Photo by Kayla Templin

Hotels in Old Town Winter Park

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
2 Jan - 3 Jan
Tomorrow
3 Jan - 4 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Old Town Winter Park hotels

Aerial view
Trademark Condo Short Walk to Shuttle by RedAwning

Trademark Condo Short Walk to Shuttle by RedAwning

Trademark Condo Short Walk to Shuttle by RedAwning
3.5 star property
Old Town Winter Park
The price is S$1,793
includes taxes & fees
2 Feb - 3 Feb
Trademark Condo Short Walk to Shuttle by RedAwning
Sauna, steam room
Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk
4.0 star property
26 km from Old Town Winter Park
9.2 out of 10, Wonderful, (4187)
"Great place to stay "
United States
Rene
The price is S$192
includes taxes & fees
2 Feb - 3 Feb
Monarch Casino Resort Spa Black Hawk
Exterior
Microtel Inn & Suites by Wyndham Georgetown Lake

Microtel Inn & Suites by Wyndham Georgetown Lake

Microtel Inn & Suites by Wyndham Georgetown Lake
3.0 star property
19.4 km from Old Town Winter Park
9.2 out of 10, Wonderful, (1006)
"Great place to stay in"
United States
Khalil
The price is S$161
includes taxes & fees
5 Jan - 6 Jan
Microtel Inn & Suites by Wyndham Georgetown Lake
Exterior
Inn at SilverCreek

Inn at SilverCreek

Inn at SilverCreek
3.0 star property
23.3 km from Old Town Winter Park
7.2 out of 10, Good, (1002)
"Great location..pool area can use a deep clean. "
United States
Christina
Inn at SilverCreek
Casino
Lady Luck Casino Black Hawk

Lady Luck Casino Black Hawk

Lady Luck Casino Black Hawk
3.0 star property
25.8 km from Old Town Winter Park
7.6 out of 10, Good, (1831)
"Staff was courteous and we always enjoy staying here. "
United States
Yolanda
The price is S$139
includes taxes & fees
4 Jan - 5 Jan
Lady Luck Casino Black Hawk
Iron/ironing board, free WiFi, bed sheets
Grand Z Casino Hotel by Red Lion Hotels

Grand Z Casino Hotel by Red Lion Hotels

Grand Z Casino Hotel by Red Lion Hotels
3.0 star property
24 km from Old Town Winter Park
7.8 out of 10, Good, (1004)
"Clean room, friendly staff, good location"
United States
Andre
The price is S$104
includes taxes & fees
13 Jan - 14 Jan
Grand Z Casino Hotel by Red Lion Hotels
Casino
Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk
4.0 star property
25.6 km from Old Town Winter Park
8.6 out of 10, Excellent, (3560)
"Loved the location, was a good stay..would definitely stay there again "
United States
Angel
The price is S$170
includes taxes & fees
26 Jan - 27 Jan
Ameristar Casino Resort Spa Black Hawk
Front of property – evening/night
Century Casino & Hotel - Central City

Century Casino & Hotel - Central City

Century Casino & Hotel - Central City
3.0 star property
23.7 km from Old Town Winter Park
8.6 out of 10, Excellent, (803)
"Yes nice room"
United States
Derion
The price is S$142
includes taxes & fees
4 Jan - 5 Jan
Century Casino & Hotel - Central City
Desk, free WiFi, bed sheets
H & H Motor Lodge

H & H Motor Lodge

H & H Motor Lodge
2.0 star property
27.7 km from Old Town Winter Park
7.6 out of 10, Good, (178)
"Great staff and rooms are spacious! Had a pleasant time."
United States
Mizhelahn
The price is S$136
includes taxes & fees
4 Jan - 5 Jan
H & H Motor Lodge
Garden
Georgetown Mountain Inn

Georgetown Mountain Inn

Georgetown Mountain Inn
2.0 star property
20.9 km from Old Town Winter Park
8.6 out of 10, Excellent, (1000)
"The room was spotless -- the staff were friendly, welcoming and fun and the continental breakfast was awesome. I LOVED staying at the Georgetown Mountain Inn and I will definitely stay there again."
United States
Debra
The price is S$146
includes taxes & fees
4 Jan - 5 Jan
Georgetown Mountain Inn
Front of property
Columbine INN

Columbine INN

Columbine INN
2.0 star property
27.8 km from Old Town Winter Park
8.4 out of 10, Very good, (152)
"Very nice place to stay. No internet, but that's ok."
United States
Marsha G
The price is S$155
includes taxes & fees
31 Jan - 1 Feb
Columbine INN
Interior
Georgetown Lodge

