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 Apart Hotels in Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

In-room safe, desk, laptop workspace, blackout curtains

1. 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, (590 reviews)
"The highlight was the staff so very kind and accommodating"
United States
Kristina
The price is S$144
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express Lexington East - Winchester by IHG
Select Comfort beds, in-room safe, desk, laptop workspace

2. Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (477 reviews)
"Friendly staff"
United States
John
The price is S$138
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn Winchester
Free daily full breakfast

3. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,011 reviews)
"Good place to stay at"
United States
douglas
The price is S$120
includes taxes & fees
18 Aug - 19 Aug
Best Western Winchester Hotel
Indoor pool

4. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (835 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is S$107
includes taxes & fees
18 Aug - 19 Aug
Baymont by Wyndham Winchester
Free WiFi, bed sheets

5. Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (167 reviews)
"It was an inexpensive stay and provided a basic but clean and comfortable room."
United States
Robert
The price is S$83
includes taxes & fees
15 Aug - 16 Aug
Value Stay
Pool

6. Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (378 reviews)
"It was fun"
United States
Slick
The price is S$110
includes taxes & fees
31 Aug - 1 Sept
Comfort Inn Winchester
Indoor pool, pool loungers

7. 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, (1,198 reviews)
"We loved staying there and we can’t wait for our next stay!!!"
United States
Lisa
The price is S$134
includes taxes & fees
7 Sept - 8 Sept
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Exterior

8. 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, (1,006 reviews)
"Convenient location and safe"
United States
James
The price is S$125
includes taxes & fees
18 Aug - 19 Aug
avid hotel Lexington - Hamburg Area by IHG
Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

9. 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, (2,213 reviews)
"Clean comfortable staff was friendly and breakfast was good"
United States
Caroline Rebecca
The price is S$132
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express Lexington - Horse Park Area by IHG
Indoor pool

10. Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (776 reviews)
"We stayed 3 nights and will definitely stay again. Our rooms were clean and cool, bed was comfortable, and the pool was great. The breakfast was really good and the staff was very friendly."
United States
Patsy
The price is S$128
includes taxes & fees
6 Sept - 7 Sept
Comfort Inn & Suites Mount Sterling
Snack bar

11. Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (259 reviews)
"Easy parking, friendly staff, great breakfast."
United States
nancy
The price is S$129
includes taxes & fees
23 Aug - 24 Aug
Tru By Hilton Lexington Hamburg
Desk, blackout curtains, iron/ironing board, free WiFi

12. Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,007 reviews)
"Comfortable bed."
Canada
Charles
The price is S$73
includes taxes & fees
15 Aug - 16 Aug
Super 8 by Wyndham Richmond
Indoor pool

13. Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area
2.5 star property
Lexington
8.6 out of 10, Excellent, (1,008 reviews)
"Clean, friendly hotel"
United States
David
The price is S$127
includes taxes & fees
9 Sept - 10 Sept
Hampton Inn I-75 Lexington/Hamburg Area
Lobby

14. Comfort Inn Lexington I-75

Comfort Inn Lexington I-75
2.5 star property
Lexington
7.4 out of 10, Good, (803 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
The price is S$108
includes taxes & fees
8 Sept - 9 Sept
Comfort Inn Lexington I-75
Exterior

15. Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,019 reviews)
"Great hotel well maintained!"
United States
Angela
The price is S$135
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Lexington - Hamburg by IHG
Lobby

16. Clarion Pointe Richmond North near University

Clarion Pointe Richmond North near University
2.5 star property
Richmond
8.2 out of 10, Very good, (1,000 reviews)
"Very friendly staff and great customer service"
United States
Piyush
The price is S$96
includes taxes & fees
17 Aug - 18 Aug
Clarion Pointe Richmond North near University
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

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

10/10 Excellent
"Wonderful staff! Clean rooms!! Super close and easy drive to horse park for PF 2026!!"
Laura 1-night trip
Posted 1 hour ago
Holiday Inn Express Lexington - Horse Park Area by IHG

Find out more about Winchester

Winchester Aparthotels information

Number of reviews
6,601
Accommodation
0 Aparthotels
Lowest Price
S$73
Highest Price
S$144

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?
You'll find plenty of places to stay in Winchester with 21 hotels and other lodging options. Although there aren't many apartments, we can help you find similar accommodation.
What are the must-see places to visit in Winchester?
Wiseman Park and Winchester Traveling Trail 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 Winchester Opera House and Clark County Courthouse.
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.

Explore a world of travel with Expedia