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Best Western Winchester Hotel

2.5 star property

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Photo gallery for Best Western Winchester Hotel

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

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
(31 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
(17 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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Total with taxes and fees
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About the neighborhood

Winchester

Bluegrass Heritage Museum is within 2 miles (3 km) of Best Western Winchester Hotel while other popular attractions such as Cassell Creek Golf Course are within 3 miles (5 km). This 46-room hotel has in-room conveniences like refrigerators, microwaves, and coffee makers.

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 - ‬16 min walk
  • ‪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

At Best Western Winchester Hotel, guests have access to free WiFi in public areas, a seasonal outdoor pool, and a computer station. If you drive, put free parking to good use. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include express check-out and a TV in a common area.
Guests can expect to find 37-inch flat-screen TVs with cable channels. Other amenities include refrigerators, microwaves, and coffee makers.
Recreational amenities at the hotel include a seasonal outdoor pool.

Children under 16 years old are not allowed in the swimming pool without adult supervision.

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  • Breakfast included
  • Pet friendly
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Total with taxes and fees
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Property amenities

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

Family friendly

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

Conveniences

  • 24-hour front desk

Guest services

  • Housekeeping (daily)

Business services

  • Computer station

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

More

  • 2 floors
  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided
  • Rollaway/extra bed (surcharge)

Bathroom

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

Entertainment

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

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

  • This property welcomes pets for USD 20 per pet, per day
  • 2 total (80 lbs is the maximum weight per pet)
  • Certain rooms only, restrictions apply
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

  • Up to 3 kids 10 years old and younger stay free when using existing bedding
  • Rollaway/extra beds are available for USD 10.0 per day

Property payment types

Important information

Optional extras

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

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

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

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)
  • Check-in: 3 PM—-6 AM
  • Check-out: 11 AM
  • Minimum check-in age: 21
The front desk is open 24 hours a day, and checking out is easy with express services. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • 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.
  • Onsite safety features 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).

Additional information about polices, regulations, and more:

  • The seasonal pool is open from June to August.
  • Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
  • There are no elevators.
  • No cribs or infant beds are available.
  • 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

Is free cancellation available at Best Western Winchester Hotel?

Best Western Winchester Hotel provides free cancellation on certain room rates. For additional details, review the cancellation policy on our site.

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

As of Jun 17, 2026, prices found for a 1-night stay for 2 adults at Best Western Winchester Hotel on Jun 22, 2026 start from $89, 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.

What is there to do close to Best Western Winchester Hotel?

This hotel is located in Winchester, close to Bluegrass Heritage Museum, Winchester Traveling Trail, and The Holler. You'll also find College Park and Community Park within a short drive.

Is parking available on site at Best Western Winchester Hotel?

Yes, self parking is offered for free at the hotel. Though parking is limited parking, wheelchair-accessible van parking is also available.

Does Best Western Winchester Hotel feature a casino at the property?

No, Best Western Winchester Hotel doesn't have a casino.

Is there an indoor pool at Best Western Winchester Hotel?

No, this hotel doesn't have an indoor pool; however, there is an outdoor pool. The seasonal pool is normally open from June until August.

What will couples enjoy most about a stay at Best Western Winchester Hotel?

Couples staying at this hotel will appreciate amenities like a seasonal outdoor pool plus some guestrooms include a kitchen and free WiFi.

Does Best Western Winchester Hotel have a hot tub?

No, there isn't a spa tub at this hotel.

Does Best Western Winchester Hotel have a restaurant that serves breakfast?

Best Western Winchester Hotel offers free full breakfasts each morning though there is no restaurant.

Does Best Western Winchester Hotel allow pets to stay free of charge?

Although they can't stay for free, pets are welcome at Best Western Winchester Hotel for a fee of USD 20 per pet, per day.

Does Best Western Winchester Hotel have connecting rooms available?

Yes, this hotel has connecting rooms you can book for your group event or vacation.

What is the closest airport to Best Western Winchester Hotel?

The closest major airport to Best Western Winchester Hotel is Blue Grass Airport (LEX), which is 25.6 mi away (29 minutes by car).

Are there rooms with balconies that I can book at Best Western Winchester Hotel?

No, there aren't any guestrooms at Best Western Winchester Hotel that offer a balcony.

Best Western Winchester Hotel Reviews

Reviews

8.4

Very Good

Rating 10 - Excellent. 461 out of 1000 reviews
Rating 8 - Good. 364 out of 1000 reviews
Rating 6 - Okay. 107 out of 1000 reviews
Rating 4 - Poor. 35 out of 1000 reviews
Rating 2 - Terrible. 33 out of 1000 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

EMILY

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay with the girls!!
Stayed 2 nights in Jun 2026
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

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

8/10 Good

Jeff

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

ROGER

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

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

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

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

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.
Verified

2/10 Terrible

Larry

Liked: Cleanliness, staff & service
Disliked: Amenities
The beds were really hard. The pillows had more knots than anything else. Worst sleeping experience I've had at a hotel in a long time. Do not recommend. Save your back and go down the road
Stayed 1 night in Mar 2026