Old Town Winter Park Holidays

Photo by Kayla Templin

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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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Winter Park Village

5 out of top 10 points of interest in this area

While visiting Winter Park Village, you might make a stop by sights like Winter Park Ski Resort and The Gondola.

Find hotels in Winter Park Village

Top hotels in Old Town Winter Park

Slopeside River Front Luxury Chalet I HotTub I Firepit I Views I Best Price I Discounted Attractions

Slopeside River Front Luxury Chalet I HotTub I Firepit I Views I Best Price I Discounted Attractions

Winter Park CO
9.4/10 Exceptional! (60 reviews)
The property was on a river which was wonderful, but the road behind it did not offer privacy. The staircase was low and many heads were bumped. The neighborhood was dicey, trash was left in road. Good layout for family activists.

Reviewed on 3 Aug 2025

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Slopeside River Front Luxury Chalet I HotTub I Firepit I Views I Best Price I Discounted Attractions
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
The price is €124 per night from 21 Jan to 22 Jan
€124
21 Jan - 22 Jan
includes taxes & fees
8.4/10 Very Good! (3,574 reviews)
Hot tub and pool was relaxing.

Reviewed on 11 Jan 2026

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 €128 per night from 21 Jan to 22 Jan
€128
21 Jan - 22 Jan
includes taxes & fees
9/10 Wonderful! (4,171 reviews)
Good

Reviewed on 12 Jan 2026

Monarch Casino Resort Spa Black Hawk
See all 3,559 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 1,000,000 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

Winter Park Ski Resort featuring landscape views, mountains and forest scenes

Winter Park Ski Resort

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

Village Cabriolet

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

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