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Trailhead Inn

78572 US Highway 40 PO Box 204, Winter Park, CO 80482
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Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Traveler (41)
Room & Suite (47)
Dining (4)
Certificate of Excellence


#2 of 14 hotels in Winter Park
Certificate of Excellence

Trailhead Inn is an excellent choice for travelers visiting Winter Park, offering a charming environment alongside many helpful amenities designed to enhance your stay.

Rooms at Trailhead Inn offer a flat screen TV, a refrigerator, and air conditioning providing exceptional comfort and convenience, and guests can go online with free wifi.

A pool and free breakfast will also help to make your stay even more special. If you are driving to Trailhead Inn, free parking is available.

When you’re feeling hungry, be sure to check out Durbar Nepalese & Indian Bistro, The Sushi Bar, and New Hong Kong Chinese Restaurant, which are some Asian restaurants that are popular with locals and out-of-towners alike.

Should time allow, Hideaway Park is a popular attraction that is within walking distance.

Enjoy your stay in Winter Park!

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Property amenities
Free parking
Free High Speed Internet (WiFi)
Hot tub
Free breakfast
Non-smoking hotel
Indoor pool
Heated pool
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Room features
Air conditioning
Wake-up service / alarm clock
Flatscreen TV
Hair dryer
Room types
Non-smoking rooms
Family rooms
Good to know
Centrally Located
236Reviews9Q+A34Room tips
Traveler rating
  • 136
  • 56
  • 27
  • 6
  • 11
Time of year
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Popular mentions
Great location for anything you want to do in Winter Park. Staff was very attentive and friendly. The provided breakfast was high quality and the coffee is awesome. Rooms were clean and spacious. Only downside (and this is a minor complaint) was the bed comfort. One neat aspect of this property is that it's partnered with Devil's Thumb Ranch, so you can head out there for a great dinner!
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Response from dtrmarketing, Public Relations Manager at Trailhead Inn
Responded Mar 24, 2020
Thank you for your thoughtful review of your recent stay. We're delighted to have been your host during your visit and are happy to hear of your positive experience with our friendly staff, delicious breakfast, and great location in downtown Winter Park. We look forward to welcoming you back to both Trailhead Inn and Devil's Thumb Ranch!
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Clean, comfortable, friendly staff, coffee and fresh warm cookies downstairs throughout the day. Very welcoming feeling. Great location in the heart of Winter Park. Perfect for our tubing and snowmobiling trip!
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Response from dtrmarketing, Manager at Trailhead Inn
Responded Mar 24, 2020
Thank you for sharing your wonderful experience with our clean and comfortable Inn, sweet treats, and convenient location for your snow sports in Winter Park. We can't wait to welcome you back again!
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I love this place!. The continental breakfast was perfect with coffee tea oatmeal bagels etc. The staff was friendly and the hotel is located right in town so everything is in walking distance. I came down with a cold during our vacation but it was perfect to put the do not disturb sign out and rest peacefully for a couple days. Also the availability of hot tea and honey at any time was such a great bonus. We got the king bed Room and the bed was super comfy and everything was clean. I also liked all the toiletries available. My only concern was that the shower water wasn't super hot but it wasn't bad enough to complain about considering all the other great perks of this place.
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Response from dtrmarketing, Public Relations Manager at Trailhead Inn
Responded Mar 24, 2020
Thank you for choosing Trailhead Inn as your place to stay for snowboarding in Winter Park. We're delighted you enjoyed the breakfast, comfortable and clean room, and convenient location in downtown. We're sorry to hear you caught a cold but happy we were able to provide you with some soothing tea. We hope to see you again next winter!
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We were in the area for a September wedding so can't say what the room rate is during the busy winter season but off-season the rates were very good. For a hotel/lodge in the mountains this is a sold option. The rooms were clean and well kept. The design has more of a lodge feel but had what we needed for a two night stay. Check in and out was easy. The front desk staff was friendly and helpful. Noting fancy but a good option in the area that I would choose again if we stay in the area again.
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Response from dtrmarketing, Public Relations Manager at Trailhead Inn
Responded Feb 26, 2020
Thank you for taking the time to review your stay with us. We're delighted that you found our staff friendly and helpful and that your overall stay was a great value. We look forward to welcoming you back again on your next visit to Winter Park.
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Enjoyed our stay here and will be back. 2 floors, no elevator, there is a separate “motel style” block opposite the hotel. Really comfortable bed and pillows, nice, tasteful decor. Fridge only in the room, coffee making and drinks available at the reception where you can find other treats such as cookies and sweets. Breakfast is basic stuff but good, nice breakfast area. Staff extremely friendly and helpful. If I could change anything would be the sheets, this new micro fibre, shiny material which a lot of hotels seam to be using,made you feel so hot in bed, I would also put some net curtains up at the window. There is a roller blind but being on the ground floor and facing the car park, you felt you could not open them as would have no privacy. Lovely indoor pool and spa area. Hotel was very quiet, guests seemed to be very respectful of each other. We were really surprised that being on the ground floor we did not hear people above us or through the walls for that matter.
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$109 - $190 (Based on Average Rates for a Standard Room)
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Frequently Asked Questions about Trailhead Inn
Which popular attractions are close to Trailhead Inn?
Nearby attractions include The Foundry Cinema & Bowl (0.1 miles), Ullrs Tavern (0.2 miles), and Winter Park Pub (0.3 miles).
What are some of the property amenities at Trailhead Inn?
Some of the more popular amenities offered include an indoor pool, free wifi, and free breakfast.
Which room amenities are available at Trailhead Inn?
Top room amenities include air conditioning, a flat screen TV, and a refrigerator.
What food & drink options are available at Trailhead Inn?
Guests can enjoy free breakfast during their stay.
Is parking available at Trailhead Inn?
Yes, free parking is available to guests.
What are some restaurants close to Trailhead Inn?
Conveniently located restaurants include Pepe Osaka's Fishtaco, Randi's Irish Grill & Pub, and Rudi's Deli.
Are there opportunities to exercise at Trailhead Inn?
Yes, guests have access to an indoor pool during their stay.
Is Trailhead Inn located near the city center?
Yes, it is 0.2 miles away from the center of Winter Park.
Is Trailhead Inn accessible?
Yes, it offers wheelchair access. For specific inquiries, we recommend calling ahead to confirm.