Skip to main content

Search hotels in Winchester, KY

Enter your dates to see the latest prices and deals for Winchester hotels

Winchester – 8 hotels and places to stay

Filter by:

Star Rating
Review score

Holiday Inn Express - Lexington East - Winchester by IHG

Hotel in Winchester

Located in Winchester and with Fort Boonesborough State Park reachable within 10 miles, Holiday Inn Express - Lexington East - Winchester by IHG provides express check-in and check-out, allergy-free...

R
Roman
From
Ukraine
Very clean hotel, nice bathroom. Quiet, We appreciated it very much
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 154 reviews
Price from
$116
1 night, 2 adults

Best Western Winchester Hotel

Hotel in Winchester

Located in Winchester, 10 miles from Fort Boonesborough State Park, Best Western Winchester Hotel provides accommodations with free WiFi and free private parking.

P
Pat Gerke
From
United States
Very clean, recently updated. Like staying at a Holiday inn Express without the price. Breakfast was good.
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 228 reviews
Price from
$89.24
1 night, 2 adults

Baymont by Wyndham Winchester

Hotel in Winchester

Located in Winchester, Baymont by Wyndham Winchester has air-conditioned rooms with free WiFi.

J
John
From
United States
Staff was super friendly and were great
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 187 reviews
Price from
$79.80
1 night, 2 adults

Hampton Inn Winchester KY

Hotel in Winchester

Located in Winchester and with Fort Boonesborough State Park reachable within 10 miles, Hampton Inn Winchester KY provides a seasonal outdoor swimming pool, non-smoking rooms, free WiFi throughout the...

J
Jessica
From
United States
One of the best breakfasts I have ever had at a hotel! The beds were so comfortable to sleep in, instantly was able to fall asleep.
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 73 reviews
Price from
$127.32
1 night, 2 adults

Red Roof Inn Winchester - Lexington East

Winchester

Located 3 minutes’ drive from Interstate 64, thisRed Roof Inn Winchester - Lexington East hotel is 17 minutes’ drive from the Lexington city center and 25 miles from the Kentucky Horse Park.

J
JASON
From
United States
Location, size of the room, the staff are awesome and it’s very clean. Very pet friendly!
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 115 reviews
Price from
$62.30
1 night, 2 adults

Value Stay

Winchester

Located within 10 miles of Fort Boonesborough State Park and 16 miles of Mets Center, Value Stay has rooms with air conditioning and a private bathroom in Winchester.

R
Richard
From
United States
The workers are good people and nice too
Scored out of 10, guest rating 6.3
Pleasant - What previous guests thought, 35 reviews
Price from
$59
1 night, 2 adults

La Quinta by Wyndham Lexington South / Hamburg

Lexington (Near Winchester)

This hotel features an indoor pool, this La Quinta Inn & Suites Lexington South/Hamburg hotel is a 20 mintues' drive from The University of Kentucky and Rupp Arena.

W
Wanda
From
0
Nice, very clean, staff was wonderful. I'd certainly recommend this place. I'd definitely stay again. The pool was very nice.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 1,646 reviews
Price from
$90.47
1 night, 2 adults

Hotel LEX, Trademark Collection by Wyndham

Lexington (Near Winchester)

Located in Lexington, 7.3 miles from Ashland The Henry Clay Estate, Hotel LEX, Trademark Collection by Wyndham provides accommodations with a fitness center, free private parking, a garden and a...

B
Beckum
From
United States
It was the most comfortable and cleanest place I’ve stayed at in Lexington the staff was great
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 781 reviews
Price from
$76.50
1 night, 2 adults

Days Inn Lexington SE Hamburg

Lexington (Near Winchester)

Days Inn Lexington SE Hamburg is located in Lexington, 7.3 miles from Ashland The Henry Clay Estate and 8.7 miles from The Arboretum.

C
Cornish
From
United States
I'm a truck driver so I like how i could park semi next door and have so many options for restaurants from a walking distance
Scored out of 10, guest rating 6.5
Pleasant - What previous guests thought, 188 reviews
Price from
$46.90
1 night, 2 adults

Comfort Inn Lexington I-75

Lexington (Near Winchester)

Located in Lexington, 7.2 miles from Ashland The Henry Clay Estate, Comfort Inn Lexington I-75 provides accommodations with a fitness center, free private parking and a shared lounge.

N
Nellis
From
United States
The property was clean and well maintained. The staff was very friendly and very accommodating.
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 185 reviews
Price from
$76.29
1 night, 2 adults
See all 8 hotels in Winchester

Hotels with parking in Winchester

Free parking
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 90 reviews
From $109.11 per night
Free parking
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 41 reviews
From $182.23 per night
Free parking
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 218 reviews
From $121.87 per night
Free parking
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 269 reviews
From $132.32 per night
Free parking
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 732 reviews
From $106.78 per night
Free parking
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 114 reviews
From $106.35 per night
Free parking
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 396 reviews
From $106.91 per night
Free parking
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 781 reviews
From $101.62 per night
Free parking
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 300 reviews
From $128 per night
Accessible parking
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 123 reviews
From $113.26 per night

Most booked hotels in Winchester and surrounding area in the past month

See all

Popular with guests booking hotels in Winchester

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 73 reviews

Popular with guests booking hotels in Winchester

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 154 reviews

Popular with guests booking hotels in Winchester

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 228 reviews

Popular with guests booking hotels in Winchester

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 187 reviews

Popular with guests booking hotels in Colby

Popular with guests booking hotels in Rahimyar Khan

See reviews by guests who stayed at hotels in Winchester

See all
From $172.02 per night
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 73 reviews
I have for many years used the Hampton brand thinking the premium in price was worth it , twice now I have been left disappointed and out of pocket , I don't know if the whole brand is having issues or I have just been unlucky. The overall hotel is nice .
Guest review by
john
United Kingdom
From $91.11 per night
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 187 reviews
The location right off the highway was very convenient. The owner/staff were very friendly and accommodating. The room was VERY spacious and comfortable. It was more like a suite than just a hotel room.
Guest review by
Jill
United States
From $137.80 per night
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 154 reviews
Room was great; staff was super nice and friendly; parking was great- hotel was quiet all night
Guest review by
Tim
United States
From $89.01 per night
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 228 reviews
Very friendly staff, gave a good recommendation for dinner. Hotel is older but clean.
Guest review by
Jacqueline
United States
From $137.80 per night
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 154 reviews
very clean and updated hotel.
Guest review by
Brenda
United States