An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Exterior

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (813 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is AED 291
AED 321 total
includes taxes & fees
1 Jul - 2 Jul
Baymont by Wyndham Winchester
Exterior

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very Good, (1,000 reviews)
"Good place to stay at"
United States
douglas
The price is AED 331
AED 364 total
includes taxes & fees
25 Jun - 26 Jun
Best Western Winchester Hotel
Exterior

Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (158 reviews)
"The pool was very nice "
United States
Todd
The price is AED 239
AED 263 total
includes taxes & fees
26 Jun - 27 Jun
Value Stay
Front of property - evening/night

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.2 out of 10, Wonderful, (572 reviews)
"Clean room, good breakfast, friendly staff."
United States
Blake
The price is AED 466
AED 514 total
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Express Lexington East - Winchester by IHG
Exterior

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (368 reviews)
"CLOSED"
United States
alene
The price is AED 281
AED 310 total
includes taxes & fees
21 Jul - 22 Jul
Comfort Inn Winchester
Exterior

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (471 reviews)
"Room was nice, hotel is quiet, and breakfast was clean and organized."
United States
Andrew
The price is AED 521
AED 574 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn Winchester
Exterior

The Winchester

The Winchester
Winchester
8.4 out of 10, Very Good, (7 reviews)
"I rented this house for my bridesmaids. It was a great location and house. The owner was accommodating and replied quickly "
United States
Karissa A.
The price is AED 545
AED 1,136 total
includes taxes & fees
5 Jul - 6 Jul
The Winchester
Exterior

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Winchester
10.0 out of 10, Exceptional, (45 reviews)
"The host was very accomidating and hospitible. It was the perfect location for our trip. "
United States
MacKendrie P.
The price is AED 816
AED 1,118 total
includes taxes & fees
6 Jul - 7 Jul
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Exterior

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
Winchester
9.8 out of 10, Exceptional, (9 reviews)
"Very homey place to stay! Nice neighborhood!"
United States
Tim T.
The price is AED 545
AED 1,136 total
includes taxes & fees
2 Jul - 3 Jul
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
Exterior

River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky
Winchester
7.6 out of 10, Good, (5 reviews)
"We loved the house, the hosts were great and super communicative! The house is also close to Lexington and Winchester so we had plenty to do and places to eat out! "
United States
Maeve R.
The price is AED 663
AED 1,646 total
includes taxes & fees
28 Jun - 29 Jun
River Relaxation - Calm Riverfront Home in Winchester Kentucky
Exterior

Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,000 reviews)
"Nice hotel, conveniently located, friendly staff, very clean rooms"
United States
Aman
The price is AED 203
AED 224 total
includes taxes & fees
25 Jun - 26 Jun
Super 8 by Wyndham Richmond
Cabin, 2 Bedrooms, Kitchen | Terrace/patio

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,938 reviews)
"Great area Nice place to stay"
United States
Julie
The price is AED 449
AED 495 total
includes taxes & fees
19 Jul - 20 Jul
Natural Bridge State Resort Park
BBQ/picnic area

Asbury Inn & Suites

Asbury Inn & Suites
3.0 star property
Wilmore
9.6 out of 10, Exceptional, (511 reviews)
"Great place to stay"
United States
Amanda
The price is AED 474
AED 522 total
includes taxes & fees
25 Jun - 26 Jun
Asbury Inn & Suites
Exterior

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (234 reviews)
"Great place to stay"
United States
Sharon
The price is AED 322
AED 374 total
includes taxes & fees
5 Jul - 6 Jul
Tru By Hilton Lexington Hamburg
Exterior

Hampton Inn Lexington South-Keeneland/Airport

Hampton Inn Lexington South-Keeneland/Airport
2.5 star property
Beaumont Residential
8.2 out of 10, Very Good, (622 reviews)
"The staff were helpful and nice. The breakfast was great. Everything lived up to what you expect from a Hampton Inn."
United States
Gretchen
The price is AED 283
AED 329 total
includes taxes & fees
5 Jul - 6 Jul
Hampton Inn Lexington South-Keeneland/Airport
Exterior

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
Georgetown
8.8 out of 10, Excellent, (1,005 reviews)
"Clean and well maintained property. Enjoyed the hotel."
United States
Gabe
The price is AED 267
AED 294 total
includes taxes & fees
19 Jul - 20 Jul
Country Inn & Suites by Radisson, Georgetown, KY
Comfort Single Room | Interior

Hotel Thoroughbred

Hotel Thoroughbred
2.0 star property
Paris
10.0 out of 10, Exceptional, (14 reviews)
"Hotel was everything I had expected. Staff were exceptionally courteous and friendly."
United States
Cynthia
The price is AED 497
AED 548 total
includes taxes & fees
1 Jul - 2 Jul
Hotel Thoroughbred
Exterior

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2,190 reviews)
"Hotel staff were great, the rooms were clean And the price was reasonable. Would definitely stay again."
United States
Terry
The price is AED 345
AED 401 total
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express Lexington Horse Park Area by IHG
Terrace/patio

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 star property
Lexington
8.4 out of 10, Very Good, (708 reviews)
"Very nice resort."
United States
Doreen
The price is AED 379
AED 513 total
includes taxes & fees
28 Jun - 29 Jun
Marriott Lexington Griffin Gate Golf Resort & Spa
Exterior

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
8.8 out of 10, Excellent, (1,172 reviews)
"Nice place to stay."
United States
Guy
The price is AED 332
AED 386 total
includes taxes & fees
28 Jun - 29 Jun
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
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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Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

10/10 Excellent
"I love staying at this hotel every time we go up to Ohio. We always stay here on the way up and then on the way back from our vacation. Rates are always great. I love that You can have two dogs and Pets stay free. That is a big, huge, huge bonus. The beds are amazing friendly staff good breakfast clean rooms. I love the shampoo and conditioner that they use the only thing this time the room we stayed in the air conditioner was not working the greatest. We had to turn it all the way down to like 57 just to get the room cold because the high setting did not really pump much cold air out but other than that it’s my favorite hotel."
Kirsten 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg