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Best Western Winchester Hotel

2.5 star property
Hotel near Bluegrass Heritage Museum in Winchester

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Photo gallery for Best Western Winchester Hotel

Free daily full breakfast
Standard Room, 2 Double Beds, Non Smoking, Kitchenette | Bathroom | Combined shower/tub, hair dryer, towels
Lobby sitting area
Exterior
Standard Room, 2 Double Beds, Non Smoking, Kitchenette | Desk, iron/ironing board, rollaway beds, bed sheets

Reviews

8.4 out of 10
Very good

Popular amenities

  • Pet friendly
  • Parking included
  • Air conditioning
  • Business services

Explore the area

View in a map
1307 W Lexington Ave, Winchester, KY, 40391
  • Place, Wiseman Park
    ‪18 min walk‬
  • Place, College Park
    ‪1 min drive‬
  • Place, Community Park
    ‪2 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪30 min drive‬

Room options

Queen Room with Two Queen Beds

  • Sleeps 4

View all photos for Double with 2 Double Beds

Desk, iron/ironing board, rollaway beds, bed sheets

Double with 2 Double Beds

  • Sleeps 4

View all photos for 2 Queen Beds, Non-smoking, Kitchenette, Sofa, Wi-fi, Full Breakfast

Desk, iron/ironing board, rollaway beds, bed sheets

2 Queen Beds, Non-smoking, Kitchenette, Sofa, Wi-fi, Full Breakfast

  • Sleeps 4

View all photos for Standard Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave

Standard Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Desk, iron/ironing board, rollaway beds, bed sheets

Standard Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave

8.8 out of 10
Excellent
(30 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds

View all photos for Standard Room, 2 Double Beds, Non Smoking, Kitchenette

Standard Room, 2 Double Beds, Non Smoking, Kitchenette | Desk, iron/ironing board, rollaway beds, bed sheets

Standard Room, 2 Double Beds, Non Smoking, Kitchenette

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds

View all photos for Standard Room, 2 Double Beds, Accessible, Non Smoking

Standard Room, 2 Double Beds, Accessible, Non Smoking | Desk, iron/ironing board, rollaway beds, bed sheets

Standard Room, 2 Double Beds, Accessible, Non Smoking

  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds

View all photos for Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Desk, iron/ironing board, rollaway beds, bed sheets

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

8.6 out of 10
Excellent
(16 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 King Bed, Non Smoking, Refrigerator & Microwave

Standard Room, 1 King Bed, Non Smoking, Refrigerator & Microwave | Desk, iron/ironing board, rollaway beds, bed sheets

Standard Room, 1 King Bed, Non Smoking, Refrigerator & Microwave

8.6 out of 10
Excellent
(21 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds, Non Smoking, Kitchenette

Standard Room, 2 Queen Beds, Non Smoking, Kitchenette | Desk, iron/ironing board, rollaway beds, bed sheets

Standard Room, 2 Queen Beds, Non Smoking, Kitchenette

  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds

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Exterior

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About the neighborhood

Winchester

In Winchester .You'll find Bluegrass Heritage Museum and Cassell Creek Golf Course within 3 miles (5 km) of this hotel. Lykins Park and Southwind Golf Course are also within 6 miles (10 km).

What's nearby

  • Wiseman Park - 18 min walk - 1.0 mile
  • College Park - 1 min drive - 1.3 miles
  • Community Park - 2 min drive - 1.3 miles
  • Fort Boonesborough State Park - 14 min drive - 10.7 miles
  • Kentucky Horse Park - 23 min drive - 26.3 miles

Getting around

  • Blue Grass Airport (LEX) - 29 min drive

Restaurants

  • McDonald's
  • ‪Dairy Queen - ‬2 min drive
  • ‪Taco Bell - ‬3 min drive
  • ‪Popeyes Louisiana Kitchen - ‬2 min drive
  • ‪Wendy's - ‬19 min walk

About this property

Best Western Winchester Hotel

Hotel near Bluegrass Heritage Museum in Winchester
Free breakfast is served daily. A computer station is on site and WiFi is free in public spaces. The business-friendly Best Western Winchester Hotel also features a seasonal outdoor pool, express check-out, and a television in a common area. Limited free parking is available on a first-come, first-served basis.

