Winter Park Vacation Packages
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Your Winter Park Vacation
Experience the unique personality of Winter Park with a customized Winter Park vacation package. From its ski fields to its spectacular views and beyond, you'll never have a boring moment in this city. Fill your free time with tours of Winter Park Ski Resort, Trestle Bike Park and The Fraser River Trail, some of the attractions you simply have to see during a trip to Winter Park. Whoever you're taking time off with and whatever you plan to spend, your ultimate Winter Park vacation is just clicks away with Expedia.
Top Winter Park Vacation Deals
Price found within the past 48 hours. Click for updated prices.
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
Winter Park Village
5 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.
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.
Hideaway Village South
When in Hideaway Village South, you can plan a visit to Bella Vita and Hideaway Park, some noteworthy sights in the nearby area.
Elk Court Cabins
Elk Court Cabins might not have many top sights, but Bella Vita and Hideaway Park are two attractions nearby that you can check out.
Hideaway Junction
Though Hideaway Junction might not have many top sights, you can venture to the surrounding area to see attractions like Grand Park Community Recreation Center and Cozens Ranch House Museum.
Ready to book your vacation to Winter Park?
Winter Park Hotel Deals
The Vintage Hotel
100 Winter Park Dr Winter Park CO
CA $143
CA $170 total
Oct 28 - Oct 29
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The room was huge and loved that the kitchen came with everything you may need. They thought of everything so you can just show up and start your vacay. Very helpful and extremely friendly staff."
Reviewed on Oct 14, 2026
Gravity Haus Winter Park
78869 US-40 Winter Park CO
Fully refundableReserve now, pay when you stay
CA $145
CA $164 total
Oct 28 - Oct 29
includes taxes & fees
9/10 Wonderful! (910 reviews)
"This is a motel. The pictures are deceiving."
Reviewed on Oct 12, 2026
Fraser Crossing Founders Pointe
670 Winter Park Dr Winter Park CO
CA $216
CA $258 total
Oct 18 - Oct 19
includes taxes & fees
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
Photo by Winter Park Resort
Winter Park Ski Resort
9.4/10 (1,284 reviews)
With seven ski territories, summer sports, spas, diverse restaurants and live music, this is one of Colorado’s most complete mountain resorts.
The Gondola
9.2/10 (249 reviews)
Enjoy a trip to The Gondola and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area.
Winter Park Visitor Center
8.6/10 (144 reviews)
Winter Park Visitor Center is just one of the places to see in Winter Park, so why not enjoy the other things to explore during your travels? Discover the mountain views in this quaint area, or enjoy its ski slopes.
The Fraser River Trail
9.2/10 (26 reviews)
Enjoy a trip to The Fraser River Trail and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area.
Trestle Bike Park
8.4/10 (99 reviews)
Enjoy a trip to Trestle Bike Park and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area.
Arrow Chair Lift
8.0/10 (31 reviews)
Enjoy a trip to Arrow Chair Lift and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area.
Iron Horse Chairlift
8.8/10 (45 reviews)
Enjoy a trip to Iron Horse Chairlift and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area.
Village Cabriolet
8.8/10 (171 reviews)
Enjoy a trip to Village Cabriolet and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area.
Frequently asked questions
How much does a Winter Park vacation package cost?
You'll find cheap prices from CA $1,124 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 many days is enough for Winter Park?
Winter Park vacations come in various shapes and sizes, but to get a real feel for this destination, we think 2 days is about right. With this timeframe, you can fit in top sights like Grand Park Community Recreation Centre and Amaze'n Maze Winter Park and seek out some lesser-known spots. Don't forget to visit neighbourhoods such as Old Town Winter Park and Bear Crossing either. If you're clever with your time, you can even take a day trip from Winter Park too.
Is it worth booking a vacation package to Winter Park?
Winter Park has everything you need for an amazing trip. Begin your Winter Park vacation on a high note by visiting top attractions like Trestle Bike Park.
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," "Traveller 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 travelling 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 travellers 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?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Winter Park.
- 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.
- 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.
- 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.
Explore a world of travel with Expedia
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- Ski
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- Zephyr Mountain Lodge
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- Premium Unit 4650
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- Hotels near Winter Park Ski Resort
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- Hotels with Free Airport Shuttle in Winter Park
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- Sunny Alpine Escape w/ Hot Tub + Mountain Vistas!
- Ideally Located Winter Park Townhouse w/ Hot Tub!
- 7br Central Winter Park Home / Views & Free Bus Route
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- Premium Unit 1307
- Ski In Out Chalet 277 I Hot Tub I Theatre I Views I Game Room I Bunk Room I Discounted Attractions
- Best location - Incredible access
- Winter Park Mountain Lodge
- Dreamy Views | Hot Tub | Ultra Modern
- Silver Lining Circle 4 Bedroom Home
- Fraser Hotels
- Ski In Out Village Condo 4474 I Huge Hot Tub I Great Views I Heated Garage I Discounted Attractions
- First Floor Condo Easy Access to Ski Adventure
- Best Western Hotels in Fraser
- Blue Bear Chalet private hot tub
- Colorado Condo ~ 2 Mi to Winter Park Resort!
- Premium Unit 1327
- Downtown WP Condo 3203 I Hot Tub I AC I Great Views I Gas Firepit I Discounted Attractions
- New BEAUTIFUL townhome in downtown Winter Park with private rooftop hot tub
- The Owl's Nest
- Ski In Out Village Condo 4375 I Huge Hot Tub I Views I Heated Garage I Discounted Attractions
- ☀ Sunny Base Area Condo
- Elk Creek D102 private hot tub - 4 beds, sleeps 7
- Winter Park Resort Villa 211 I Private Hot Tub I Great Views I Arcade I Discounted Attractions
- Downtown Villa 155 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions
- Cabin Rentals in Winter Park
- Zephyr Mountain Lodge
- Ski
- Ski
- Modern off grid cabin with stocked kitchen & private mountain view
- Hotels with an Indoor Pool in Fraser
- Premium Unit 1108
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- Airy Fraser Condo ~ 6 Miles to Winter Park Resort!
- Premium Unit 4643
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
