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Recommended hotels in Winchester

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
9.4 out of 10, Exceptional, (524)
"The room was clean, bed was very comfortable and the staff couldn’t have been nicer!"
United States
Stevy
The price is S$138
includes taxes & fees
19 Jan - 20 Jan, 2026
Holiday Inn Express Lexington East - Winchester by IHG

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
8.4 out of 10, Very good, (1000)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is S$103
includes taxes & fees
25 Dec - 26 Dec
Best Western Winchester Hotel

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (452)
"Would stay there again"
United States
Patricia
The price is S$175
includes taxes & fees
11 Jan - 12 Jan, 2026
Hampton Inn Winchester

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
7.0 out of 10, Good, (352)
"The pool had no water. There was no pool available. There wasn't any hot water in our room. Unless you run it for 15/20 min"
United States
teresa
The price is S$103
includes taxes & fees
11 Jan - 12 Jan, 2026
Comfort Inn Winchester

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
7.2 out of 10, Good, (771)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
The price is S$115
includes taxes & fees
30 Dec - 31 Dec
Baymont by Wyndham Winchester

Motel in Winchester

Value Stay
2.0 star property
7.8 out of 10, Good, (125)
"Awesome rooms and service"
United States
Brandon
The price is S$95
includes taxes & fees
21 Dec - 22 Dec
Value Stay

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
6.4 out of 10, (587)
"Great stay"
United States
Walter
The price is S$89
includes taxes & fees
23 Dec - 24 Dec
Red Roof Inn Winchester - Lexington East

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Clean and comfortable traveler's hotel with a friendly staff."
United States
Joy
The price is S$112
includes taxes & fees
20 Jan - 21 Jan, 2026
Country Inn & Suites by Radisson, Georgetown, KY

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
9.0 out of 10, Wonderful, (1003)
"The room was clean, staff so kind"
United States
Flor
The price is S$127
includes taxes & fees
21 Dec - 22 Dec
Quality Inn Richmond

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
8.8 out of 10, Excellent, (1230)
"Friendly and Clean!"
United States
Roy
The price is S$131
includes taxes & fees
22 Dec - 23 Dec
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.5 star property
8.6 out of 10, Excellent, (1785)
"Front desk staff was super nice, room was perfect as we were hiking and needed a place to relax and get some sleep! "
United States
Kathy
Natural Bridge State Resort Park

Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG
2.5 star property
8.8 out of 10, Excellent, (572)
"Room was super clean and the woman at the front desk was really nice and very helpful"
United States
mark
The price is S$127
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Express & Suites Mt Sterling North by IHG

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
7.6 out of 10, Good, (704)
"We stay here anytime we are in town "
United States
Donn
The price is S$105
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn & Suites Mount Sterling

Everhome Suites Lexington - Horse Park

Everhome Suites Lexington - Horse Park
2.5 star property
9.2 out of 10, Wonderful, (419)
"Great place!"
United States
Wendy
The price is S$115
includes taxes & fees
21 Dec - 22 Dec
Everhome Suites Lexington - Horse Park

Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Clean room, close to restaurants"
United States
andrea
The price is S$126
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn Lexington - Hamburg by IHG

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
8.6 out of 10, Excellent, (1003)
"Room was clean, staff was great, breakfast was good, nice selection."
United States
Michael
The price is S$106
includes taxes & fees
19 Jan - 20 Jan, 2026
Fairfield Inn & Suites by Marriott Lexington North

Hampton Inn Lexington South-Keeneland/Airport

Hampton Inn Lexington South-Keeneland/Airport
2.5 star property
8.2 out of 10, Very good, (561)
"Very clean, nice and quiet, and staff was very kind and friendly, Easy check in."
United States
Ronald
The price is S$122
includes taxes & fees
2 Jan - 3 Jan, 2026
Hampton Inn Lexington South-Keeneland/Airport

Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing
2.5 star property
9.4 out of 10, Exceptional, (238)
"Excellent staff wonderful stay"
United States
Tim
The price is S$127
includes taxes & fees
4 Jan - 5 Jan, 2026
Hampton Inn Nicholasville Brannon Crossing
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

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Winchester Aparthotels information

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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 19 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?
College Park and GRCHS Baseball Field 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 Cassell Creek Golf Course and Winchester Opera House.
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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