☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere

Photo gallery for ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere

A living room with a stone fireplace, large windows, and a red ottoman.
A swimming pool with lounge chairs and a wooden building in the background.
A balcony with a view of a snowy mountain landscape.
A living room with a stone fireplace, a red armchair, a grey sofa, and a large window with a view of trees.
A living room with a stone fireplace, a red armchair, grey sofas, and a mounted artwork of horses.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Enjoy the heated pool
    A rare find in this area - swim in comfort or have a relaxing dip.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony or patio
  • Spa pool on site
  • Heated pool
  • Arcade/game room
  • On-site fitness centre
  • Barbecue

Explore the area

View map
Winter Park, CO
  • Place, Hideaway Park
    ‪1 min walk‬
  • Place, Winter Park Visitor Center
    ‪3 min walk‬
  • Place, Blue Sky Massage
    ‪7 min walk‬

Rooms & beds

2 bedrooms (sleeps 7)

Bunk Room

1 Single Bunk Bed and 1 Single Bed

Primary King Suite

1 King Bed

2 bathrooms

Primary Ensuite Bathroom

Bathtub · Toilet · Shower only

Shared Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area

Add dates for prices

Similar properties

Property grounds
Unit 534 - Updated Condo
Winter Park
  • Kitchen
  • Microwave
10.0 out of 10, Exceptional, (1 review)
Unit 534 - Updated Condo

About the area

Winter Park

Located in Winter Park, this condo is in the city centre and in the mountains. Winter Park Ski Resort and Ski Granby Ranch are worth checking out if an activity is on the agenda. Travelling with kids? Consider Amaze'n Maze Winter Park and Alpine Slide. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the snowmobiling and ice skating.
Map
Winter Park, CO

What's nearby

  • Hideaway Park - 1 min walk - 0.1 km
  • Winter Park Visitor Center - 3 min walk - 0.3 km
  • Blue Sky Massage - 7 min walk - 0.6 km
  • Grand Park Community Recreation Center - 18 min walk - 1.5 km
  • Cozens Ranch House Museum - 2 min drive - 2.2 km

Getting around

  • Fraser/Winter Park Station - 5 min drive
  • Broomfield, CO (BJC-Rocky Mountain Metropolitan) - 97 min drive

Restaurants

  • ‪McDonald's - ‬5 min walk
  • ‪Sharky's - ‬6 min drive
  • ‪Wendy's - ‬5 min drive
  • ‪The Smokehouse BBQ - ‬7 min walk
  • ‪Wake N’ Bacon - ‬12 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.

How much does it cost to stay at ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere?

As of 12 Nov 2026, prices found for a 1-night stay for 2 adults at ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere on 13 Nov 2026 start from AU$902, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at ☜ DOWNTOWN DIGS | Stay By The Park & Skiing | Trailhead Lodges 424 | Walk Everywhere?

On-site parking is available at the 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?

Checkout 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.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 42 out of 50 reviews
Rating 8 - Good. 4 out of 50 reviews
Rating 6 - Okay. 1 out of 50 reviews
Rating 4 - Poor. 1 out of 50 reviews
Rating 2 - Terrible. 2 out of 50 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place
Stayed 4 nights in Mar 2026
Response from VrboOwner on 20 Mar 2026
Thank you for the five star review! We hope you'll be back to make more special memories in the mountains!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely incredible stay. 10/10. The management was so responsive and easy to contact and so so helpful.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 9 Mar 2026
Yay! So pleased we could help out with your stay. We are all thrilled you enjoyed staying in Winter Park with us. Hope you'll reach out again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
While there was a slight issue, they resolved it quickly and the accommodations were excellent!
Stayed 3 nights in Jan 2026
Response from VrboOwner on 23 Jan 2026
We are so happy we could resolve your small issue quickly! Thank you so much for staying with us.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, great location. We took advantage of being able to walk around town. The kids enjoyed the small sledding hill at the park across the street one evening.There were no bad surprises. Beautiful views out back as well.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

