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Trailhead Inn

78572 US Highway 40 PO Box 204, Winter Park, CO 80482
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Traveler (41)
Room & Suite (39)
Dining (4)
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Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travelers and are ranked within the top 10% of properties on Tripadvisor.


#2 of 14 hotels in Winter Park

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
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Good to know
Centrally Located
241Reviews9Q+A36Room tips
Traveler rating
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Popular mentions
sandstorm wrote a review Apr 2021
Vernon Hills, Illinois175 contributions59 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
Sleep Quality
authentikate wrote a review Oct 2020
Denver, Colorado8 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
Room Tip: rooms with exterior access convenient, updated, clean. interior access part of hotel looked clean...
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1 Helpful vote
stricklandia wrote a review Oct 2020
Denver, Colorado29 contributions25 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
Sleep Quality
Room Tip: Splurge for one of the suites, totally worth it!
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Marybeth G wrote a review Jul 2020
De Pere, Wisconsin6 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
1 Helpful vote
Jason M wrote a review Jul 2020
Tulsa, Oklahoma376 contributions83 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
$110 - $191 (Based on Average Rates for a Standard Room)
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