This Winchester hotel is smoke free.

  • 46 guestrooms or units
  • 2 levels
  • Full breakfast (free)
  • Front desk (24 hours)
  • Express check-out
  • Computer for guest use
  • Television in lobby
  • No smoking on site
Best Western Winchester Hotel offers 46 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and hair dryers. Guests can make use of the in-room refrigerators and microwaves. Rooms have partially open bathrooms. Bathrooms include shower/tub combinations.

37-inch flat-screen televisions come with premium cable channels. Business-friendly amenities include desks along with free local calls (restrictions may apply). Housekeeping is provided daily.

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Property amenities

Family friendly

  • In-room microwave
  • In-room refrigerator
  • Rollaway/extra bed (surcharge)
  • Seasonal outdoor pool

Internet

  • Available in all rooms: Internet access
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Limited onsite self parking
  • Wheelchair-accessible parking and van parking available

Food and drink

  • Free full breakfast available daily 5:30 AM to 9:00 AM

Things to do

  • Seasonal outdoor pool
  • TV in common areas

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Assistive listening devices
  • Stair-free path to entrance
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible van parking

Room amenities

Entertainment

  • 37-inch flat-screen TV with premium cable channels

Bedroom

  • Bedsheets provided
  • Rollaway/extra bed (surcharge)

Bathroom

  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

Food and drink

  • Coffee/tea maker
  • Microwave
  • Refrigerator

More

  • Access via exterior corridors
  • Air conditioning
  • Connecting rooms available
  • Desk
  • Free local calls
  • Iron/ironing board

Policies

Check-in

Check-in start time: 3 PM; Check-in end time: 6 AM
Late check-in subject to availability
Minimum check-in age: 21

Check-out

Check-out before 11 AM
Express check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Renovations and closures

The following facilities are closed seasonally each year. They will be closed from September 2 to May 31:
  • Swimming pool

Access methods

Staffed front desk

Pets

  • Pets: USD 20 per pet, per day
  • Maximum 2 (weight limit: 80 lbs per pet)
  • Certain rooms only, restrictions apply
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.
  • Kids stay free! Up to 3 children 10 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are available for USD 10.0 per day.
  • Cribs (infant beds) are not available.

Property payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet fee: USD 20 per pet, per day
  • Service animals are exempt from fees
  • Rollaway bed fee: USD 10.0 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
This property reserves the right to pre-authorize the guest's credit card prior to arrival.
Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
This property affirms that it follows the cleaning and disinfection practices of We Care Clean (Best Western)
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, JCB International, and Carte Blanche. Cash is not accepted. This property reserves the right to pre-authorize the guest's credit card prior to arrival. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation. This property affirms that it follows the cleaning and disinfection practices of We Care Clean (Best Western).

Parking for trucks and vehicles longer than 20 feet (6 meters) is not available. Parking is available on a first-come, first-served basis. Parking reservations are not accepted.

We should mention

  • The seasonal pool will open in June and close in August.
  • Up to 3 children 10 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • Pets are welcome in certain rooms only; other restrictions apply (please see the Fees section for related charges). To make arrangements for your pet, contact the property directly at the number on your booking confirmation.
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

Best Western Country Squire
Best Western Country Squire Motel
Best Western Country Squire Motel Winchester
Best Western Country Squire Winchester
Best Western Squire
Winchester Best Western
Best Western Winchester
Winchester Hotel Winchester
Best Western Winchester Hotel Hotel
Best Western Winchester Hotel Winchester
Best Western Winchester Hotel Hotel Winchester

Frequently asked questions

How close is Best Western Winchester Hotel to the airport?

Best Western Winchester Hotel is 25.6 mi (29-min drive) away from the Blue Grass Airport (LEX) airport, the closest popular airport to the property.

How much does it cost to stay at Best Western Winchester Hotel?

As of Jun 8, 2026, prices found for a 1-night stay for 2 adults at Best Western Winchester Hotel on Jun 15, 2026 start from $93, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Best Western Winchester Hotel have an airport shuttle?

