Winter Park Holidays

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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 hotels in Old Town Winter Park

Top hotels in Winter Park

The Vintage Hotel
The Vintage Hotel
3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is S$163 per night from 6 Nov to 7 Nov
S$163
includes taxes & fees
6 Nov - 7 Nov
8.6/10 Excellent! (1,010 reviews)
"This was a great place to stay - staff were friendly and helpful. Hot tub was fantastic and room was great."

Reviewed on 4 Nov,2024

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 S$163 per night from 10 Nov to 11 Nov
S$163
includes taxes & fees
10 Nov - 11 Nov
8.8/10 Excellent! (561 reviews)
"I love staying at Gravity Haus, it’s a cheap, it’s clean, and everything is super convenient."

Reviewed on 4 Nov,2024

Gravity Haus Winter Park
Winter Park Mountain Lodge
Winter Park Mountain Lodge
3 out of 5
81699 US Highway 40, Winter Park, CO
The price is S$117 per night from 13 Nov to 14 Nov
S$117
includes taxes & fees
13 Nov - 14 Nov
6.6/10 (1,001 reviews)
"Our view was over trash containers so a bit loud in morning earlier than I’d hope. Front desk was amazing!! Super nice and helpful even before we got there. I needed to drop a third night and they were extremely helpful and made it easy!!"

Reviewed on 9 Sep,2024

Winter Park Mountain Lodge
See all 2,229 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 holiday 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 holiday package. It’s that easy! From hotels and flights to rental cars and tours, Expedia makes travelling 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 neighbourhood 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 holiday?
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 holiday package lets you plan your escape your way. Plus, you’ll get access to great discounts just for combining your accommodation 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 holiday 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 holiday package?
Certainly, and we’ll help you every step of the way. You may be able to cancel and rebook your Winter Park holiday 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.