Find hotels in Winchester, KY from 1.284.719 ₫

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Check prices for these dates

Tonight
17 Apr - 18 Apr
Tomorrow
18 Apr - 19 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 Apr

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Our top choices for Winchester hotels

Free daily full breakfast

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,001 reviews)
"Room was fine. Fairly clean. King size bed was old."
United States
Heather
The price is 2.376.651 ₫
2.620.019 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Best Western Winchester Hotel
Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets

Value Stay

Value Stay
2.0 star property
Winchester
7.8 out of 10, Good, (136 reviews)
"Don't let the outside fool you. My room was super clean with brand new appliances..Fast and easy check in, staff was polite. If your looking for a cheap room just to lay your head down you can't go wrong here."
United States
Gary
The price is 1.165.412 ₫
1.284.719 ₫ total
includes taxes & fees
7 May - 8 May
Value Stay
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (787 reviews)
"Great stay and the bed was extremely comfortable "
United States
Kasey
The price is 2.101.772 ₫
2.316.994 ₫ total
includes taxes & fees
17 May - 18 May
Baymont by Wyndham Winchester
In-room safe, desk, laptop workspace, blackout curtains

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, (557 reviews)
"Clean room, great hot fresh breakfast "
United States
Bob
The price is 3.265.912 ₫
3.600.342 ₫ total
includes taxes & fees
30 Apr - 1 May
Holiday Inn Express Lexington East - Winchester by IHG
Lobby

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (462 reviews)
"Clean area all around. Second time staying there. I would stay again for sure. "
United States
Cody
The price is 3.412.351 ₫
3.761.775 ₫ total
includes taxes & fees
17 May - 18 May
Hampton Inn Winchester
Indoor pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (360 reviews)
"Very nice "
United States
Ronald
The price is 1.826.804 ₫
2.013.870 ₫ total
includes taxes & fees
16 May - 17 May
Comfort Inn Winchester
Exterior

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
Winchester
6.4 out of 10, (593 reviews)
"Great workers showed us plenty respect clean as a whistle would recommend to anybody"
United States
Kimberly
The price is 1.766.173 ₫
1.947.031 ₫ total
includes taxes & fees
12 May - 13 May
Red Roof Inn Winchester - Lexington East
Standard Room, 2 Queen Beds | Desk, blackout curtains, iron/ironing board, free WiFi

Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.6 out of 10, Good, (1,001 reviews)
"Staff was extremely friendly at check in and check out, and we had a fine stay for a quick overnight "
United States
Laura
The price is 1.455.119 ₫
1.604.186 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Super 8 by Wyndham Richmond
Terrace/patio

Home2 Suites By Hilton Richmond, Ky

Home2 Suites By Hilton Richmond, Ky
3.0 star property
Richmond
9.6 out of 10, Exceptional, (210 reviews)
"Great place to stay close to everything "
United States
Jeannette
The price is 2.785.928 ₫
3.071.207 ₫ total
includes taxes & fees
2 May - 3 May
Home2 Suites By Hilton Richmond, Ky
Indoor pool

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, (1,000 reviews)
"Nice clean room, the staff were wonderful. "
United States
Jay
The price is 2.415.721 ₫
2.663.090 ₫ total
includes taxes & fees
10 May - 11 May
Country Inn & Suites by Radisson, Georgetown, KY
Cabin, 2 Bedrooms, Kitchen | Living area | 32-inch flat-screen TV with cable channels, TV

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,849 reviews)
"What a great staff Very clean, friendly hotel Def will stay again"
United States
Loreli
The price is 2.748.370 ₫
3.029.660 ₫ total
includes taxes & fees
3 May - 4 May
Natural Bridge State Resort Park
Exterior

Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (647 reviews)
"We have stayed here before. It is affordable, the staff is great (I accidently reserved the wrong dates and they were able to fix it and accommodate me on the dates I needed) The area was quiet on this trip as it was out of season. "
United States
Connie
The price is 2.317.656 ₫
2.554.952 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Black Bear Lodge Motel
Indoor pool

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (735 reviews)
"Room was very clean, check in was a breeze. "
United States
Emily
The price is 2.543.197 ₫
2.803.621 ₫ total
includes taxes & fees
10 May - 11 May
Comfort Inn & Suites Mount Sterling
Interior entrance

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay."
United States
Matthew
The price is 2.607.462 ₫
2.874.529 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Quality Inn Richmond
Indoor pool, pool loungers

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, (1,140 reviews)
"Staff was very sweet, and hotel was very comfortable!"
United States
Alexandra
The price is 2.535.823 ₫
2.943.329 ₫ total
includes taxes & fees
17 May - 18 May
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

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, (2,174 reviews)
"Great location and staff. "
United States
Melissa
The price is 2.581.124 ₫
2.995.948 ₫ total
includes taxes & fees
3 May - 4 May
Holiday Inn Express Lexington Horse Park Area by IHG
Lobby sitting area

Ramada Limited Mount Sterling

Ramada Limited Mount Sterling
2.0 star property
Mount Sterling
7.0 out of 10, Good, (805 reviews)
"The mattress was worn out breakfast was subpar and the pool was closed. "
United States
Alan
The price is 2.126.713 ₫
2.344.488 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Ramada Limited Mount Sterling
Indoor pool

Hampton Inn Richmond

Hampton Inn Richmond
2.5 star property
Richmond
9.2 out of 10, Wonderful, (1,000 reviews)
"Wonderful staff, breakfast was great and the room was awesome. "
United States
Cara
The price is 2.787.087 ₫
3.072.485 ₫ total
includes taxes & fees
11 May - 12 May
Hampton Inn Richmond
Snack bar

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (197 reviews)
"Great place to stay"
United States
Sharon
The price is 2.721.242 ₫
3.158.544 ₫ total
includes taxes & fees
14 May - 15 May
Tru By Hilton Lexington Hamburg
Exterior

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
Lexington
8.6 out of 10, Excellent, (1,002 reviews)
"Friendly staff and great breakfast "
United States
Robert na
The price is 2.552.152 ₫
2.962.283 ₫ total
includes taxes & fees
12 May - 13 May
Fairfield Inn & Suites by Marriott Lexington North
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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Stay near popular Winchester attractions

Winchester Traveling Trail

This serene mile-long pathway winds through meadows of Kentucky bluegrass, offering a peaceful escape. Benches and shaded areas make it perfect for a leisurely morning stroll with your leashed dog.
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Bluegrass Heritage Museum

3.7/5 (13 reviews)
This Romanesque Revival building houses three floors of exhibits chronicling the Bluegrass region's rich heritage. Explore the preserved historic operating room and discover local artefacts spanning centuries.
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Learn more about Winchester

Stroll through charming city centre streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.

See all hotels in Winchester
MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

Top Winchester Hotel Reviews

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

10/10 Excellent
"We had a very nice stay. Our room was very clean and we had a great breakfast. "
Kathryn 1-night trip
Posted 10 hours ago
Holiday Inn Express Lexington Horse Park Area by IHG

More cheap stays in Winchester

Motel 6 Lexington, KY - Airport

Motel 6 Lexington, KY - Airport

750 Newtown Court Lexington KY
The price is 1.422.198 ₫ per night from 13 May to 14 May
1.422.198 ₫
1.650.746 ₫ total
13 May - 14 May
includes taxes & fees
6/10 (1,003 reviews)

Hotels in Winchester with star rating

Frequently asked questions

What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.