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Best Western Winchester Hotel

2.5 star property
Hotel with free breakfast, near Clark Regional Medical Center

Choose dates to view prices

Photo gallery for Best Western Winchester Hotel

Seasonal outdoor pool
Restaurant
Room amenity
Exterior
Lobby

Reviews

8.4 out of 10
Very good

Popular amenities

  • Pet friendly
  • Air conditioning
  • Housekeeping
  • Free WiFi

Explore the area

View in a map
1307 W Lexington Ave, Winchester, KY, 40391
  • Place, Clark Regional Medical Center
    ‪8 min walk‬
  • Place, Bluegrass Heritage Museum
    ‪3 min drive‬
  • Place, Lykins Park
    ‪5 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪34 min drive‬

Room options

View all photos for 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
(29 reviews)
  • Sleeps 4
  • 2 Double Beds

View all photos for 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)
  • Sleeps 4
  • 2 Double Beds

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

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

Standard Room, 2 Double Beds, Accessible, Non Smoking

  • Sleeps 4
  • 2 Double Beds

View all photos for 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
(15 reviews)
  • Sleeps 4
  • 2 Queen Beds

View all photos for 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

8.8 out of 10
Excellent
(19 reviews)
  • Sleeps 2
  • 1 King Bed

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

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

Standard Room, 2 Queen Beds, Non Smoking, Kitchenette

  • Sleeps 4
  • 2 Queen Beds

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About the neighborhood

Winchester

Clark Regional Medical Center is within a mile (2 km) of Best Western Winchester Hotel, and other popular sites like Bluegrass Heritage Museum are within a couple of miles (3 km). This 46-room hotel has in-room conveniences like refrigerators, microwaves, and coffee makers.

What's nearby

  • Clark Regional Medical Center - 8 min walk - 0.4 miles
  • Bluegrass Heritage Museum - 3 min drive - 2.2 miles
  • Lykins Park - 5 min drive - 3.4 miles
  • Southwind Golf Course - 7 min drive - 3.4 miles
  • Fort Boonesborough State Park - 15 min drive - 9.4 miles

Getting around

  • Blue Grass Airport (LEX) - 29 min drive

Restaurants

  • ‪McDonald's - ‬15 min walk
  • ‪Dairy Queen - ‬2 min drive
  • ‪Wendy's - ‬19 min walk
  • ‪Taco Bell - ‬3 min drive
  • ‪Sonic Drive-In - ‬3 min drive

About this property

Best Western Winchester Hotel

Hotel with free breakfast, near Clark Regional Medical Center
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.

Similar properties

Lobby
Baymont by Wyndham Winchester
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
7.2 out of 10, Good, 765 reviews
$80 nightly
The price is $88
Nov 23 - Nov 24
Total with taxes and fees
Baymont by Wyndham Winchester

Property amenities

Internet

  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Limited onsite 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

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 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 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 September.
  • 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 Nov 4, 2025, prices found for a 1-night stay for 2 adults at Best Western Winchester Hotel on Dec 5, 2025 start from $93.49, excluding 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 Wiseman Park, Bluegrass Heritage Museum, and Lykins Park. You'll also find Southwind Golf Course and College Park within a short drive.

Is there parking available at Best Western Winchester Hotel?

Yes, self parking is offered for free at the hotel. Though parking is limited, accessible 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 September.

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 kitchenettes and free Internet access.

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?

Yes, this hotel has connecting guestrooms 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).

Can I book a room with a balcony at Best Western Winchester Hotel?

No, there aren't any guestrooms with balconies at Best Western Winchester Hotel.

Reviews

Best Western Winchester Hotel Reviews

8.4

Very Good

8.6/10

Cleanliness

9.0/10

Staff & service

8.0/10

Amenities

8.2/10

Property conditions & facilities

8.2/10

Eco-friendliness
Rating 10 - Excellent. 445 out of 993 reviews
Rating 8 - Good. 372 out of 993 reviews
Rating 6 - Okay. 103 out of 993 reviews
Rating 4 - Poor. 40 out of 993 reviews
Rating 2 - Terrible. 33 out of 993 reviews

Reviews

2/10 Terrible

JONAS

Traveled with family
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
The lady at the front desk last weekend morning was rude. She was not helpful at all.
Stayed 1 night in Oct 2025

8/10 Good

Jennifer

Liked: Cleanliness, staff & service, property conditions & facilities
The neighborhood was a bit suspect, but the rooms were very clean and the desk staff were very friendly and helpful. My husband got mean mugged by one of the staff, when he was walking through the lobby with 2 plates of food. She pointed to a sign about not taking extra food, which was ridiculous because he had only had 2 plates! hich he was bringing back to our room.
Stayed 1 night in Aug 2025

10/10 Excellent

audra

Stayed 1 night in Jul 2025

8/10 Good

Carolyn

Liked: Cleanliness, property conditions & facilities, room comfort
Put bath gel in the dispenser. Breakfast food was okay. The front office looks wonderful
Stayed 1 night in Aug 2025

8/10 Good

Jessica

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

10/10 Excellent

Tim

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

10/10 Excellent

Brian

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

Highly recommend! Everything you need.

The motel setup made parking easy. Everything was well kept and clean. Comfy beds, shower was hot with good pressure, bonus breakfast was good and so was the coffee. Can tell pride of ownership! Give them your business.
Stayed 1 night in Jul 2025

8/10 Good

Shawn

Business traveler, Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
For an older facility it was still a good stay. Could use some updates, but overall was a very clean, well taken care of Hotel. The staff and management were extremely decent and professional.
Stayed 2 nights in Jul 2025

10/10 Excellent

Robert N

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

10/10 Excellent

Hunter

Stayed 1 night in Jul 2025

8/10 Good

Roxie

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025

6/10 Okay

Ron

Liked: Cleanliness, staff & service
Stayed 1 night in Jul 2025

8/10 Good

Robert

Convenient and clean.
Stayed 1 night in Jul 2025

8/10 Good

Lloyd

Nice Hotel - Nice Price

We enjoyed our brief (1 night) stay. The staff/manager were responsive to our needs. We experienced an issue with the outdoor pool; and it was remedied right away.
Stayed 1 night in Jul 2025

10/10 Excellent

Gary

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

10/10 Excellent

Rebekah

Business traveler, Traveled with partner, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Hot breakfast (HOT - Biscuit/Gravy/Sausage, diced potatoes, scrambled eggs. COLD & OTHER - Yogurt, cereal, bagels, donuts, bananas/apples, chips, cold sandwiches) Great pool, lots of little bugs in the water, but it is an outside pool. Room had a fridge and actual queen beds. Good stay and kind staff. Would recommend.
Stayed 2 nights in Jul 2025

10/10 Excellent

Debra

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025

10/10 Excellent

Patrick

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2025

10/10 Excellent

John

Stayed 1 night in Jul 2025

6/10 Okay

Verified traveler

Traveled with family
Disliked: Cleanliness, property conditions & facilities, room comfort
It was not to bad The staff was kind and hopeful when needed. Breakfast was very small. The rooms are a lot smaller than advertised as well as the beds. And unfortunately, the rooms were not very clean and smelled bad. There were a lot of bugs inside the room. But everything function well. Nice warm showers the air conditioner work well.
Stayed 2 nights in May 2025

10/10 Excellent

Chris

Stayed 1 night in Jul 2025

10/10 Excellent

Kellie

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jun 2025

2/10 Terrible

Verified traveler

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jun 2025

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jun 2025

8/10 Good

Denise

Stayed 1 night in Jun 2025

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