Winter Park Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Winter Park Resort

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

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Top Winter Park Vacation Deals

Price found within the past 48 hours. Click for updated prices.
HYATT house Denver Tech Center

HYATT house Denver Tech Center

CA $1,014
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
8.6/10 Excellent! (1,024 reviews)
The Maven Hotel at Dairy Block

The Maven Hotel at Dairy Block

LoDo
CA $1,182
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
9.4/10 Exceptional! (1,138 reviews)
Amazing team. Amazing building and amenities. My wife and I absolutely loved the building, the options for coffee, food, and the professional options for working and coworking. My only knock is maintenance… the shower knob fell off and bruised my toe 😅. And the office chair was broken but everything was rectified quickly!

Reviewed on Sep 25, 2026

The Ritz-Carlton, Denver

The Ritz-Carlton, Denver

Downtown Denver
CA $1,673
per person
Nov 6 - Nov 9
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
9/10 Wonderful! (922 reviews)
Very outdated for being a Ritz. Staff are incredible

Reviewed on Sep 26, 2026

Hyatt Place Denver/Westminster

Hyatt Place Denver/Westminster

West Central Westminster
CA $1,201
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.4/10 Exceptional! (1,273 reviews)
Nice clean hotel with friendly staff! Nova in the lounge was someone who I interacted with the most probably. Friendly and took good care of her customers! Breakfast was standard selections but rotated daily and tasted good. Ample parking. No complaints! I'll probably stay there again next time I'm out that way!

Reviewed on Sep 26, 2026

The Brown Palace Hotel and Spa, Autograph Collection

The Brown Palace Hotel and Spa, Autograph Collection

Downtown Denver
CA $1,141
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Denver (DEN)
8.4/10 Very good! (1,005 reviews)
So this hotel is overrated. Staff seemed tired, you pay for a resort fee and you get nothing for that. Parking is ridiculous. The only good thing is , the closeness to 16th street. There are better and cheaper hotels in that same area. I have traveled all around the world and I have never written a review like this, but this hotel deserves it. My advise go check out the hotel, but don’t stay there.

Reviewed on Sep 26, 2026

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

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.

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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 Bella Vita and Hideaway Park, 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 Grand Park Community Recreation Center and Cozens Ranch House Museum.

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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.

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Winter Park Hotel Deals

The Vintage Hotel

The Vintage Hotel

100 Winter Park Dr Winter Park CO
CA $141
CA $169 total
Oct 15 - Oct 16
includes taxes & fees
The Vintage Hotel
Gravity Haus Winter Park

Gravity Haus Winter Park

78869 US-40 Winter Park CO
Fully refundableReserve now, pay when you stay
CA $140
CA $158 total
Oct 4 - Oct 5
includes taxes & fees
9/10 Wonderful! (901 reviews)
"Love it"

Reviewed on Sep 22, 2026

Gravity Haus Winter Park
A Frame Club

A Frame Club

1008 Winter Park Dr Winter Park CO
CA $429
CA $548 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (117 reviews)
"Loved the place and the area! Only complaint is you can’t cook two things at once because they don’t fit properly on the stove top."

Reviewed on Aug 26, 2026

A Frame Club
See all 2,325 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)
With seven ski territories, summer sports, spas, diverse restaurants and live music, this is one of Colorado’s most complete mountain resorts.
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A mountainous landscape with a town nestled in a valley. Snow-capped mountains and a clear blue sky are visible in the background.

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.
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A snow-covered mountain range with dense forests and a clear sky.

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.
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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)
Enjoy a trip to The Fraser River Trail and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area.
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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.
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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.
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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.
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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.
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Frequently asked questions

How much does a Winter Park vacation package cost?
You'll find cheap prices from CA $1,014 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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