Photo by Nawa Aseen

Search Motels in Winchester

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Winchester motels

Exterior
Value Stay

Value Stay

Value Stay
2.0 star property
Winchester
7.8 out of 10, Good, (125)
"Awesome rooms and service"
United States
Brandon
The price is Rp1.121.915
Rp1.236.786 total
includes taxes & fees
29 Dec - 30 Dec
Value Stay
Lobby
Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1000)
"Was lovely "
United States
Melissa
The price is Rp1.065.819
Rp1.237.096 total
includes taxes & fees
5 Jan - 6 Jan 2026
Days Inn Lexington SE/Hamburg
Exterior
Black Bear Lodge Motel

Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (636)
"Really great place to stay. "
United States
Barbara
The price is Rp1.473.560
Rp1.624.432 total
includes taxes & fees
29 Dec - 30 Dec
Black Bear Lodge Motel
Exterior
Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.6 out of 10, Good, (998)
"The front desk clerk was super nice. After a very long drive, it was amazing to encounter someone so nice. Thank you"
United States
Candice
The price is Rp916.789
Rp1.010.728 total
includes taxes & fees
29 Dec - 30 Dec
Super 8 by Wyndham Richmond
Fridge, microwave, coffee/tea maker
Bluegrass Extended Stay Hotel

Bluegrass Extended Stay Hotel

Bluegrass Extended Stay Hotel
2.0 star property
Lexington
7.6 out of 10, Good, (1001)
"Room was nice and super friendly staff. Would stay again!"
United States
Carter
The price is Rp1.054.768
Rp1.224.227 total
includes taxes & fees
4 Jan - 5 Jan 2026
Bluegrass Extended Stay Hotel
Exterior
Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1001)
"Room was very nice, bed compfortable, close to everything"
United States
Billy
The price is Rp920.808
Rp1.080.890 total
includes taxes & fees
29 Dec - 30 Dec
Motel 6 Lexington I-75 Hamburg
Free WiFi
Oak Tree Inn

Oak Tree Inn

Oak Tree Inn
2.0 star property
Irvine
6.8 out of 10, (11)
"Clean room Nothing else No Kleenex,soap, shampoo, lotion Also No coffee or pastries Empty coffee pot in lock lobby even at 10 am Beautiful woodland view 🌺"
United States
Mauriza
The price is Rp1.172.150
Rp1.292.180 total
includes taxes & fees
29 Dec - 30 Dec
Oak Tree Inn
Free daily continental breakfast
Econo Lodge Lexington Southeast

Econo Lodge Lexington Southeast

Econo Lodge Lexington Southeast
2.0 star property
Lexington
6.4 out of 10, (760)
"Staff very friendly and helpful. Hotel was clean and in a nice location close to restaurants and local venues."
United States
Heather N
The price is Rp866.051
Rp1.005.225 total
includes taxes & fees
25 Jan - 26 Jan 2026
Econo Lodge Lexington Southeast
Room, 2 Double Beds, Non Smoking | Desk, free WiFi, bed sheets
Countryside Inn

Countryside Inn

Countryside Inn
2.0 star property
Richmond
5.6 out of 10, (241)
"Enjoyed begin able to walk to places to eat conveniently place around all kinds of places to go and shop dog friendly great place to stay"
United States
Deborah
The price is Rp903.393
Rp995.993 total
includes taxes & fees
29 Dec - 30 Dec
Countryside Inn
Lobby
Motel 6 Lexington, KY - Airport

Motel 6 Lexington, KY - Airport

Motel 6 Lexington, KY - Airport
2.0 star property
Lexington
5.8 out of 10, (1002)
"Welcoming "
United States
keith
The price is Rp859.018
Rp997.063 total
includes taxes & fees
6 Jan - 7 Jan 2026
Motel 6 Lexington, KY - Airport
Free WiFi, bed sheets
Motel 6 Richmond, KY – EKU Campus Area

Motel 6 Richmond, KY – EKU Campus Area

Motel 6 Richmond, KY – EKU Campus Area
2.0 star property
Richmond
7.0 out of 10, Good, (85)
"Very basic hotel, but very clean and the bed was very comfortable."
United States
Michele
The price is Rp1.088.258
Rp1.199.779 total
includes taxes & fees
29 Dec - 30 Dec
Motel 6 Richmond, KY – EKU Campus Area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"Very clean room"
Daniel 1-night trip
Posted 1 day ago
GuestHouse Lexington

Find out more about Winchester

Winchester Motels information

Number of reviews
6,855
Accommodation
14 Motels
Lowest Price
Rp995.993
Highest Price
Rp1.624.432

Frequently asked questions

What can I expect from a motel trip to Winchester?
If you're having difficulty finding a motel in Winchester, let us help you find a motel or something similar from over 859 lodging options in the area. Just use our search tools to filter by price per night or cost-effective amenities such as free parking and free breakfast.
What's it like to stay in a motel?
When you stay at a motel, you're likely to find an outdoor pool and free parking. With a stay at a motel, you'll often have access to your room from an outside corridor overlooking the car park. The word "motel" was conceived in 1925 in San Luis Obispo, California by the owner of the Milestone Mo-Tel.
What are the best motels in Winchester?
These are some of our customers' top motels to choose from in the larger area. Value Stay: Enjoy access to the 24-hour front desk, and freebies including WiFi and self-parking. Motel 6 Lexington, KY - Airport: Free WiFi, free parking and a snack bar/deli are available during your stay. Central Winchester is 18.1 mi (29.1 km) away. Days Inn Lexington SE/Hamburg: Enjoy access to the business centre, and freebies including breakfast, WiFi and self-parking. Located 11.4 mi (18.3 km) from the heart of Winchester. Motel 6 Lexington I-75 Hamburg: Central Winchester is 13.7 mi (22 km) away. Free WiFi, free parking and a terrace are available during your stay. Black Bear Lodge Motel: 30.2 mi (48.6 km) from the heart of Winchester. Enjoy access to the free parking and picnic area, as well as room amenities such as a microwave.
What things can I to do in Winchester?
Those visiting Winchester have good things to say about the restaurants. As you're sightseeing around the area, make sure that you enjoy all there is to see and do. These are some of the parks and outdoorsy places: College Park, GRCHS Baseball Field and Community Park. You'll find these family-friendly sights in the area: Lexington Ice Center, Paradise Cove Aquatic Center and Explorium. During your trip, here are some other places to visit: Bluegrass Heritage Museum, Winchester Opera House and Clark County Courthouse.
What's the seasonal weather like in Winchester?
Weather can make or break a road trip, so we've gathered some data about year-round temperatures in Winchester to help you plan yours. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.
What are my options for getting around Winchester while staying in a motel?
We've gathered some information about getting around Winchester to help you navigate your stay: Fly into Lexington, KY (LEX-Blue Grass), which is located 23 mi (37.1 km) from the heart of the city. If you'd like to explore around the area, consider renting a car to explore more sights.