Old Town Winter Park Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
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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
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.
Hideaway Village South
While there might not be top attractions in Hideaway Village South, you can explore the larger area and discover places like Bella Vita and Hideaway Park.
Hideaway Junction
While Hideaway Junction isn't home to many top sights, Grand Park Community Recreation Center and Cozens Ranch House Museum are some notable places to visit nearby.
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.
Hideaway Village
When in Hideaway Village, you can plan a visit to Bella Vita and Hideaway Park, some noteworthy sights in the nearby area.
Top hotels in Old Town Winter Park
A Frame Club
1008 Winter Park Dr Winter Park CO
฿10,198
฿13,028 total
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (118 reviews)
"Clean and comfortable. Great location, close to action. Super cute. Moose wandered through the property while we were there! The reasons it didn’t get 5 stars: -Breakfast was odd. Pre built burritos, grab and go, for one hour. Tasty, but just odd. -Staff repeatedly told us the restaurant was open ..."
Reviewed on 29 Sept 2026
Ameristar Casino Resort Spa Black Hawk
111 Richman St Black Hawk CO
Fully refundableReserve now, pay when you stay
฿3,000
฿4,407 total
14 Oct - 15 Oct
includes taxes & fees
8.6/10 Excellent! (3,848 reviews)
"Great place and good atmosphere!"
Reviewed on 8 Oct 2026
Monarch Casino Resort Spa Black Hawk
488 Main St Black Hawk CO
฿4,337
฿6,315 total
14 Oct - 15 Oct
includes taxes & fees
9.2/10 Wonderful! (4,384 reviews)
"The property is beautiful and well maintained. Customer service was top notch. The technology for elevator access provides extra safety to guests. Rooftop pool and deck were gorgeous. The restaurant was unique and food delicious. The slots played well with us. Plan on going again."
Reviewed on 8 Oct 2026
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.
Things to do
YOU Drive the Jeep! Guided Sunset Tour in Black Hawk (Denver)
฿18,363
per traveller
Idaho Springs: Clear Creek Ziplining Experience
฿3,506
per adult
100% of travellers recommend
Denver/Black Hawk: You-Drive Jeep Tour in the Backcountry
฿20,032
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.