Holiday package deals in Winter Park

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Tips for booking hotels in Winter Park

Gain useful insights to help choose a hotel in Winter Park. Data was last updated on Thu Oct 30 2025.
Cheapest month:May
Most expensive month:February
Average price in Winter Park:£161/night
Cheapest price found:£82/night
Cheapest day:Monday
Most expensive day:Wednesday
£95 - £218
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
£148 - £232
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Popular Winter Park vacation deals

Users browsing Cheapflights choose these holiday deals more than any other. Data was last updated on Thu Oct 30 2025.
Zephyr Mountain Lodge
Zephyr Mountain Lodge

Zephyr Mountain Lodge

Winter Park, CO, United States
0.0 mi from city centre
Air conditioning
£1,416
Avg. per night
View Deal
The Vintage Hotel
The Vintage Hotel

The Vintage Hotel

100 Winter Park Drive, Winter Park, CO, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£1,194
Avg. per night
View Deal
Fraser Crossing and Founders Pointe
Fraser Crossing and Founders Pointe

Fraser Crossing and Founders Pointe

670 Winter Park Drive, Winter Park, CO, United States
0.0 mi from city centre
Free Wi-Fi
£1,284
Avg. per night
View Deal
Winter Park Chateau
Winter Park Chateau

Winter Park Chateau

405 Lions Gate Drive, Winter Park, CO, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£1,544
Avg. per night
View Deal
Pines at Meadow Ridge
Pines at Meadow Ridge

Pines at Meadow Ridge

51 Meadow Lane, Fraser, CO, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£1,227
Avg. per night
View Deal
See all

Where to stay in Winter Park

Utilise the map to find the perfect place to stay for your trip to Winter Park. There are 170 hotels to choose from in Winter Park.

FAQ about Winter Park holiday packages

Find answers to frequently asked questions Cheapflights users have about Winter Park holiday deals.

  • How much are vacation packages to Winter Park?

    The cheapest price of a Winter Park flight+hotel is currently £929.

  • What is the cheapest time of year to travel to Winter Park?

    Winter Park holidays in May typically cost around £120.

  • Can I save money on travel by booking a holiday package with Cheapflights?

    Yes! Holidays on Cheapflights are designed to help users save money by bundling their flight, car rental, and hotel.

  • What other destinations does Winter Park have flight+hotel deals to?

    Remember to check back often to keep track of all the enticing offers for holiday packages to Winter Park and more.

See more FAQs

Other popular holiday deals in Colorado

Consider booking a Flight+Hotel in one of these other areas of Colorado.
Colorado holidays
Aspen holidays
Denver holidays
Boulder holidays
Colorado Springs holidays
Vail holidays
Breckenridge holidays
Estes Park holidays
Frisco holidays