COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.

Check restrictions for your trip.Opens in new tab or window

Historical Hotels in Winter Park, CO

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

    Apr 21 - Apr 22
    Check prices in Winter Park for tonight, Apr 21 - Apr 22
    Apr 22 - Apr 23
    Check prices in Winter Park for tomorrow night, Apr 22 - Apr 23
    Apr 23 - Apr 25
    Check prices in Winter Park for this weekend, Apr 23 - Apr 25
    Apr 30 - May 2
    Check prices in Winter Park for next weekend, Apr 30 - May 2

Featured Winter Park Historic Hotels

Winter Park Resort Ski in/out Bike in/out Oversized Zephyr Corner-1 Bdrm/1Bath

Winter Park Resort Ski in/out Bike in/out Oversized Zephyr Corner-1 Bdrm/1Bath

Winter Park, CO
The price is $110 per night
Guests staying at this condo enjoy features like ski-in/ski-out access.
Fraser Crossing / Founders Pointe

Fraser Crossing / Founders Pointe

3.5 out of 5
670 Winter Park Dr, Winter Park, CO
The price is $149 per night
Guests staying at Fraser Crossing / Founders Pointe enjoy free WiFi in public areas, laundry facilities, and a vending machine. Self parking is offered for USD 16 per night. Front-desk staff can help secure valuables, and provide local restaurant recommendations.
Free WiFi
Washer
Zephyr Mountain Lodge

Zephyr Mountain Lodge

3.5 out of 5
201 Zephyr Way, Winter Park, CO
The price is $179 per night
Guests staying at Zephyr Mountain Lodge enjoy access to ski-in/ski-out access, a fitness center, and free WiFi in public areas. If you drive, self parking is USD 16 per night, and there's also a free area shuttle. Front-desk staff can assist with securing valuables and luggage storage. Other amenities at this ski aparthotel include free newspapers, laundry facilities, and a picnic area.
Winter Park Mountain Lodge

Winter Park Mountain Lodge

3 out of 5
81699 US Highway 40, Winter Park, CO
Free Cancellation
Reserve now, pay when you stay
The price is $109 per night
Winter Park Mountain Lodge features free WiFi in public areas, a conference center, and express check-out. You can take advantage of free parking, along with a free area shuttle. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this ski hotel include a banquet hall, wedding services, and an ATM.
Hi Country Haus

Hi Country Haus

2.5 out of 5
78415 U S Hwy 40, Winter Park, CO
The price is $189 per night
At Hi Country Haus, guests enjoy features like an indoor pool, a fitness center, and 3 spa tubs. You can take advantage of free parking, along with an airport shuttle (available on request) for USD 180 per person roundtrip. Helpful staff can provide concierge services and luggage storage. Other amenities at this ski condo building include free WiFi in public areas, conference space, and a computer station.
The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is $99 per night
The Vintage Hotel features free WiFi in public areas and laundry facilities. The 24-hour front desk has staff always at the ready.
Winter Park Chateau

Winter Park Chateau

3.5 out of 5
405 Lions Gate Dr, Winter Park, CO
The price is $128 per night
Winter Park Chateau features free WiFi in public areas, a business center, and microwave in a common area. You can take advantage of free parking, along with an airport shuttle for a fee. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this ski bed & breakfast include a refrigerator in a common area, a library, and a terrace.
Trailhead Inn

Trailhead Inn

2.5 out of 5
78572 US Hwy 40, Winter Park, CO
Free Cancellation
Reserve now, pay when you stay
The price is $99 per night
Guests staying at Trailhead Inn enjoy an indoor pool, a spa tub, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include a computer station, a picnic area, and a TV in a common area.
Best Western Alpenglo Lodge

Best Western Alpenglo Lodge

2.5 out of 5
78665 US Hwy 40, Winter Park, CO
Free Cancellation
Reserve now, pay when you stay
The price is $107 per night
Guests of Best Western Alpenglo Lodge enjoy a spa tub, free WiFi in public areas, and a meeting room. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. Additional amenities include a 24-hour business center, coffee/tea in a common area, and laundry facilities.
Handpicked at Rendezvous in Winter Park

Handpicked at Rendezvous in Winter Park

77795 US-40, Winter Park, Winter Park, Colorado
Situated in Winter Park, this vacation home is 1.1 mi (1.7 km) from Moffat Tunnel West Portal and 1.8 mi (2.9 km) from Winter Park Ski Resort. The Fraser River Trail and Amaze'n Maze Winter Park are also within 1 mi (2 km). Winter Park Station is 25 minutes by foot.
Vasquez Creek Inn

