Old Town Winter Park Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Old Town Winter Park

Find the best Old Town Winter Park areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Winter Park
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Elk Court Cabins

If you're looking for some top things to see and do in Elk Court Cabins and surrounding area, you can visit Bella Vita and Hideaway Park.

Find hotels in Elk Court Cabins

Top hotels in Old Town Winter Park

Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk

4 out of 5
111 Richman St, Black Hawk, CO
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (3,098 reviews)
"Nice hotel, felt a little like being in Vegas as the hotel and areas are very large."

Reviewed on 29 Jul 2025

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Ameristar Casino Resort Spa Black Hawk
Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

4 out of 5
488 Main St, Black Hawk, CO
The price is 2.850.560 ₫ per night from 6 Aug to 7 Aug
2.850.560 ₫
4.292.692 ₫ total
6 Aug - 7 Aug
includes taxes & fees
9/10 Wonderful! (4,203 reviews)
Check wasn’t good but stay was.
"Check in with Maxine was awful. We spent 30 minutes trying then a gentleman came and told us To f go downstairs. However they forgot to tell us how the elevators worked. Finally a lady explained how the scanner worked"

Reviewed on 28 Jul 2025

Monarch Casino Resort Spa Black Hawk
The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is 3.323.512 ₫ per night from 3 Aug to 4 Aug
3.323.512 ₫
3.965.376 ₫ total
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"When I first came to this property it looked like it needed renovations, however, I was totally surprised in my room. It was very clean, spacious, and tastefully decorated! I do plan to stay here again. It was worth it. Thank you!"

Reviewed on 27 Jul 2025

The Vintage Hotel
See all 3,505 properties in Old Town 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 an Old Town Winter Park holiday package cost?
Customize your Old Town Winter Park package from just . Choose from any combination of flights, hotels and rental cars to craft the getaway you've been dreaming about. Don't forget to add on some tours and experiences!
How do I get a cheap travel package to Old Town Winter Park?
Search for flights that suit your schedule, add a hotel room to your booking and watch the savings stack up with an Old Town Winter Park holiday package. It's that easy! From hotels and flights to activities and rental cars, Expedia makes travelling cheap and easy. And with more than 550 partner airlines and 1null000null000 properties worldwide to select from, you'll never be short of choice.
Where should I stay in Old Town Winter Park?
Most who travel to Old Town Winter Park include University of Colorado Boulder and Folsom Field on their sightseeing itineraries. Why not reserve a hotel right near these popular attractions?
What are the top hotels in Old Town Winter Park?
If it's your very first time in Old Town Winter Park, reserve a room at Trademark Condo Short Walk To Shuttle By Redawning or Slopeside Sanctuary - Penthouse < 1 Mi To Lifts. Both offer comfortable beds and are favourites among many savvy travellers.
How far in advance should I book my Old Town Winter Park holiday?
Travellers are generally able to browse international airfares on Expedia up to a year in advance of departure. Booking at the last minute? With a stroke of luck, it's still possible to score a cheaper ticket only weeks before your flight.
What does an Expedia Old Town Winter Park travel package include?
Packages include hotels, rental cars and flights, but you can mix and match them to create your ideal Old Town Winter Park trip. You can also add on experiences and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking an Old Town Winter Park travel package?
Locking in all the parts of your getaway together is one of the best ways to save. Combine your car rentals, flights and hotels into a handy package. But you're not limited to hotels. Expedia has all sorts of properties, including holiday rentals such as oceanfront condos and city apartments. Your choices are almost endless!
Can I choose my airline with an Old Town Winter Park Expedia holiday package?
You can, and with over 550 airlines to pick from all over the world, you have plenty of choice. Search the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Old Town Winter Park holiday package?
Whether it's your hotel, flight or rental car, yes, you can amend or cancel it. Locked in your Old Town Winter Park holiday package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For further information, take a look at our Customer Service Portal. We're here to help you each step of the way.

Popular places to visit

Trestle Bike Park

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

Trestle Bike Park

The Gondola

Enjoy a trip to The Gondola and popular activities such as skiing in Winter Park. Discover the mountain views in this quaint area.

The Gondola

The Fraser River Trail

Enjoy a trip to The Fraser River Trail and popular activities such as skiing in Winter Park. Discover the mountain views in this quaint area.

The Fraser River Trail