Airport shuttle services are not available at Best Western Winchester Hotel.

Does Best Western Winchester Hotel offer free breakfast?

Best Western Winchester Hotel offers free full breakfast every day from 5:30 AM to 9:00 AM.

Is there a casino at Best Western Winchester Hotel?

No, there is no casino at this hotel.

What time is check-in at Best Western Winchester Hotel?

Check-in start time: 3 PM; Check-in end time: 6 AM.

Is there free parking at Best Western Winchester Hotel?

This hotel offers free self parking.

Does Best Western Winchester Hotel have a pool?

Best Western Winchester Hotel features a seasonal outdoor pool. The pool is closed seasonally each year from September 2 to May 31.

Does Best Western Winchester Hotel have a spa?

There are no spa services available at this hotel.

How close is Best Western Winchester Hotel to downtown Winchester?

Best Western Winchester Hotel is 1.5 mi away from Winchester.

Best Western Winchester Hotel Reviews

Reviews

8.4

Very Good

Rating 10 - Excellent. 462 out of 1006 reviews
Rating 8 - Good. 365 out of 1006 reviews
Rating 6 - Okay. 109 out of 1006 reviews
Rating 4 - Poor. 37 out of 1006 reviews
Rating 2 - Terrible. 33 out of 1006 reviews

8.8/10

Cleanliness

9.0/10

Staff & service

8.0/10

Amenities

8.2/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Hector

Liked: Cleanliness, staff & service, amenities
Great staff
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Cynthia

Clean room, friendly and fast check in service and had a great nights sleep
Stayed 1 night in Oct 2025
Verified

8/10 Good

Barbara

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Firm bed, clean room, friendly staff and adequate breakfast.
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Robert N

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
A good value for an overnight stay.
Stayed 1 night in Jul 2025
Verified

8/10 Good

Jeff

Liked: Cleanliness, amenities, property conditions & facilities
Clean room
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Rolf

Liked: Cleanliness, staff & service, amenities
Staff, amenities, breakfast inclusion.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Charles

Liked: Cleanliness, staff & service, property conditions & facilities
Great place to stay
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

ROGER

Liked: Cleanliness, amenities, property conditions & facilities
Room was clean and comfortable.
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Gary

Liked: Cleanliness, property conditions & facilities, room comfort
Friendly staff and nice room.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Donna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Was very quiet, nice swimming pool and great breakfast. The staff was very friendly.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Raymond

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice accommodations and very good breakfast. Engaging friendly staff.
Stayed 1 night in Aug 2025
Verified

10/10 Excellent

Eric

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room friendly staff
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Kathy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Towels could be upgraded and shampoo, soap dispensers could be addressed - very challenging to get product out. Have to push very hard for just a little to come out Other than that. Comfortable bed. Quiet night stay.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

carrie

Liked: Cleanliness, amenities, property conditions & facilities
Super nice! Great staff and great breakfast! Super clean!
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities
Nice place. Very affordable and clean.
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Catherine

Liked: Cleanliness, staff & service
This is our 2nd time staying here. Convenient stop on our trip. Rooms are clean and well maintained. The night check in guy Jared was very friendly & helpful.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Judy

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great stay

Great location. Clean room
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Rebecca

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Management was fantastic and breakfast was delicious.
Stayed 1 night in May 2025
Verified

10/10 Excellent

Rebecca

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Amazing stay, rooms clean and stocked, breakfast had a great selection and everyone in the office was feiendly and helpful.
Stayed 1 night in May 2025
Verified

8/10 Good

Jessica

Liked: Cleanliness, staff & service, property conditions & facilities
Great one night stay. Pool area exceeded expectations!
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

David

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Lots of healthy choices
Stayed 1 night in Nov 2025
Verified

6/10 Okay

Tina

Liked: Cleanliness
Disliked: Amenities
It was clean but door was extremely hard to open and close. Rooms need updating.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Tim

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was great.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Connie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very friendly staff, great breakfast.
Stayed 1 night in May 2024
Verified

10/10 Excellent

David

Liked: Cleanliness, staff & service, property conditions & facilities
Great family run hotel, quiet and clean.

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