Georgetown Lodge

Georgetown Lodge
2.5 star property
20.3 km from Old Town Winter Park
7.8 out of 10, Good, (682)
"Everything was perfect!"
United States
Leidy Vanessa
The price is S$116
includes taxes & fees
1 Feb - 2 Feb
Georgetown Lodge
Exterior
Historic Windsor Hotel

Historic Windsor Hotel

Historic Windsor Hotel
2.5 star property
22 km from Old Town Winter Park
8.2 out of 10, Very good, (337)
"Great experience staying here. Will definitely come back. "
United States
Ricardo
The price is S$159
includes taxes & fees
6 Jan - 7 Jan
Historic Windsor Hotel
Lobby sitting area
Horseshoe Black Hawk - A Caesars Rewards Destination

Horseshoe Black Hawk - A Caesars Rewards Destination

Horseshoe Black Hawk - A Caesars Rewards Destination
3.0 star property
26.1 km from Old Town Winter Park
7.8 out of 10, Good, (1105)
"Great place to stay"
United States
John
The price is S$154
includes taxes & fees
4 Jan - 5 Jan
Horseshoe Black Hawk - A Caesars Rewards Destination
Dining
The Silver Lake Lodge

The Silver Lake Lodge

The Silver Lake Lodge
3.5 star property
12.8 km from Old Town Winter Park
9.6 out of 10, Exceptional, (246)
"Great country lodge with all the construction of a solid log home and great views. Staff was great, family run, parents and son, Jonny. Rooms were decorated in western motif and very classy and charming, well lit and cozy and warm. "
United States
Raymond
The Silver Lake Lodge
Front of property
Club Hotel Colorado

Club Hotel Colorado

Club Hotel Colorado
2.0 star property
26.9 km from Old Town Winter Park
9.4 out of 10, Exceptional, (58)
"Room was clean"
United States
Michael
Club Hotel Colorado
Free daily continental breakfast
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
2.5 star property
7.3 km from Old Town Winter Park
9.0 out of 10, Wonderful, (1002)
"Great location, comfortable bed, clean and very friendly staff!"
United States
Michael
The price is S$247
includes taxes & fees
8 Jan - 9 Jan
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
Front of property
Coyote Motel West

Coyote Motel West

Coyote Motel West
2.0 star property
27.9 km from Old Town Winter Park
8.0 out of 10, Very good, (3)
"I like interesting places to stay. This was a very pleasent stay."
United States
Eric
The price is S$205
includes taxes & fees
4 Jan - 5 Jan
Coyote Motel West
Front of property
YMCA of the Rockies Snow Mountain Ranch

YMCA of the Rockies Snow Mountain Ranch

YMCA of the Rockies Snow Mountain Ranch
2.5 star property
18 km from Old Town Winter Park
8.4 out of 10, Very good, (617)
"Clean and comfortable at great price"
United States
Clifton
YMCA of the Rockies Snow Mountain Ranch
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.
View all properties

Where to stay in Old Town Winter Park

Find the best Old Town Winter Park areas for the activities you enjoy most.

Winter Park Village

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.

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.

Hideaway Junction

While Hideaway Junction isn't home to many top sights, Cozens Ranch House Museum and Hideaway Park are some notable places to visit nearby.

Top Old Town Winter Park Hotel Reviews

Lady Luck Casino Black Hawk

Lady Luck Casino Black Hawk

10/10 Excellent
"Yes"
jose 2-night trip
Posted 3 days ago
Lady Luck Casino Black Hawk

Frequently asked questions

What is Old Town Winter Park like?
Guests are sure to enjoy their time checking out all that Winter Park's Old Town Winter Park neighbourhood has to offer. Looking for sights you might find in a travel guide about Old Town Winter Park? Consider a visit to Winter Park Ski Resort while you're in the neighbourhood.
What's a favourite hotel to stay in Old Town Winter Park?
Based on our traveller data, A Frame Club is one of the top choices for your stay in Old Town Winter Park. This cabin offers free breakfast and free parking.
How many hotels should I expect to find in Old Town Winter Park?
If you're searching for places to stay in Winter Park, Expedia has something to meet your needs with 88 Old Town Winter Park hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Old Town Winter Park, will I receive a refund?
Yes, most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to review the best options available in Old Town Winter Park.
What is there to do around this Winter Park neighbourhood?
Popular attractions in Old Town Winter Park include Winter Park Ski Resort. When you're sightseeing in Winter Park, Meteor Magic Carpet and Comet Magic Carpet are also worth a stop.

Explore a world of travel with Expedia