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78572 US Highway 40 PO Box 204, Winter Park, CO 80482
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Room & Suite (34)
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About

#2 of 14 hotels in Winter Park
Location
4.7
Cleanliness
4.6
Service
4.5
Value
4.3

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
Parking
Free High Speed Internet (WiFi)
Wifi
Pool
Hot tub
Free breakfast
Non-smoking hotel
Indoor pool
Heated pool
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Room features
Air conditioning
Iron
Wake-up service / alarm clock
Refrigerator
Flatscreen TV
Hair dryer
Room types
Non-smoking rooms
Family rooms
Good to know
HOTEL CLASS
HOTEL STYLE
Centrally Located
242Reviews9Q+A36Room tips
Traveler rating
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lbauerle wrote a review Jul 2021
11 contributions
We had a very nice stay here. The staff was very welcoming and offered to help with luggage both when we arrived and when we left. The room was small, but had everything we needed and was clean and comfortable. The location is walking distance from numerous restaurants and businesses. There are several great hiking trails near.
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Date of stay: July 2021Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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sandstorm wrote a review Apr 2021
Vernon Hills, Illinois176 contributions67 helpful votes
I stayed at the Trailhead Inn for a solo snowboarding trip in April. I checked in on a Tuesday and checked out Friday. I booked my room directly on the hotel's website where they had a deal that the third night was free during the week. With my room only costing an average of $66 per night, I wasn't expecting much. However, I was pleasantly surprised. First of all, the location is great if you are planning on spending time at Winter Park Ski Resort. There is a free town bus that goes to / from the resort that stops right near the hotel. It takes about ten minutes to get between the hotel and the resort. Also, there are plenty of restaurants in town within walking distance of the hotel. As far as the hotel itself, I could tell I was going to be pleased with my choice as soon as I walked in the lobby. The reception area was clean and looked like perhaps it had recently been remodeled. The people working the desk while I was there were nice and friendly. I had a room in the main building with a king bed. The room was pretty basic and nothing fancy. However, the bed was comfortable and everything including the carpet, furniture, room, and bathroom were really clean. The bathtub was spotless and the shower had good water pressure. There was a tv with cable in the room, but who is there to watch tv? Due to covid, the hotel only offered grab and go breakfast. I never grabbed any breakfast on my way out, so I don't know what was offered. Overall, I was really happy with my three night stay at the Trailhead Inn, especially considering the price I paid. I would definitely stay there again if I needed a room in Winter Park.
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Date of stay: April 2021
Cleanliness
Sleep Quality
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authentikate wrote a review Oct 2020
Denver, Colorado9 contributions11 helpful votes
Right in the mix (walkable to restaurants, bars, grocery, and public transportation.) The hotel is an old "roadside motel" that has been brought back to life, and an additional newer style hotel - you have a choice of exterior entrances or interior hallways. I selected a room with an exterior entrance during COVID times, but the whole property seemed very clean. We were told there was an inside pool, and that we could access the lobby and pool changing room if our room wasn't available for early check in (as we had a wedding to get to.) Coffee and fruit and packaged pastries were available for breakfast, and we noticed a local coffee shop right next door as well. Our room had 2 separate sleep areas, each with a queen bed and television, separated by a bathroom and closet area. It was very quiet for being so close to the road. Parking was adequate and we parked right in front of our room. Heat and shades and mini fridge and bedside lights were all very nice. Michael was so friendly and helpful when I made our reservation. And the gentleman who checked us in and out was also very nice. There was adequate plexiglass shielding, line-queue markings, and required mask signage for safety. We will definitely stay here again. Thank you, Trailhead Inn!
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Date of stay: October 2020
Rooms
Location
Service
Room Tip: rooms with exterior access convenient, updated, clean. interior access part of hotel looked clean...
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
1 Helpful vote
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stricklandia wrote a review Oct 2020
Denver, Colorado35 contributions28 helpful votes
We stayed in the 2-bedroom fireplace suite for one night, traveling up from Denver to see the fall colors in the mountains. When my wife looked for lodging and suggested this place, I immediately dismissed it when I looked on Google and saw that it looked like a standard motel. But this place is anything but standard! When I actually looked at the inn's website and saw the rooms, my mind was quickly changed. There were 4 of us (3 adults, one child), so we opted for the largest suite to allow the adults (one couple, plus mother in law) to have separate rooms. The suite was GIGANTIC! It literally felt like we were staying in a large apartment. The two separate bedrooms were spacious, and then the separate living room and kitchen were both also enormous. Even the bathroom was large, with both a shower and jetted tub (which our daughter loved). And the place was nicely renovated and decorated. We stayed less than 24 hours, but though we ostensibly went to the mountains to explore and see the fall colors, we ended up spending most of our time inside our suite, because it was so luxurious. We relaxed with a round of adult beverages, used the indoor pool and hot tub, and then ordered in pizza (Elevation Pizza in Fraser is awesome). This suite is right on the main road through town (Hwy 40), but there was no road noise. The bedroom that shared a wall with another room on the other side, however, has thin walls, and we could hear (and were even awoken by at one point) the guests in that room. That was the only negative at all. A really great surprise, when we were expecting a run of the mill motel stay. Will definitely stay again!
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Date of stay: October 2020
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Service
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Room Tip: Splurge for one of the suites, totally worth it!
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Marybeth G wrote a review Jul 2020
De Pere, Wisconsin7 contributions5 helpful votes
The staff were just wonderful and so helpful! They gave us ideas of things to see and places to eat. They were quickly attentive to everything we asked for. We enjoyed that they had several Trek bikes that we could use for free to enjoy the 6 mile Fraser River trail that went right next to the hotel. Although this is an older hotel, they have kept it up very well and the beds were comfy. Very clean as well. The breakfast was mostly fruit and packaged sweets like muffins, but things are limited due to COVID. We would stay here again!
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Date of stay: July 2020
Value
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1 Helpful vote
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Jason M wrote a review Jul 2020
Tulsa, Oklahoma402 contributions91 helpful votes
We appreciated this hotel in Winter Park. It was clean and modern with stylish rooms. The rooms are a bit small compared to other hotels and the hotel is a bit more expensive than it's probably worth but nice enough. Located along the main road through town but it was quiet.
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Date of stay: July 2020
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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DalyKCMO wrote a review Mar 2020
Kansas City, Missouri24 contributions
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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Date of stay: March 2020
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Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from dtrmarketing, Public Relations Manager at Trailhead Inn
Responded Mar 25, 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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uabamagirl92 wrote a review Mar 2020
Orlando, Florida4 contributions2 helpful votes
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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Date of stay: March 2020
Value
Location
Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from dtrmarketing, Manager at Trailhead Inn
Responded Mar 25, 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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EmyKats wrote a review Mar 2020
Phoenix, Arizona2 contributions1 helpful vote
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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Date of stay: March 2020Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from dtrmarketing, Public Relations Manager at Trailhead Inn
Responded Mar 25, 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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WanderingOttersons wrote a review Feb 2020
Denver, Colorado696 contributions130 helpful votes
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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Date of stay: September 2019
Value
Service
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from dtrmarketing, Public Relations Manager at Trailhead Inn
Responded Feb 27, 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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123456
ALSO KNOWN AS
olympia hotel winter park, olympia motel winter park
FORMERLY KNOWN AS
Olympia Lodge
LOCATION
United StatesColoradoGrand CountyWinter Park
NUMBER OF ROOMS
39
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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 The Smokehouse BBQ.
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.