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.

Search Inns in Winchester

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.

1. Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (480 reviews)
"Nice clean hotel. No complaints."
United States
Jeff
$115 nightly
The price is $127
Sep 13 - Sep 14
Total with taxes and fees
Hampton Inn Winchester
A hotel room with a large bed, a desk with a chair, a window with a view of the outside, and a wall-mounted TV.

2. Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.4 out of 10, Exceptional, (597 reviews)
"The property is coveniently located near food, shopping, and the movies. The staff is very helpful. Breakfast is nice (but the pancake machine was broken and eggs were overcooked). Overall, great location and rooms."
United States
Brian
$109 nightly
The price is $120
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express Lexington East - Winchester by IHG
A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.

3. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,002 reviews)
"A nice place to stay from top to bottom For the fee--fantastic value!"
United States
Joey
$82 nightly
The price is $91
Sep 10 - Sep 11
Total with taxes and fees
Best Western Winchester Hotel
A swimming pool with wooden walls and large windows offering views of greenery.

4. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (843 reviews)
"Very accommodating unlike some other hotels I am disabled asked for first floor and they did accommodate me. Pool was clean room was clean. I travel from Arkansas to Pennsylvania for 1 week every month this is my 2nd month staying there I will definitely continue to use this hotel."
United States
Jason
$79 nightly
The price is $87
Sep 14 - Sep 15
Total with taxes and fees
Baymont by Wyndham Winchester
A hotel room with a bed, a desk, a chair, a desk lamp, a window with curtains, an air conditioner, and a view of the outside.

5. Value Stay

Value Stay
2.0 star property
Winchester
7.4 out of 10, Good, (172 reviews)
"It was an inexpensive stay and provided a basic but clean and comfortable room."
United States
Robert
$53 nightly
The price is $59
Oct 6 - Oct 7
Total with taxes and fees
Value Stay
An indoor swimming pool with tiled flooring, orange walls, and potted plants.

6. Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (382 reviews)
"I like hire helpful they are here"
United States
Slick
$73 nightly
The price is $80
Sep 13 - Sep 14
Total with taxes and fees
Comfort Inn Winchester
A black leather sofa with a center console, a glass table, and two boxes on the table.

7. The Winchester

The Winchester
Winchester
8.6 out of 10, Excellent, (11 reviews)
"The house was clean and had all amenities needed. Love the location and was adorable. Wish I could have stayed longer. Love that there is a park across the street and the neighbors were very friendly"
United States
Gina
$283 nightly
The price is $311
Sep 7 - Sep 8
Total with taxes and fees
The Winchester
A kitchen with white cabinets, a stainless steel oven, and a dishwasher.

8. 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, (12 reviews)
"Very homey place to stay! Nice neighborhood!"
United States
Tim T.
$283 nightly
The price is $311
Sep 7 - Sep 8
Total with taxes and fees
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
A compact kitchen with a refrigerator, microwave, stove, and a dining area with a table and chairs.

9. 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, (49 reviews)
"We stayed there for a weekend of going to keeneland race track, it was a little far from the track 40 minutes to an hour depending on traffic, but such a nice place at a fair price that we will definitely stay there again."
United States
tracy d.
$299 nightly
The price is $329
Sep 7 - Sep 8
Total with taxes and fees
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
An indoor swimming pool with a wooden ceiling, tiled walls, and a seating area with chairs and a table.

10. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,205 reviews)
"Great hotel value for the price!!!"
United States
Thomas
$90 nightly
The price is $104
Sep 22 - Sep 23
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
A modern hotel with a prominent red and grey facade, multiple windows, and a well-lit entrance.

11. avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG
2.5 star property
Lexington
9.2 out of 10, Wonderful, (1,008 reviews)
"The property itself was very clean and well maintained."
United States
Justin
$93 nightly
The price is $108
Sep 9 - Sep 10
Total with taxes and fees
avid hotel Lexington - Hamburg Area by IHG
A modern food court with a variety of food stalls, a coffee station, and a seating area with a view of the outside.

12. Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (272 reviews)
"It was great to stay"
United States
fatih
$89 nightly
The price is $104
Sep 21 - Sep 22
Total with taxes and fees
Tru By Hilton Lexington Hamburg
A hotel lobby with blue walls, a seating area with blue chairs, a bar, and artwork on the walls.

13. GuestHouse Lexington

GuestHouse Lexington
2.5 star property
Lexington
8.4 out of 10, Very Good, (1,657 reviews)
"Close to everything the staff was excellent clean and quiet rooms"
United States
Michael
$70 nightly
The price is $82
Sep 14 - Sep 15
Total with taxes and fees
GuestHouse Lexington
A spacious lobby with a modern design, featuring a blue sofa, yellow armchairs, and a dining area with blue chairs.

14. Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
Lexington
8.6 out of 10, Excellent, (1,002 reviews)
"Staff was great, rooms were clean, gym was small but adequate."
United States
Tabitha
$101 nightly
The price is $117
Sep 8 - Sep 9
Total with taxes and fees
Hyatt Place Lexington
A spacious living room with a blue sofa, a grey armchair, and a fireplace.

15. Comfort Inn Lexington I-75

Comfort Inn Lexington I-75
2.5 star property
Lexington
7.4 out of 10, Good, (812 reviews)
"Parking is around to the side of the building on a lower level - but we just unloaded at the main door onto a trolley & then parked. Room was very spacious & clean. Elevator was fast & AC in room worked great!"
United States
Barbie
$74 nightly
The price is $86
Sep 8 - Sep 9
Total with taxes and fees
Comfort Inn Lexington I-75
A large indoor swimming pool with a tiled floor, surrounded by large windows and a seating area with tables and chairs.

16. 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, (2,248 reviews)
"Great stay!"
United States
Joel
$96 nightly
The price is $111
Sep 13 - Sep 14
Total with taxes and fees
Holiday Inn Express Lexington - Horse Park Area by IHG
A spacious kitchen with granite countertops, wooden bar stools, and a large island.

17. Hilton Garden Inn Lexington Hamburg

Hilton Garden Inn Lexington Hamburg
3.0 star property
Liberty Area
8.6 out of 10, Excellent, (931 reviews)
"Will definitely stay here again in the future for my business trips"
United States
Joshua
$87 nightly
The price is $101
Sep 13 - Sep 14
Total with taxes and fees
Hilton Garden Inn Lexington Hamburg
A restaurant with booths and tables, a stone pillar, and a TV screen.

18. Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location Easy access Great dining"
United States
MARIA
$99 nightly
The price is $115
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Lexington - Hamburg by IHG
An outdoor seating area with a fire feature, yellow chairs, and a colorful sofa.

19. Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg
3.0 star property
Lexington
9.2 out of 10, Wonderful, (1,003 reviews)
"Clean, well maintained property, helpfull staff, great breakfast options"
United States
Mike
$114 nightly
The price is $132
Sep 13 - Sep 14
Total with taxes and fees
Home2 Suites by Hilton Lexington Hamburg
A hotel room with two beds, a desk, a lamp, a painting, and a window with curtains.

20. Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,004 reviews)
"Wonderful, helpful and friendly staff comfortable room with nice bed and pillows"
United States
Richard
$51 nightly
The price is $57
Sep 14 - Sep 15
Total with taxes and fees
Super 8 by Wyndham Richmond
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

The Manchester

The Manchester

10/10 Excellent
"Excellent"
Jodi 2-night trip
Posted 2 hours ago
The Manchester

Find out more about Winchester

Winchester Inns information

Number of reviews
5,888
Accommodation
0 Inns
Lowest Price
$57
Highest Price
$329

Explore a world of travel with Expedia