[See all properties](http://www.expedia.ca/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 a fitness center and a hot tub ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/7aaa1988.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/eab661ac.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/28b90ded.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/81cf8fe3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21700000/21692600/21692520/13a575f2.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 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 transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Spices - Stovetop - 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 - Elevator - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In a village - In the city center - In the mountains - Near a hospital - Near an outlet shopping mall ### 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 ![Property grounds](https://images.trvl-media.com/lodging/25000000/24050000/24042700/24042679/ae88a941.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### ☑ Perfect Downtown Location | Close to Skiing & Park | Trailhead Lodges 822 Winter Park - Pool - Hot tub - Kitchen - Washer 10 Exceptional 34 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=24042679&PinnedHotelID=24042679&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111060000/111050500/111050403/d019c057.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wonderful 2 bedroom walk to main street in downtown Winter Park - Pool - Hot tub - Kitchen - Laundry 8.2 Very good 10 reviews CA $176 CA $445 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&selected=111050403&PinnedHotelID=111050403&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21710700/21710699/034e1472.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### ☆ Family Friendly Downtown Townhome | Private Hot Tub & Decks | Walk To Everything Winter Park - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 35 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=21710699&PinnedHotelID=21710699&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/79000000/78400000/78397900/78397889/8133e566.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Amazing Views! Downtown Penthouse with Sauna Winter Park - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 24 reviews CA $314 CA $566 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26&selected=78397889&PinnedHotelID=78397889&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/100000000/99420000/99414400/99414392/24b794e6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pet-friendly condo w/ hot tub & fireplace Winter Park - Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 15 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=99414392&PinnedHotelID=99414392&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/107000000/106480000/106471100/106471037/274ab90d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Trailhead Lodge condo w/ balcony & hot tub access Winter Park - Pool - Hot tub - Kitchen - Washer 9.2 Wonderful 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=106471037&PinnedHotelID=106471037&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57790000/57784300/57784257/352ea0d6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table Winter Park - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 89 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=57784257&PinnedHotelID=57784257&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22210000/22207700/22207631/ab8ca896.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### ☟Stay by the Park | Downtown Condo | Trailhead Lodges 512 | Close To Shops, Skiing & Restaurants Winter Park - Hot tub - Kitchen - Washer - Dryer 9.2 Wonderful 43 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=22207631&PinnedHotelID=22207631&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/22000000/21720000/21713800/21713777/b7ad7da1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### ❂ Base Area Condo | Ski In Ski Out | Zephyr Mountain Lodge | Walk to Everything! Winter Park Village - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 66 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=21713777&PinnedHotelID=21713777&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101160000/101150300/101150253/8691b4e8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Timber Fox 3401 | Prime Location | Hot Tub | Private Deck Winter Park - Hot tub - Kitchen - Washer - Dryer 9.6 Exceptional 7 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=101150253&PinnedHotelID=101150253&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions Guests will receive smart lock details You will receive an email from the host with check-in and check-out instructions ### Access methods Smart lock ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know 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 Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadbolt lock 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 ### Property is also known as Stay By The Park Look Out At Nature Awesome Amenities On Site 40814 ## About the area Located in Winter Park, this condo is in the city center and in the mountains. Byers Peak Wilderness and Hideaway Park reflect the area's natural beauty and area attractions include Amaze'n Maze Winter Park and Alpine Slide. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Winter Park travel guide](https://www.expedia.ca/Winter-Park.dx10819) [View more Condo rentals in Winter Park](https://www.expedia.ca/Winter-Park-Condos.d10819-aaCondos.Travel-Guide-Accommodation) ![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 - Winter Park Visitor Center - 3 min walk - 0.3 km - Trestle Bike Park - 5 min drive - 5.5 km - The Gondola - 5 min drive - 5.5 km - Winter Park Ski Resort - 5 min drive - 4.8 km - Colorado Adventure Park - 6 min drive - 5.1 km ### 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 - ‪Ullr's Tavern - ‬12 min walk - ‪Randi's Grill & Pub - ‬10 min walk - ‪McDonald's - ‬5 min walk ## Frequently asked questions ### Is ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere? > Check-in begins at 4:00 PM. ### What time is check-out at ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere? > Check-out is at 10:00 AM. ### Where is ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere located? > This family-friendly Winter Park condo building is located in the mountains, within a 5-minute walk of Hideaway Park and Winter Park Visitor Center. Bella Vita and Blue Sky Massage are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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