With a stay at Best Western Winchester Hotel in Winchester, you'll be within a 5-minute drive of Clark Regional Medical Center and Bluegrass Heritage Museum. .This hotel is 2.8 mi (4.5 km) from Cassell Creek Golf Course and 4.2 mi (6.7 km) from Lykins Park.
What's nearby
Clark Regional Medical Center - 8 min walk - 0.7 km
Bluegrass Heritage Museum - 3 min drive - 3.5 km
Lykins Park - 5 min drive - 5.8 km
Southwind Golf Course - 6 min drive - 5.4 km
Fort Boonesborough State Park - 14 min drive - 15.0 km
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
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.
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.
Make yourself at home in one of the 46 air-conditioned rooms featuring refrigerators and flat-screen televisions. Cable television is provided for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include desks and microwaves, and housekeeping is provided daily.
Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a television in a common area.
A complimentary full breakfast is served daily from 5:30 AM to 9:00 AM.
Featured amenities include a computer station, express check-out, and a 24-hour front desk. Free self parking is available onsite.
A complimentary full breakfast is served each morning between 5:30 AM and 9:00 AM.
Property amenities
Internet
Available in some public areas: Free WiFi
Parking and transport
Free self parking on site
Limited on-site 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
Smoke-free property
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
Pets allowed for an extra charge of USD 20 per pet, per day
Service animals are welcome, and are exempt from fees
2 total (up to 80 lbs per pet)
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation
Children and extra beds
Children are welcome
3 children, up to the age of 10 years, can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are available for USD 10.0 per day
Cribs (infant beds) are not available
Payment types
Important information
Optional extras
Pet fee: USD 20 per pet, per day
Service animals are exempt from fees
Rollaway bed fee: USD 10.0 per day
The above list may not be comprehensive. Fees and deposits may 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)
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
This property does not have elevators
The seasonal pool will be open from June to September
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation
Children under 16 years old are not allowed in the swimming pool without adult supervision
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
Best Western Winchester Hotel Reviews
Reviews
8.4
Very good
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
We were not even able to stay because they did not have space for my vehicles and when I talked with the desk staff, they said they couldn't return my $220.46 for 2 rooms. I had to go to another hotel. I am completely infuriated by this. I will never stay at a BEST WESTERN again! This is fraud! Don't have a hotel if you don't have parking for your customers!!!!
Tamalyn
Stayed 1 night in Aug 2025
6/10 Okay
Lisa
Business traveller, Travelled with family
8 Aug 2025
No, i will stay again
If you are coming thru and just want a place to lay your head and get up the next morning early it's perfect. Other than that, I am new to this area and had a two night stay. The owner was very rude to my elderly parents. My dad wanted to bring my mom back some breakfast to the room and he wanted to charge the room for breakfast.
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.
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.
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.
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.
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.