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Old Town Winter Park Hotels near Winter Park

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Dec 25 - Dec 26
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Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
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Jan 2 - Jan 4

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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
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, (4132)
"Great place to stay "
United States
Rene
The price is P5,682
P8,781 total
includes taxes & fees
Jan 21 - Jan 22, 2026
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, (1000)
"Great place to stay in"
United States
Khalil
The price is P6,926
P7,760 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Microtel Inn & Suites by Wyndham Georgetown Lake
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, (1823)
"Staff was courteous and we always enjoy staying here. "
United States
Yolanda
The price is P3,244
P4,973 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lady Luck Casino Black Hawk
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 P5,580
P6,280 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Argo Inn and Suites
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, (1000)
"Clean room, friendly staff, good location"
United States
Andre
The price is P5,712
P8,035 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (3541)
"Loved the location, was a good stay..would definitely stay there again "
United States
Angel
The price is P5,285
P7,753 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Ameristar Casino Resort Spa Black Hawk
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, (336)
"A small town historical charming and peaceful experience. "
United States
LEIGH
The price is P5,403
P7,288 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Historic Windsor Hotel
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
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, (612)
"Clean and comfortable at great price"
United States
Clifton
YMCA of the Rockies Snow Mountain Ranch
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, (672)
"Everything was perfect!"
United States
Leidy Vanessa
The price is P5,042
P5,650 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Georgetown 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, (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 P6,680
P7,485 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Georgetown Mountain Inn
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, (175)
"Perfect spot right downtown!"
United States
Jordan
The price is P5,233
P6,220 total
includes taxes & fees
Dec 28 - Dec 29
H & H Motor Lodge
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
8.0 out of 10, Very Good, (1095)
"Excellent desk staff!! "
United States
Richard
The price is P3,744
P5,567 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Horseshoe Black Hawk - A Caesars Rewards Destination
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, (1004)
"Nice stay"
United States
Patrick
The price is P11,159
P12,409 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
Desk, blackout drapes, iron/ironing board, rollaway beds
Best Western Alpenglo Lodge

Best Western Alpenglo Lodge

Best Western Alpenglo Lodge
2.5 star property
3.9 km from Old Town Winter Park
8.6 out of 10, Excellent, (1004)
"Clean room and the service at front desk was great from answering questions to recommending good places to eat."
United States
Wesley
The price is P11,103
P12,569 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Best Western Alpenglo Lodge
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, (266)
"The staff was friendly and check in was easy."
United States
Edwin
The price is P5,873
P6,472 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Littletree Inn
Lobby
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 P11,453
P12,769 total
includes taxes & fees
Dec 28 - Dec 29
The Boulder Creek Lodge
Exterior
The Vintage Hotel

The Vintage Hotel

The Vintage Hotel
3.0 star property
1.1 km from Old Town Winter Park
8.6 out of 10, Excellent, (1000)
"Staff was fabulous and accommodations great."
United States
Lynette
The price is P14,052
P16,765 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Vintage Hotel
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 and neighborhoods for the activities you enjoy most.

Winter Park Village

If you're spending some time in Winter Park Village, Winter Park Ski Resort and Amaze'n Maze Winter Park are top sights worth seeing.

Hideaway Village South

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

Elk Court Cabins

Elk Court Cabins might not have many top sights, but Bella Vita and Grand Park Community Recreation Center are two attractions nearby that you can check out.

Hideaway Village

If you're looking for some top things to see and do in Hideaway Village and surrounding area, you can visit Bella Vita and Grand Park Community Recreation Center.

Hideaway Junction

Though Hideaway Junction might not have many top sights, you can venture to the surrounding area to see attractions like Cozens Ranch House Museum and Bella Vita.

Top Old Town Winter Park Hotel Reviews

The Vintage Hotel

The Vintage Hotel

10/10 Excellent
"Yes all was good"
ronald 2-night trip
Posted 3 days ago
The Vintage Hotel

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 neighborhood 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 neighborhood.
What's a favorite place to stay in Old Town Winter Park?
Based on our traveler data, A Frame Club is one of the top choices for your stay in Old Town Winter Park. This cabin offers free parking and in-room kitchenettes.
How many hotels will I be able 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 accommodations 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 if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Add dates, click "Search", then use the filter option "fully refundable" to get top deals in Old Town Winter Park.
What is there to do around this Winter Park neighborhood?
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.

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