Vasquez Creek Inn

3.5 out of 5
78786 US Hwy 40, Winter Park, CO
A spa tub and free WiFi in public areas are featured at Vasquez Creek Inn. You can take advantage of free parking, along with a free ski shuttle.
Silverado II Resort & Event Center

Silverado II Resort & Event Center

3.5 out of 5
490 King Crossing Rd., Winter Park, CO
At this condo, guests enjoy features like an indoor pool, a fitness center, and a spa tub. A stay here includes free parking. Additional amenities include a sauna, free WiFi in public areas, and a meeting room.
The Viking Lodge - Downtown Winter Park, Colorado

The Viking Lodge - Downtown Winter Park, Colorado

2 out of 5
78966 Main Street, Winter Park, CO
At The Viking Lodge - Downtown Winter Park, Colorado, guests have access to free WiFi in public areas, a business center, and a computer station. There's free parking and a train station shuttle. Front-desk staff can assist with tours/tickets and luggage storage. Other amenities at this ski hotel include a fireplace in the lobby, wedding services, and a picnic area.
Valley Hi Motel

Valley Hi Motel

2 out of 5
79025 US Hwy 40, Winter Park, CO
The price is $99 per night
At Valley Hi Motel, guests have access to a spa tub, free WiFi in public areas, and a terrace. If you plan to drive, free parking is available. Front-desk staff can assist with luggage storage and concierge services. Additional amenities include a garden and barbecue grills.
Crestview Place

Crestview Place

2 out of 5
78737 US Hwy 40, Winter Park, CO
The price is $448 per night
Crestview Place features free WiFi in public areas, conference space, and a business center. You can take advantage of free parking, along with an airport shuttle (available on request) for USD 180 per person roundtrip. Helpful staff can provide concierge services and luggage storage. Other amenities at this ski condominium resort include a computer station, free newspapers, and laundry facilities.
Don't see what you're looking for?
See all available properties in Winter Park
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Uncover the Intrigue of a Winter Park Historic Hotel

Featuring a variety of historic hotels, Winter Park offers travelers a rich tapestry of one-of-a-kind local experiences. Whether you choose opulence or rustic charm, you can embrace life in a different era for a night, a weekend, or an extended stay.

Upgrades and restores Historic hotels have often been painstakingly restored to reflect their original glory or to update them with a contemporary vibe. You can choose to rough it in humble historic accommodations, or experience the good life in the area's sophisticated restored mansions and original hotels.

Historic hotels allow you to embrace each hotel’s heyday. Sip drinks in a retro bar, relish a candlelit dinner in a lavish dining room, or enjoy a private fire in your own well-appointed suite.

Many historic hotels even feature original grand facades and modern interiors with newly renovated lobbies and rooms. Others have been meticulously restored to reflect every historic detail of the building’s past. Choose how you wish to experience the history of Winter Park!

Get a glimpse of the past at a Winter Park historic hotel Whether you’re looking for a retro experience or you want something from a different century, a stay at a famous hotel in Winter Park offers an unforgettable escape that will take your vacation to a new and unexpected level.

Discover life in Winter Park from a different perspective with a trip back in time and book your historic hotel stay today.

Recent Historic Hotels Reviews

    The Vintage Hotel

    The Vintage Hotel

    5/5 Excellent
    "Close to the ski resort. Nice to have the village gondola to bring people to the ski report village. "
    A verified traveler stayed at The Vintage Hotel
    Posted 2 weeks ago
    The Vintage Hotel
    Best Western Alpenglo Lodge

    Best Western Alpenglo Lodge

    5/5 Excellent
    "More than anything else, their customer care is first class!! Manager Nancy leads staff hospitality training which is the first class!! Breakfast serving nice young lady cares about our packing!!! I know it’s not her duty but she served extraordinary service!!! Hotel facilities are not the first class but manpower service quality is one of top class!!!"
    A verified traveler stayed at Best Western Alpenglo Lodge
    Posted 3 weeks ago
    Best Western Alpenglo Lodge
    Trailhead Inn

    Trailhead Inn

    5/5 Excellent
    "We love saying here. The staff is always very friendly and the place is clean. The location is great to walk to everything."
    A verified traveler from Arvada stayed at Trailhead Inn
    Posted 8 months ago
    Trailhead Inn