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.
Stayed 2 nights in Jun 2019
Response from VrboOwner on 23 July 2021
Thanks for staying with us, we would love to host you again!
From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

Everything you need and very walkable
Stayed 4 nights in Feb 2023
Response from VrboOwner on 8 Mar 2023
Thank you so much Matthew for the 5-Stars! W would love to host you again.
From a partner site

10/10 Excellent

Holiday season stay

Great place to stay perfectly located to so many activities. Customs service alone was enough to come back soon.
From a partner site

10/10 Excellent

Excellent

Great service and lodging. Only have good things to say.
Verified review

10/10 Excellent

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.
Stayed 4 nights in Mar 2023
Response from VrboOwner on 10 Mar 2023
Great to hear you loved Trailhead Lodges 424 Keaton! We appreciate your review and would love to welcome you back to the mountains again. Don't forget, we always give a return guest discount too! ~The Winter Park Lodging Company Team
Verified review

10/10 Excellent

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.
Stayed 4 nights in Mar 2019
Response from VrboOwner on 24 Mar 2020
Yay! That's so great to read. We are so pleased you enjoyed your stay with us. Please reach out again when you come back to enjoy the mountains.
Verified review

10/10 Excellent

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.
Stayed 3 nights in Mar 2022
Response from VrboOwner on 18 May 2022
Melissa, we would love to welcome you back to Trailhead Lodge 424. Thank you for staying with us. It's great when you find a vacation spot you love! Give us a shout when you want to stay again. We always give a return guest discount. ~The Winter Park Lodging Company Team
Verified review

10/10 Excellent

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.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 2 Aug 2025
Fantastic! We are so happy you found a new favorite condo at Trailhead Lodges. Thank you for sharing your comments and reach out for to us when you are planning another stay! We would love to host you again.
From a partner site

8/10 Good

Above Average

Very comfortable and clean thank you
From a partner site

10/10 Excellent

Excellent

Everything was perfect. I love the communication - text and email and everything in between if you needed anything.
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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
Verified review

8/10 Good

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!
Stayed 5 nights in Mar 2023
Response from VrboOwner on 25 Mar 2023
Thank you so much Sharon for staying with us and for taking the time to write a review. We will definitely check the kitchen inventory and get needed items added! Brownies on vacation are a must! ~The Winter Park Lodging Company Team
From a partner site

10/10 Excellent

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.
Verified review

6/10 Okay

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
The unit was lovely however the dishes were not clean. The checkout process includes putting the dishes in the dishwasher and running the dishes. However, the housekeeping staff should check to make sure that the dishes that were run were clean before putting them away. Every plate have food still left on it. The fork, spoons and knives were not cleaned appropriately. The glasses and cups had stains in them so each item had to be re-washed before we can utilize them. Even the pots and pans had residual food left in them.In the master bathroom, the towels were dirty. Originally, I thought they were stains on the towel so I threw them in the wash to wash them and know they were not clean. so housekeeping should remove all tiles whether they look used or not, and wash them prior to the next guest arriving. I have stayed at multiple trailhead Lodge units over the last 15 years and this is the first time that I had experienced a cleanliness issue.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 29 July 2026
Thank you for taking the time to share your feedback. We are very sorry to hear about the cleanliness issues you encountered during your stay. Cleanliness is one of our highest priorities, and it is disappointing to learn that the dishes, cookware, and towels did not meet the standards our guests should expect. Our housekeeping team does inspect each home before arrival, but it's clear that in this instance we fell short. We are reviewing our procedures with both our housekeeping and inspection teams to ensure that dishes, cookware, and linens are thoroughly checked before each guest arrives. We truly appreciate you recognizing that this is your first cleanliness concern after staying at Trailhead Lodge for many years. Your continued loyalty means a great deal to us, and we hope to have the opportunity to provide you with the exceptional experience you've come to expect on your next visit.
From a partner site

10/10 Excellent

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!
Stayed 4 nights in Jul 2022
From a partner site

2/10 Terrible

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
From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

Excellent

Nice place
Tell us how we can improve our siteShare feedback