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Check prices on hotels in Winter Park

Tonight Jun 20 - Jun 21
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Next weekend Jun 28 - Jun 30

Featured Winter Park Historic Hotels

See all 584 Properties in Winter Park

Estimated price for 1 night/2 adults

NEW Winter Park Condo in the Heart of Downtown
NEW Winter Park Condo in the Heart of Downtown
Winter Park, Colorado
4.7/5 (14 reviews)

We spent the weekend at the condo with our family, and Ernie was really helpful with the whole thing! The condo is also in great condition and very stylish.

Reviewed on Oct 4, 2018
Winter Park Resort Ski In/ski out Oversized Zephyr Corner Unit,1bdrm/1bath
Winter Park Resort Ski In/ski out Oversized Zephyr Corner Unit,1bdrm/1bath
Winter Park, Colorado
4.8/5 (76 reviews)

Great experience overall from the condition and location of the condo to how easy the owners were to work with. If we return we will look to rent the same condo again.

Reviewed on Feb 21, 2019
Fraser Crossing / Founders Pointe
Fraser Crossing / Founders Pointe
3.5 out of 5.0 670 Winter Park Dr, Winter Park, CO
4.3/5 (856 reviews)
$118/ night for 2 guests

It is just across the street from lifts. We would return to this place.

Reviewed on Mar 30, 2019
Zephyr Mountain Lodge
Zephyr Mountain Lodge
3.5 out of 5.0 201 Zephyr Way, Winter Park, CO
4.0/5 (500 reviews)
$144/ night for 2 guests

All was great, can't believe this place is real. Right next to the gondola and perfect balcony for an incredible view.

Reviewed on Apr 16, 2019
Winter Park Mountain Lodge
Winter Park Mountain Lodge
3.0 out of 5.0 81699 US Highway 40, Winter Park, CO
Free Cancellation
3.5/5 (1917 reviews)
$125/ night for 2 guests

Clean and comfortable room , the staff guy was very nice with us

Reviewed on Jun 18, 2019
Iron Horse Resort
Iron Horse Resort
3.0 out of 5.0 101 Iron Horse Way, Winter Park, CO
3.5/5 (113 reviews)

The unit was very clean. The management company’s personnel were very responsive.

Reviewed on Sep 2, 2018
Hi Country Haus
Hi Country Haus
2.5 out of 5.0 78415 U S Hwy 40, Winter Park, CO
3.9/5 (282 reviews)

This property is old and needs some upgrading. Strange unpleasant mustiness as one enters the place. Telephone not working. Incorrect WiFi password given to me upon registration , so could not even use my laptop for internet services

Reviewed on Sep 19, 2018
The Vintage Hotel
The Vintage Hotel
3.0 out of 5.0 100 Winter Park Dr, Winter Park, CO
4.1/5 (1319 reviews)
$78/ night for 2 guests

The staff was so welcoming and wonderful. It is such a convenient location for riding at Trestle, and I loved that it was dog friendly!

Reviewed on Jun 17, 2019
Winter Park Chateau
Winter Park Chateau
3.5 out of 5.0 405 Lions Gate Dr, Winter Park, CO
4.4/5 (48 reviews)
$105/ night for 2 guests

Clean, friendly and unique. Great stay with a great breakfast the next morning. Definitely would stay here again

Reviewed on Sep 24, 2018
Map

Recently booked Historic Hotels in Winter Park

Winter Park Mountain Lodge
3.0 out of 5.0
Last booking: 50 minutes ago
Zephyr Mountain Lodge
3.5 out of 5.0
Last booking: 11 hours ago
Best Western Alpenglo Lodge
2.5 out of 5.0
Last booking: 12 hours ago
Fraser Crossing / Founders Pointe
3.5 out of 5.0
Last booking: 15 hours ago
Valley Hi Motel
2.0 out of 5.0
Last booking: 19 hours ago
The Vintage Hotel
3.0 out of 5.0
Last booking: 21 hours ago
Americas Best Value Sundowner Motel
2.0 out of 5.0
Last booking: 37 hours ago
Trailhead Inn
2.5 out of 5.0
Last booking: 44 hours ago
Vasquez Creek Inn
3.5 out of 5.0
Last booking: 46 hours ago

About Winter Park Historic Hotels

Visiting new cities can be more than just marking off a spot on the map, it can also be about taking in the history and culture of an area. A fantastic way to experience the culture of a region is to learn about its history. Exploring the region's museums or landmarks is a great beginning, but staying in a Winter Park historic hotel can send you back to the past. Pack your luggage (you won't need a time machine) as your Winter Park historic hotel awaits.

Old-World Charm, New World Amenities

A visit to one of these Winter Park historic accommodations can transport you to a historic period right from the start. With old-world charm and fascinating histories, you'll find that these accommodations stand apart from most hotels. Luckily, you won't have to live totally in the past. While these accommodations may be older, they have many up-to-date comforts to help you take it easy on your holiday. You will find your room outfitted with a comfortable bed and just about everything else you'll want for a marvelous getaway.

Once you've explored your hotel, you can continue to take in this culturally-rich region by visiting the prominent landmarks and art museums. Undoubtedly, all this exploring will stimulate your appetite. Feel free to read Expedia's guest reviews for suggestions from like-minded travelers to help make your Winter Park visit wonderful. You can also ask your hotels' concierge to show you where the popular spots to grab a pint or a marvelous dinner in Winter Park are.

Your Winter Park Accommodation Is Ready for You

If you want to get the most out of your Winter Park visit, staying in a vintage hotel will elevate your experience in this historic region. With Expedia having 584 of these one-of-a-kind lodgings to select from. Rates on these Winter Park historic hotels range from $78 to . You're certain to find at a great rate. But, just like the past eras you're exploring, these rates won't last indefinitely. Reserve soon to get a place in one of these unique properties.