Winter Park Vacations

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Photo by Winter Park Resort

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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
A snow-covered mountain range with dense forests in the foreground.

Winter Park Village

4 out of top 10 points of interest in this area

If you're spending some time in Winter Park Village, Winter Park Ski Resort and The Gondola are top sights worth seeing.

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A snowy mountain landscape with evergreen trees and a partly cloudy sky.

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.

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A snow-covered mountain range with a lake in the foreground.

Hideaway Village South

When in Hideaway Village South, you can plan a visit to Blue Sky Massage and Bella Vita, some noteworthy sights in the nearby area.

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Hideaway Junction

Though Hideaway Junction might not have many top sights, you can venture to the surrounding area to see attractions like Cozens Ranch House Museum and Hideaway Park.

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Hideaway Village

If you're looking for some top things to see and do in Hideaway Village and surrounding area, you can visit Blue Sky Massage and Bella Vita.

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Find the Best Winter Park Vacation Packages

Winter Park Hotel Deals

The Vintage Hotel

The Vintage Hotel

100 Winter Park Dr Winter Park CO
AED 449
AED 536 total
2 Sep - 3 Sep
includes taxes & fees
8.8/10 Excellent! (1,019 reviews)
"Family of 4, hotel met our needs. Staff was friendly and rooms were clean."

Reviewed on 5 August 2026

The Vintage Hotel
Gravity Haus Winter Park

Gravity Haus Winter Park

78869 US-40 Winter Park CO
Fully refundableReserve now, pay when you stay
AED 419
AED 474 total
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (876 reviews)
"Blaring techno for 2 hours when I came up to ride and relax. Plus, they decided to start charging $15 per nt for an uncovered, unsecured lot that used to be free for guests. Money grab. No longer on my "Stay" list. Oh well, staff is all pretty cool though."

Reviewed on 3 August 2026

Gravity Haus Winter Park
Winter Park Chateau

Winter Park Chateau

405 Lions Gate Drive Winter Park CO
AED 419
AED 474 total
9 Aug - 10 Aug
includes taxes & fees
9.8/10 Exceptional! (154 reviews)
"Great little place to stay. John and Anthiny were super nice and helpful with great recommendations. The rooms were clean, very comfortable, and spacious. Great location too! I highly recommend staying here!"

Reviewed on 6 August 2026

Winter Park Chateau
See all 2,341 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.

Stay near popular Winter Park attractions

A snowy mountain landscape with ski slopes, a ski lift, and a town in the valley.
Photo by Winter Park Resort

Winter Park Ski Resort

9.4/10 (1,284 reviews)
Just 90 minutes from Denver, Winter Park Resort offers 3,000 acres of diverse terrain for every skill level. Take the first chair for freshly groomed trails during legendary Colorado powder days.
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A snow-covered mountain range with dense forests and a clear sky.

The Gondola

9.2/10 (249 reviews)
Ascend to 10,700 feet on Winter Park's scenic gondola for panoramic views of the Fraser Valley and Continental Divide. At the summit, explore hiking trails or savor mountain cuisine at Sunspot Mountaintop Lodge.
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A river winding through a forested valley with mountains in the background.

The Fraser River Trail

9.2/10 (26 reviews)
The Fraser River Trail connects Fraser and Winter Park through Colorado's mountain landscapes with scenic river views. Enjoy a leisurely 5-mile journey past meadows where moose and deer often make surprise appearances.
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Trestle Bike Park

8.4/10 (99 reviews)
America's largest full-service downhill bike park offers 40+ miles of lift-served trails through stunning alpine terrain. Riders of all levels can enjoy everything from flowy beginner runs to technical expert lines.
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Iron Horse Chairlift

8.8/10 (45 reviews)
This historic 1974 chairlift connects Winter Park and Mary Jane ski areas with a scenic 13-minute mountain ascent. Enjoy diverse terrain while taking in panoramic Rocky Mountain views.
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Challenger Chair Lift

9.0/10 (28 reviews)
Enjoy a trip to Challenger Chair Lift and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area.
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Village Cabriolet

8.8/10 (171 reviews)
This open-air gondola whisks you between Winter Park's parking area and village base in just two minutes. Enjoy panoramic mountain views while comfortably transporting all your gear for free.
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Arrow Chair Lift

8.0/10 (31 reviews)
The Arrow Chair Lift offers thrilling access to Winter Park's diverse ski trails in winter. In summer, it transforms into the gateway for Colorado's longest alpine slide, a 3,000-foot controlled descent adventure.
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Frequently asked questions

How much does a Winter Park vacation package cost?
You'll find cheap prices on Expedia for your Winter Park getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Winter Park costs.
What are the cheapest months to go to Winter Park?
May, October and November are great times to look for cheap Winter Park vacation packages. Opting to travel in quieter periods means you can generally find lower prices on hotels and flights.
How to find the best Winter Park package deals?
Finding a cheap Winter Park package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Winter Park package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Winter Park vacation as a package?
You can enjoy significant savings on your Winter Park getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Winter Park?
If you've got your Winter Park vacation dates locked in, book as soon as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Winter Park?
  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to travel to Winter Park.
  2. Budget wisely: Besides the cost of your hotel, you should factor in other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could arise during your trip to Winter Park.
  3. Decide how long to go away for: Now that you're more familiar with Winter Park, you can figure out the perfect length of your vacation. Put together a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Winter Park vacation package.

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