Winter Park Vacations

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Photo by Winter Park Resort

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    Save up to ₩234,741 when you book a flight and hotel together*
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Where to stay in Winter Park

Find the best Winter Park areas and neighborhoods for the activities you enjoy most. Learn more about Winter Park
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Old Town Winter Park

If you're looking for some top things to see and do in Old Town Winter Park and surrounding area, you can visit Winter Park Ski Resort and Trestle Bike Park.

Find hotels in Old Town Winter Park

Find the Best Winter Park Vacation Packages

Winter Park Hotel Deals

The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is ₩175,600 per night from Aug 10 to Aug 11
₩175,600
₩209,514 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"The Vintage is a very nice hotel."

Reviewed on Aug 4, 2025

The Vintage Hotel
Gravity Haus Winter Park

Gravity Haus Winter Park

3.5 out of 5
78869 US-40, Winter Park, CO
Fully refundableReserve now, pay when you stay
The price is ₩157,908 per night from Sep 7 to Sep 8
₩157,908
₩178,758 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (721 reviews)
Great location. Dog friendly.
"Bed was hard. But overall we really liked the place and the super friendly staff! Love that the bar, restaurant, check in are one location. It creates a fun community. Food was okay, nothing exciting. Excellent location in regards to the downtown of Winter Park."

Reviewed on Aug 4, 2025

Gravity Haus Winter Park
Best Western Alpenglo Lodge

Best Western Alpenglo Lodge

2.5 out of 5
78665 US Hwy 40, Winter Park, CO
Fully refundableReserve now, pay when you stay
The price is ₩221,941 per night from Sep 1 to Sep 2
₩221,941
₩251,236 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"it was nice"

Reviewed on Jul 28, 2025

Best Western Alpenglo Lodge
See all 2,311 properties in Winter Park
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.

Discover the most popular places to visit in Winter Park

Grand Park Community Recreation Center

5/5(1 review)

Enjoy a trip to Grand Park Community Recreation Center and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area, or enjoy its hiking trails.

Grand Park Community Recreation Center

Frequently asked questions

How much does a Winter Park vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Winter Park costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Winter Park?
You can typically find lower rates and better availability in May, October and November. Explore our cheap Winter Park vacation packages and you could land some excellent off-season deals.
How many days is enough for Winter Park?
With about 2 days, you'll have enough time to enjoy popular neighborhoods like Old Town Winter Park and Bear Crossing during your Winter Park vacation. Be sure to also add Trestle Bike Park and The Fraser River Trail to your must-see list. Looking for more adventures? Consider exploring outside of Winter Park on tours and day trips.
Is it worth booking a vacation package to Winter Park?
Winter Park is a good vacation destination with attractions like Trestle Bike Park among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Winter Park vacation promises fun for everyone.
How to find the best Winter Park package deals?
Begin your search for a Winter Park package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Winter Park package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Winter Park adventure underway.
Is it cheaper to book a Winter Park vacation as a package?
You can enjoy significant savings on your next Winter Park getaway by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winter Park?
If you have your Winter Park travel dates locked in, book as soon as you can to bag some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Winter Park?

  1. Choose your travel dates: The things you want to do in Winter Park and your preferred season will help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Winter Park.
  3. Work out your trip length: Consider how long you'd like to spend discovering Winter Park. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your accommodations and airfare: After you've settled on your dates and duration, book the right Winter Park vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.