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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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7
No exact matches found, but these alternatives could be just right

Recommended hotels in 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.

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, (606 reviews)
The price is CA $139
CA $154 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Lexington East - Winchester by IHG
A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.

2. Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (485 reviews)
"This is one of the NICEST hotels that I have stayed at in a long time. The quality of the furnishings, building materials used in the rooms, comfort of the bed, outstanding breakfast and friendly staff all made our stay wonderful. If I am in the area again in the future, I will definitely stay at this hotel!"
United States
Jacqueline
The price is CA $157
CA $173 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Winchester
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
8.4 out of 10, Very good, (1,007 reviews)
"They have a really good Breakfast..."
United States
David
The price is CA $129
CA $142 total
includes taxes & fees
Oct 14 - Oct 15
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, (856 reviews)
"Room was clean beds were comfortable"
United States
Ronald
The price is CA $109
CA $120 total
includes taxes & fees
Oct 14 - Oct 15
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, (181 reviews)
"Room clean and welcoming staff."
United States
Gayle
The price is CA $77
CA $85 total
includes taxes & fees
Oct 21 - Oct 22
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, (391 reviews)
"Pool was closed other than that overall good hotel"
United States
james
The price is CA $112
CA $123 total
includes taxes & fees
Nov 3 - Nov 4
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
The price is CA $193
CA $422 total
includes taxes & fees
Oct 14 - Oct 15
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
9.4 out of 10, Exceptional, (13 reviews)
"Very homey place to stay! Nice neighborhood!"
United States
Tim T.
The price is CA $193
CA $422 total
includes taxes & fees
Oct 15 - Oct 16
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, (50 reviews)
"The layout of the Farmhouse with suites was perfect for for families traveling together. It allowed for each family to have plenty of private time."
United States
Linda G.
The price is CA $346
CA $473 total
includes taxes & fees
Oct 18 - Oct 19
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
A two-story wooden cabin with a balcony, surrounded by trees.

10. River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky
Winchester
7.8 out of 10, Good, (6 reviews)
"Good communication, great location and peaceful! Back deck to River does need a little work but it was overall a good stay! "
United States
Polly H.
The price is CA $260
CA $643 total
includes taxes & fees
Nov 8 - Nov 9
River Relaxation - Calm Riverfront Home in Winchester Kentucky
An indoor swimming pool with a wooden ceiling, tiled walls, and a seating area with chairs and a table.

11. 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, (1,188 reviews)
"Comfy beds, clean, quiet, good breakfast."
United States
Sheila
The price is CA $125
CA $145 total
includes taxes & fees
Oct 18 - Oct 19
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.

12. avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG
3.0 star property
Lexington
9.2 out of 10, Wonderful, (1,004 reviews)
"Nice hotel."
United States
Beth
The price is CA $130
CA $151 total
includes taxes & fees
Nov 11 - Nov 12
avid hotel Lexington - Hamburg Area by IHG
A spacious living room with a blue sofa, a grey armchair, and a fireplace.

13. Comfort Inn Lexington I-75

Comfort Inn Lexington I-75
2.5 star property
Lexington
7.4 out of 10, Good, (831 reviews)
"Nice place to stay friendly staff!"
United States
Steve
The price is CA $106
CA $123 total
includes taxes & fees
Nov 10 - Nov 11
Comfort Inn Lexington I-75
A hotel lobby with blue walls, a seating area with blue chairs, a bar, and artwork on the walls.

14. GuestHouse Lexington

GuestHouse Lexington
2.5 star property
Lexington
8.4 out of 10, Very good, (1,686 reviews)
"Friendly staff clean room awesome place to say"
United States
Angela
The price is CA $95
CA $111 total
includes taxes & fees
Oct 27 - Oct 28
GuestHouse Lexington
A coffee station with two coffee machines and a variety of coffee pods and cups.

15. Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG

Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG
2.5 star property
Lexington
9.2 out of 10, Wonderful, (694 reviews)
"Clean room near lots of good restaurants"
United States
Tim
The price is CA $139
CA $161 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG
An indoor swimming pool with clear glass walls, lounge chairs, and a ceiling with recessed lighting.

16. 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, (1,002 reviews)
"Really good stay"
United States
JJ
The price is CA $126
CA $147 total
includes taxes & fees
Nov 10 - Nov 11
Hampton Inn I-75 Lexington/Hamburg Area
A restaurant with booths and tables, a stone pillar, and a TV screen.

17. Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,004 reviews)
"Nice stay and good convenient location."
United States
John
The price is CA $133
CA $154 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Lexington - Hamburg 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.

18. Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (292 reviews)
"clean rooms, friendly staff perfect for our travels"
United States
Kristin
The price is CA $118
CA $137 total
includes taxes & fees
Nov 10 - Nov 11
Tru By Hilton Lexington Hamburg
Lobby

19. Fairfield Inn & Suites by Marriott Lexington East/I-75

Fairfield Inn & Suites by Marriott Lexington East/I-75
3.0 star property
Lexington
9.2 out of 10, Wonderful, (845 reviews)
"good convenient hotel on the outskirts of Lexington."
Canada
Dorin
The price is CA $120
CA $140 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Lexington East/I-75
A spacious lobby with a modern design, featuring a stone and wood bar, large windows, and a tiled floor.

20. Hotel Lex and Conference Center, Trademark Collection

Hotel Lex and Conference Center, Trademark Collection
3.0 star property
Lexington
8.0 out of 10, Very good, (822 reviews)
"Nothing to complain about, great stay! Pool & Arcade were a hit for the kids. Room was clean, beds were comfortable."
United States
Alicia
The price is CA $104
CA $120 total
includes taxes & fees
Oct 27 - Oct 28
Hotel Lex and Conference Center, Trademark Collection
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

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"Surprisingly clean and comfortable for the price! Staff was very professional and helpful."
Cheryl 1-night trip
Posted less than an hour ago
GuestHouse Lexington

Find out more about Winchester

Winchester Aparthotels information

Number of reviews
10,675
Accommodation
0 Aparthotels
Lowest Price
CA $85
Highest Price
CA $643

Frequently asked questions

What can I look forward to during my aparthotel stay in Winchester?
With an aparthotel stay in Winchester, you're likely to be located more centrally. Any visit to a new destination can be a culinary trip so why not visit the local restaurants? You can also come to Winchester for its coffeehouses and shopping.
What are some top aparthotels for a stay in Winchester?
Located 13.8 mi (22.2 km) from Winchester, Charming micro-unit with AC in Mt. Sterling is a favorite aparthotel and the apartment features a kitchenette and a private balcony along with hotel amenities like a fitness center.
How many aparthotels are there in Winchester?
Even though there aren't many aparthotels bookable on Expedia and located in Winchester, you'll find a lot of options for your stay with 23 lodging options. We can help you find options that are similar to an aparthotel such as an apartment or condo.
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 part hotel and part apartment, offering the amenities you expect at a traditional hotel, and the space and privacy of an apartment. Often these apartments will be located in the heart of Winchester, where you can connect with locals. Enjoy cooking in a fully-equipped kitchen and having some extra space to relax after a long day of sightseeing.

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