Winter Park Vacations

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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
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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 hotel + flight trips in Old Town Winter Park

Winter Park Hotel Deals

Winter Park Mountain Lodge
Winter Park Mountain Lodge
3 out of 5
81699 US Highway 40, Winter Park, CO
The price is NT$2,998 per night from Jun 4 to Jun 5
NT$2,998
per night
Jun 4 - Jun 5
6.8/10 (1,000 reviews)
"super convenient to winter park ski base with free public shuttle that runs all day. restraunt service at the hotel is convenient when its open. not tubs have a great view, but could be cleaner."

Reviewed on 2024/4/9

Winter Park Mountain Lodge
The Vintage Hotel
The Vintage Hotel
3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is NT$3,340 per night from Jun 2 to Jun 3
NT$3,340
per night
Jun 2 - Jun 3
8.6/10 Excellent! (1,000 reviews)
"Good"

Reviewed on 2024/4/28

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 NT$3,851 per night from May 5 to May 6
NT$3,851
per night
May 5 - May 6
8.8/10 Excellent! (440 reviews)
"All the employees are so kind! My favorite GH in the state by far!!!"

Reviewed on 2024/4/24

Gravity Haus Winter Park
See all 2,290 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.

Frequently asked questions

How much does a Winter Park vacation package cost?
We make it simple to travel somewhere new, with Winter Park packages starting from as little as . You’ll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few tours and activities to your itinerary?
How do I get a cheap travel package to Winter Park?
Search for flights that suit your busy schedule, add a hotel room to your booking and watch the savings stack up with a Winter Park vacation package. It’s that easy! From hotels and flights to rental cars and tours, Expedia makes traveling cheap and easy. And with more than 550 airlines and 1,000,000 properties all over the world to pick from, you won’t be short of choice.
Where should I stay in Winter Park?
With lots to discover in Winter Park, it’d be handy for you to book a hotel near its attractions. Winter Park Ski Resort, Trestle Bike Park and The Gondola are some top ones to put on your to-do list.
What are the top hotels in Winter Park?
Monarch Casino Resort Spa Black Hawk and Lady Luck Casino Black Hawk are both well-liked options in the neighborhood of Old Town Winter Park. If you’d rather spend time in the Bear Crossing area, consider getting a room at Best Western Alpenglo Lodge or The Vintage Hotel.
How far in advance should I book my Winter Park vacation?
While prices do change, we generally suggest reserving your seat as soon as possible. Most international airfares are found on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be lucky. Cheap journeys to Winter Park sometimes occur in the weeks prior to departure.
What does an Expedia Winter Park travel package include?
Hotels, rental cars and flights, or any combination of them — it’s up to you! Whether you’re exploring Winter Park with the kids or adventuring solo, there’s a bundle to match your budget and style. Once you’ve made your booking, why not add on a couple of activities?
What should I know before booking a Winter Park travel package?
Whether it’s adventure or relaxation you’re craving, a Winter Park vacation package lets you plan your escape your way. Plus, you’ll get access to great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Winter Park Expedia vacation package?
Yes, you can. We have more than 550 partner airlines throughout the world, so go with the carrier that matches your needs.
If I'm not able to travel, can I cancel my Winter Park vacation package?
Certainly, and we’ll help you every step of the way. You may be able to cancel and rebook your Winter Park vacation package for free if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, look up our Customer Service Portal for further information.

Discover the most popular places to visit in Winter Park

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Winter Park Ski Resort

4.5/5(371 reviews)

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
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Trestle Bike Park

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

Trestle Bike Park
Image for Winter Park Visitor Center

Winter Park Visitor Center

4.5/5(16 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.

Winter Park Visitor Center

Other vacations you might like

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