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Best Western Winchester Hotel

2.5 star property
Hotel near Clark Regional Medical Center in Winchester

Choose dates to view prices

Photo gallery for Best Western Winchester Hotel

Seasonal outdoor pool
Lobby
Exterior
Restaurant
Room amenity

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

In Winchester .Within 2 miles (3 km) of this Winchester hotel, you'll find Clark Regional Medical Center and Bluegrass Heritage Museum. Also, Cassell Creek Golf Course is within 3 miles (5 km) and Lykins Park is within 6 miles (10 km).

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 near Clark Regional Medical Center 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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Total with taxes and fees
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Property amenities

Family friendly

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

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

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

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 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 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 September.
  • 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 Oct 22, 2025, prices found for a 1-night stay for 2 adults at Best Western Winchester Hotel on Nov 2, 2025 start from $80.74, 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.

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.

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. 440 out of 985 reviews
Rating 8 - Good. 370 out of 985 reviews
Rating 6 - Okay. 102 out of 985 reviews
Rating 4 - Poor. 40 out of 985 reviews
Rating 2 - Terrible. 33 out of 985 reviews

Reviews

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

10/10 Excellent

Curtis, Canton

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
best check in staff I have ever experienced. one of the best breakfasts also. Room has a full size jacucci and the pool was open
Stayed 1 night in Jun 2025

6/10 Okay

Kimberly

Business traveler
Disliked: Property conditions & facilities, room comfort
It was okay, but the beds were very uncomfortable
Stayed 1 night in Jun 2025

4/10 Poor

James

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice hotel but be aware the long stay guest has dogs. The long stay guest would not leash his dog and the dog was very aggressive and I almost had to take action on the dog and not by choice.
Stayed 1 night in Jun 2025

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
It was an older motel, but very well kept and clean. Staff were very friendly.
Stayed 1 night in Jun 2025

10/10 Excellent

Mark

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Mom and Pop facility that has been cared for. We found it clean and comfortable. Breakfast included some hot options and were tasty and welcomed.
Stayed 1 night in Jun 2025

2/10 Terrible

Timothy

Disliked: Cleanliness, staff & service, room comfort
The best western is not the best pool.was closed my kids were mad about it Carpet was nasty black beds was way to small And the breakfast was the best about the stay But they would not let me take my breakfast to the room which was not rite After i paid $121. Per nite will not stay there again I do not recommend anyone to stay there
Stayed 1 night in Jun 2025

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

6/10 Okay

Tina

Traveled with family and small children
Liked: Cleanliness
This was satisfactory for what I needed it for.
Stayed 4 nights in May 2025

8/10 Good

Jerrald

Liked: Cleanliness
Stayed 1 night in May 2025

10/10 Excellent

Tammy

Stayed 1 night in May 2025

10/10 Excellent

Rebecca

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great experience with management at this location. Extremely helpful.
Stayed 1 night in May 2025

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