked with odds and ends glasses and dishes, no dry measure measuring cups, no pasta strainer, and only two serving bowls.... Also, there was no grill on the AstroTurf patio. With a little effort on the part of the owners, this condo could be faublous. ##### gini K. Stayed 3 nights in Aug 2020 This review comes from a trusted partner site and has not been verified. ### 2/10 Terrible #### SUZIE T. 13 Jul 2022 #### Definitely skip WP Seo Monday through Friday if you value peace and quiet From 7:35 AM until 7:40 PM you will hear the consistent very loud beeping of the crane that moves construction workers inch by inch foot by foot floor by floor along the condo going up in the next complex. You will not hear the birds or the rushing of the river. You will not be able to shut all the windows turn on all the fans and blast YouTube nature videos to drowned out the beep beep beep beep. No one will tell you when you rent that this is what you paid for. We've been coming here for eight years. I don't think we will come back. Sadly, my husband drove me up here for a few days of rest. He is back in Denver with the car so I am stuck in the non-nature restful location promised ##### SUZIE T. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Janessa H. 26 Nov 2022 #### 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. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Terri C. 8 Jul 2022 #### 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! ##### Terri C. Stayed 4 nights in Jul 2022 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Chris B. 14 Mar 2021 #### Excellent Nice place ##### Chris B. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Peter B. 14 Jul 2020 #### Excellent Had a great stay with my family of 5\. Plenty of room, very clean and great location. ##### Peter B. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Jeny S. 13 Feb 2020 #### Excellent Wonderful place. Great views. Great location. ##### Jeny S. 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