Old Town Winter Park Vacations from $289
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Your Old Town Winter Park Vacation
Immerse yourself in the best that Old Town Winter Park has to offer with an Old Town Winter Park vacation package. From its skiing to every other thing that makes it so special, this neighborhood will delight you from start to finish. Some top nearby attractions to see during your trip to Old Town Winter Park include Winter Park Ski Resort, Trestle Bike Park and Amazen Maze Winter Park. Whatever your travel plans or the size of your budget, booking your perfect Old Town Winter Park vacation is quick and easy with Expedia.
The Latest Old Town Winter Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Polaris
Save 100% on your flight
Price was $537, price is now $289 per person
$289
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.8/10 Exceptional! (484 reviews)
The hotel is very clean and beautiful. We loved the atmosphere at the rooftop sushi place(Aviator's)also. Everyone was very nice, They gave our doggies treats and had various dog walking areas. There is a great bike/running path at the edge of the property. The only downside was that we needed an EV charger and usually newer hotels of this caliber have them. Other than that, the beds are very comfortable and we had a perfect stay.
Reviewed on Nov 13, 2025
Glenwood Springs Inn
Downtown
Price was $971, price is now $455 per person
$455
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.8/10 Excellent! (1,482 reviews)
The rooms are clean and quiet. This is a convenient location at a good price. I would stay here again.
Reviewed on Nov 12, 2025
Tivoli Lodge
Vail Village
Price was $1,700, price is now $933 per person
$933
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.2/10 Wonderful! (1,026 reviews)
Everything was great the staff, clean room’s, amenities cant wait to go back.
Reviewed on Nov 12, 2025
Hyatt Vacation Club at The Ranahan
Northside Breck
Save 100% on your flight
Price was $759, price is now $428 per person
$428
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (1,547 reviews)
Staff were very friendly
Reviewed on Nov 14, 2025
Hyatt Regency Denver at Colorado Convention Center
Downtown Denver
Save 100% on your flight
Price was $749, price is now $439 per person
$439
per person
Jan 22 - Jan 25
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
18.4/10 Exceptional! (1,168 reviews)
Nice property and amenities, the staff were great. Thanks to Maya and Dmitri . But the buffet breakfast is monotonous. I was there for 7 days, and it was always same.
Reviewed on Oct 22, 2025
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
If you're spending some time in Winter Park Village, Winter Park Ski Resort and The Gondola are top sights worth seeing.
Old Town Winter Park Hotel Deals
A Frame Club
1008 Winter Park Dr Winter Park CO
$219 nightly
The price is $248 total per night from Nov 16 to Nov 17
$248 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (101 reviews)
Overall the hotel is very nice and clean. The only thing I didn’t like was how steep the stairs was to the bedroom. It was a little scary walking down, my daughter fell twice. Thank goodness it wasn’t serious. Other than the steep stairs, it would have been a perfect stay
Reviewed on Sep 1, 2025
Ameristar Casino Resort Spa Black Hawk
111 Richman St Black Hawk CO
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $121 total per night from Nov 16 to Nov 17
$121 total
Nov 16 - Nov 17
Total with taxes and fees
8.4/10 Very Good! (3,458 reviews)
Friendly staff nice room
Reviewed on Nov 11, 2025
Monarch Casino Resort Spa Black Hawk
488 Main St, Black Hawk, CO
$128 nightly
The price is $152 total per night from Nov 16 to Nov 17
$152 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (4,125 reviews)
Perfect stay! Rooms are so clean and gorgeous. Staff is so friendly.
Reviewed on Nov 11, 2025
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.
Discover the most popular places to visit in Old Town Winter Park
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 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.
The Gondola
4.5/5(6 reviews)
Enjoy a trip to The Gondola and popular activities like skiing in Winter Park. Discover the mountain views in this quaint area.
Things to do
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- Hotels near Winter Park Ski Resort Amtrak Station
- Vacation Homes in Winter Park Ski Resort Amtrak Station
- Chalets in Winter Park Ski Resort Amtrak Station
- Hotels near Moffat Tunnel West Portal
- Hotels near Trestle Bike Park
- Hotels near The Fraser River Trail
- Hotels near Amaze'n Maze Winter Park
- Hotels near The Gondola
- Hotels near Discovery Chair Lift
- Hotels near Explorer Express
- Hotels near Prospector Express Lift
- Hotels near Village Cabriolet
- Winter Park Hotels
- Hotels near Iron Horse Chairlift
- Hotels near Super Gauge Express
- Hotels near Looking Glass Chairlift
- Hotels near Olympia Express
- Hotels near Challenger Chair Lift
- Hotels near Winter Park Ski Resort
- Hotels near High Lonesome Express
- Hotels near Pioneer Express
- Hotels near Hideaway Village South
- Cabin Rentals in Winter Park
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- Hotels near Eagle Wind Chair Lift
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- Honeymoon Resorts & in Winter Park
- Hotels with Free Breakfast in Winter Park
- Hotels with Bars in Winter Park
- Lodges in Winter Park
- Historic Hotels in Winter Park
- Golf Hotels in Winter Park
- Moffat Tunnel West Portal
- Trestle Bike Park
- Arrow Chair Lift
- Amaze'n Maze Winter Park
- The Gondola
- Discovery Chair Lift
- Explorer Express
- Prospector Express Lift
- Village Cabriolet
- Winter Park Ski Resort
- Iron Horse Chairlift
- Super Gauge Express
- Looking Glass Chairlift
- Olympia Express
- Challenger Chair Lift
- High Lonesome Express
- Pioneer Express
- Winter Park Vacations
- Blue Sky Massage
- Visit Winter Park
- Eagle Wind Chair Lift
- Sunnyside Chairlift
- Panoramic Express
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.