Winter Park Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Winter Park Resort

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.
The Green Mountain Falls Lodge

The Green Mountain Falls Lodge

3 out of 5
Price was CA $1,522, price is now CA $1,054 per person
CA $1,054
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
8.4/10 Very good! (294 reviews)
The property was clean, the hotel room was clean but the shower base was not. What disappointed me the most was the swimming pool was across the street and was open to the public. I shouldn’t pay $200 for just a room. The pool didn’t look like the picture and it should state that it was not part of the property and open to the public!!! Total disappointment

Reviewed on Aug 3, 2026

Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Price was CA $1,675, price is now CA $1,140 per person
CA $1,140
per person
Sep 14 - Sep 19
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Denver (DEN)
8.8/10 Excellent! (1,602 reviews)

Patterson Inn

Patterson Inn

3.5 out of 5
Capitol Hill
Price was CA $2,845, price is now CA $2,033 per person
CA $2,033
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Denver (DEN)
9.6/10 Exceptional! (807 reviews)

Hotel Jerome, Auberge Collection

Hotel Jerome, Auberge Collection

5 out of 5
Downtown Aspen
Price was CA $7,804, price is now CA $5,662 per person
CA $5,662
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
9.6/10 Exceptional! (477 reviews)

Hotel Teatro

Hotel Teatro

4.5 out of 5
Downtown Denver
Price was CA $2,711, price is now CA $2,065 per person
CA $2,065
per person
Sep 17 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Denver (DEN)
9/10 Wonderful! (1,385 reviews)

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.

Find hotels in Winter Park Village

Ready to book your vacation to Winter Park?

 

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Winter Park Hotel Deals

The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr Winter Park CO
The price is CA $176 per night from Aug 26 to Aug 27
CA $176
CA $210 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (1,017 reviews)
"Vintage hotels in a great location if you want to make a quick return to the Denver or front range area. Make sure you get a room facing away from the road. There is no air conditioning so Windows needed to be opened and you could hear loudly every car or truck that drove by. If you get a room facing ..."

Reviewed on Aug 5, 2026

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 CA $160 per night from Aug 10 to Aug 11
CA $160
CA $181 total
Aug 10 - Aug 11
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 Aug 3, 2026

Gravity Haus Winter Park
Winter Park Chateau

Winter Park Chateau

4 out of 5
405 Lions Gate Drive Winter Park CO
The price is CA $162 per night from Aug 25 to Aug 26
CA $162
CA $183 total
Aug 25 - Aug 26
includes taxes & fees
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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
Open 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.
See properties

What to do in Winter Park

YOU Drive the Jeep! Guided 4x4 Tour in Black Hawk

YOU Drive the Jeep! Guided 4x4 Tour in Black Hawk (Denver)

CA $775
per traveller
YOU Drive the Jeep! Guided 4x4 Tour in Black Hawk (Denver)
See all activities in Winter Park

Frequently asked questions

How much does a Winter Park vacation package cost?
You'll find cheap prices from CA $1,054 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?

  1. 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.
  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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.