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Search Hotels in Old Town Winter Park, Winter Park

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18 Dec - 19 Dec
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19 Dec - 20 Dec
This weekend
19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Old Town Winter Park hotels

Exterior
A Frame Club

A Frame Club

A Frame Club
3.5 star property
Old Town Winter Park
9.0 out of 10, Wonderful, (103)
"Unfortunately, our cabin looked directly into another cabin. River view was a very big stretch. There were no other rooms available so we were stuck with it. To make it worse, there are very bright lights on the building next door that were on all night, and since you cannot close the window due to the open design, we had a terrible nights sleep. A good idea in theory, but reality was a big miss. "
United States
Hannah
The price is 6.951.384 ₫
8.912.200 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
A Frame Club
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, (4145)
"Excellent hotel and casino, nice room, fun environment."
United States
Patrick
The price is 2.606.769 ₫
4.007.341 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Monarch Casino Resort Spa Black Hawk
Exterior
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
8.0 out of 10, Very good, (1084)
"Friendly staff. Clean resort and clean room. "
United States
Muanghor
The price is 1.974.825 ₫
2.848.751 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Horseshoe Black Hawk - A Caesars Rewards Destination
House | Mountain view
Arapaho Valley Ranch

Arapaho Valley Ranch

Arapaho Valley Ranch
2.0 star property
25.3 km from Old Town Winter Park
9.4 out of 10, Exceptional, (18)
"Everything was perfect! Thank you for a wonderful Thanksgiving trip."
United States
Callie
Arapaho Valley Ranch
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 3.313.493 ₫
3.712.770 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Microtel Inn & Suites by Wyndham Georgetown Lake
Standard Room, 1 Queen Bed, River View | Terrace/patio
Argo Inn and Suites

Argo Inn and Suites

Argo Inn and Suites
2.0 star property
27.8 km from Old Town Winter Park
8.4 out of 10, Very good, (1099)
"Rooms were nice and clean and place was quiet. "
United States
David
The price is 2.501.445 ₫
2.815.376 ₫ total
includes taxes & fees
10 Jan - 11 Jan 2026
Argo Inn and Suites
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, (1000)
"We had anamazing stay!! The pool, hit tubs and sauna were amazing. "
United States
Micki
Inn at SilverCreek
Exterior
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, (1002)
"Clean room, friendly staff, good location"
United States
Andre
The price is 2.293.430 ₫
3.302.960 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Grand Z Casino Hotel by Red Lion Hotels
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, (610)
"Clean and comfortable at great price"
United States
Clifton
YMCA of the Rockies Snow Mountain Ranch
Exterior
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, (172)
"Perfect spot right downtown!"
United States
Jordan
The price is 1.872.134 ₫
2.255.513 ₫ total
includes taxes & fees
19 Dec - 20 Dec
H & H Motor Lodge
Property grounds
Georgetown Lodge

Georgetown Lodge

Georgetown Lodge
2.5 star property
20.3 km from Old Town Winter Park
7.8 out of 10, Good, (666)
"Everything was perfect!"
United States
Leidy Vanessa
The price is 2.260.516 ₫
2.532.907 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Georgetown Lodge
Indoor pool, open 7:00 AM to 11:00 PM, pool loungers
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, (3527)
"Loved the location, was a good stay..would definitely stay there again "
United States
Angel
The price is 2.606.506 ₫
3.757.434 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Ameristar Casino Resort Spa Black Hawk
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, (1818)
"Staff was courteous and we always enjoy staying here. "
United States
Yolanda
The price is 1.711.515 ₫
2.535.675 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Lady Luck Casino Black Hawk
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers
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, (1001)
"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 2.994.941 ₫
3.355.832 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Georgetown Mountain Inn
Exterior
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, (1003)
"Nice stay"
United States
Patrick
The price is 5.134.545 ₫
5.709.613 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
Reception
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, (151)
"Very nice place to stay. No internet, but that's ok."
United States
Marsha G
The price is 3.167.224 ₫
3.564.711 ₫ total
includes taxes & fees
16 Jan - 17 Jan 2026
Columbine INN
Terrace/patio
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, (336)
"A small town historical charming and peaceful experience. "
United States
LEIGH
The price is 1.922.747 ₫
2.593.074 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Historic Windsor Hotel
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, (245)
"Very clean, excellent breakfast, wonderful views."
United States
Thomas
The Silver Lake Lodge
View from property
Littletree Inn

Littletree Inn

Littletree Inn
2.0 star property
25.1 km from Old Town Winter Park
7.4 out of 10, Good, (265)
"The staff was friendly and check in was easy."
United States
Edwin
The price is 2.633.100 ₫
2.901.676 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Littletree Inn
Lobby sitting area
The Boulder Creek Lodge

The Boulder Creek Lodge

The Boulder Creek Lodge
2.5 star property
23 km from Old Town Winter Park
9.0 out of 10, Wonderful, (947)
"Friendly staff welcome, beautiful accommodation, clean room"
United States
Anastasia
The price is 4.871.235 ₫
5.436.298 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Boulder Creek Lodge
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.
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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 Amaze'n Maze Winter Park.

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 Grand Park Community Recreation Center.

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 Grand Park Community Recreation Center.

Hideaway Village

When in Hideaway Village, you can plan a visit to Bella Vita and Grand Park Community Recreation Center, some noteworthy sights in the nearby area.

Top Old Town Winter Park Hotel Reviews

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.
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 86 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.