Winter Park Holidays

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Your Winter Park Holiday

Experience the unique personality of Winter Park with a tailor-made Winter Park holiday package. From its ski fields to its spectacular views, you'll never have a boring moment in this city. Every trip to Winter Park needs a well-crafted itinerary. Fill yours with leading attractions like Winter Park Ski Resort, Trestle Bike Park and Amazen Maze Winter Park. Stop daydreaming and start doing. Check out the range of options on Expedia today and put your Winter Park holiday plans into gear!

Our guide on 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

Winter Park Holiday

Winter Park Essential Information

Language
English
Currency
U.S dollars
Population
990
Max Temp Winter
-3.89ºC
Max Temp Summer
21ºC
Top Sights
Winter Park Ski Resort, Trestle Bike Park and Amazen Maze Winter Park

Our pick of the best Winter Park Hotel Deals

The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is AU$208 per night from 18 Aug to 19 Aug
AU$208
18 Aug - 19 Aug
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"We loved our specious lofted room but it was unbelievably hot to sleep since property doesn’t have AC. Barely got couple hours of sleep. We will try this hotel at winter time because they have amazing pet policy but avoid in the summer time for sure. Everything was super clean and staff was ..."

Reviewed on 9 Aug. 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
8.8/10 Excellent! (728 reviews)
Great indoor and outdoor area to hang out
"Fun lobby for hanging out. Great cocktails and excellent coffee. Great outdoor patio for hanging out and right in the heart of downtown Winter Park."

Reviewed on 11 Aug. 2025

Get rates
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 AU$292 per night from 18 Aug to 19 Aug
AU$292
18 Aug - 19 Aug
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"it was nice"

Reviewed on 28 Jul. 2025

Best Western Alpenglo Lodge
See all 2,315 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Winter Park

Winter Park Ski Resort featuring forests, snow skiing and landscape views

Winter Park Ski Resort

With seven ski territories, summer sports, spas, diverse restaurants and live music, this is one of Colorado’s most complete mountain resorts.

Winter Park Ski Resort

Trestle Bike Park

Enjoy a trip to Trestle Bike Park and popular activities such as skiing in Winter Park. Discover the mountain views in this quaint area.

Trestle Bike Park

The Gondola

Enjoy a trip to The Gondola and popular activities such as skiing in Winter Park. Discover the mountain views in this quaint area.

The Gondola

Frequently asked questions

How much does a Winter Park holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday 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 holiday 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 neighbourhoods like Old Town Winter Park and Bear Crossing during your Winter Park holiday. 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 holiday package to Winter Park?
Winter Park is a good holiday 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 holiday 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 holiday as a package?
You can enjoy significant savings on your next Winter Park getaway by booking a personalised holiday package. Check the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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 accommodation 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 accommodation and airfare: After you've settled on your dates and duration, book the right Winter Park holiday package for you.

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