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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Recommended hotels in Winchester

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 S$93
includes taxes & fees
28 Jun - 29 Jun
Value Stay

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 S$136
includes taxes & fees
28 Jun - 29 Jun
Best Western Winchester Hotel

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (816 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is S$109
includes taxes & fees
26 Jul - 27 Jul
Baymont by Wyndham Winchester

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 S$174
includes taxes & fees
28 Jul - 29 Jul
Holiday Inn Express Lexington East - Winchester by IHG

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (369 reviews)
"CLOSED"
United States
alene
The price is S$106
includes taxes & fees
28 Jul - 29 Jul
Comfort Inn Winchester

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 S$202
includes taxes & fees
28 Jul - 29 Jul
Hampton Inn Winchester

Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (682 reviews)
"For the price, it was a great location and would stay there again."
United States
marion
The price is S$126
includes taxes & fees
5 Jul - 6 Jul
Black Bear Lodge Motel

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,939 reviews)
"Great area Nice place to stay"
United States
Julie
The price is S$181
includes taxes & fees
12 Jul - 13 Jul
Natural Bridge State Resort Park

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 S$104
includes taxes & fees
4 Jul - 5 Jul
Hampton Inn Lexington South-Keeneland/Airport

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, (2,198 reviews)
"Hotel staff were great, the rooms were clean And the price was reasonable. Would definitely stay again."
United States
Terry
The price is S$147
includes taxes & fees
4 Jul - 5 Jul
Holiday Inn Express Lexington Horse Park Area by IHG

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (236 reviews)
"Great place to stay"
United States
Sharon
The price is S$133
includes taxes & fees
5 Jul - 6 Jul
Tru By Hilton Lexington Hamburg

Home2 Suites By Hilton Richmond, Ky

Home2 Suites By Hilton Richmond, Ky
3.0 star property
Richmond
9.6 out of 10, Exceptional, (249 reviews)
"This Hotel was 1 year old and still smelled Brand New. One of the nicest and cleanest places we have stayed. We definitely will stay here again."
United States
Lisa
The price is S$186
includes taxes & fees
5 Jul - 6 Jul
Home2 Suites By Hilton Richmond, Ky

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (761 reviews)
"Good place to stay and very convenient to walk to Cattlemen’s who have delicious food and drinks."
United States
Teresa
The price is S$128
includes taxes & fees
28 Jun - 29 Jun
Comfort Inn & Suites Mount Sterling

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, (1,003 reviews)
"Clean and well maintained property. Enjoyed the hotel."
United States
Gabe
The price is S$103
includes taxes & fees
26 Jul - 27 Jul
Country Inn & Suites by Radisson, Georgetown, KY

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 S$79
includes taxes & fees
5 Jul - 6 Jul
Super 8 by Wyndham Richmond

Hotel Thoroughbred

Hotel Thoroughbred
2.0 star property
Paris
10.0 out of 10, Exceptional, (15 reviews)
"Hotel was everything I had expected. Staff were exceptionally courteous and friendly."
United States
Cynthia
The price is S$195
includes taxes & fees
5 Jul - 6 Jul
Hotel Thoroughbred
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

Find out more about Winchester

Winchester Aparthotels information

Number of reviews
10,152
Accommodation
0 Aparthotels
Lowest Price
S$79
Highest Price
S$202

Frequently asked questions

What should I expect during my aparthotel stay in Winchester?
When you choose an aparthotel or serviced apartment in Winchester, you'll probably be more centrally situated. Any visit to a new destination can be a culinary trip, so why not visit the area's restaurants? You can also come to Winchester for its coffee shops and shopping.
How many aparthotels are available in Winchester?
Bookable on Expedia, you'll find 17 hotels and other lodging options in Winchester. Although you won't find many aparthotels, we can help you find similar places to stay such as apartments or condos.
What are the must-see places to visit in Winchester?
Community Park and The Holler are a couple of scenic spots to enjoy the outdoors, whereas Bluegrass Heritage Museum is one of the cultural attractions. Other places in town to visit include Wiseman Park and Winchester Traveling Trail.
What is an aparthotel?
An aparthotel is both a hotel and an apartment, offering the amenities you expect in a traditional hotel, and more space and privacy, as found in an apartment. These accommodation options are often situated in central Winchester, where you can live like a local. Enjoy making home-cooked meals in the full kitchen or kitchenette and having extra space to spread out while you're in town.

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