Photo by Hyelsinta

Search Motels in Winchester

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 13 Motels in Winchester with updated reviews, rates, and availability.

Days Inn Lexington SE/Hamburg

2.0 star property
7.0 out of 10, Good, (782)
"Decent place but needs updated. Served its purpose "
The price is SAR 187
SAR 218 total
includes taxes & fees
25 Dec - 26 Dec
Days Inn Lexington SE/Hamburg

Motel 6 Lexington, KY - East I-75

2.0 star property
7.2 out of 10, Good, (1068)
"No frills hotel but perfect for a nights rest. Convenient. Right off the interstate. Plenty of restaurants in the area. Great Price, clean and comfortable."
The price is SAR 225
SAR 268 total
includes taxes & fees
1 Dec - 2 Dec
Motel 6 Lexington, KY - East I-75

Motel 6 Lexington, KY - Airport

2.0 star property
5.8 out of 10, (1004)
"Pets stay free! "
The price is SAR 206
SAR 240 total
includes taxes & fees
1 Dec - 2 Dec
Motel 6 Lexington, KY - Airport

Value Stay

2.0 star property
8.6 out of 10, Excellent, (42)
"The staff were very friendly and I love that the hotel is right off the highway. There's a lot to see and do nearby. I went to the Fort, drove along the river and back roads. Enjoyed seeing the fall colors. Restaurants are conveniently located nearby, along with many other businesses. I will definitely stay here again!"
The price is SAR 244
SAR 269 total
includes taxes & fees
26 Nov - 27 Nov
Value Stay

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (831)
"Price and close to the highway "
The price is SAR 221
SAR 244 total
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Richmond

Bluegrass Extended Stay Hotel

2.0 star property
7.6 out of 10, Good, (1001)
"It was clean and quiet "
The price is SAR 199
SAR 235 total
includes taxes & fees
3 Dec - 4 Dec
Bluegrass Extended Stay Hotel

Days Inn by Wyndham Richmond

2.0 star property
5.6 out of 10, (261)
"I showed up hours late, after a concert, and they we're still so friendly and happy to have us, my daughter and I. They even upgraded our room. Very very clean! The place is in need of some updates, that I noticed they were doing. Just an older building but still was very clean and I'm picky! The beds were so comfortable! "
The price is SAR 188
SAR 208 total
includes taxes & fees
8 Dec - 9 Dec
Days Inn by Wyndham Richmond

Black Bear Lodge Motel

2.5 star property
8.2 out of 10, Very Good, (476)
"Awesome place to stay! Just what we were looking for. Will definitely be back! Thank you 😉"
The price is SAR 338
SAR 373 total
includes taxes & fees
28 Nov - 29 Nov
Black Bear Lodge Motel

Econo Lodge

2.0 star property
6.2 out of 10, (671)
"For the price, it’s really not bad at all. Nothing fancy, but it is clean. It kind of has that old house smell (just a little bit) because it is a little dated. I would stay here again. "
The price is SAR 160
SAR 186 total
includes taxes & fees
25 Dec - 26 Dec
Econo Lodge

Motel 6 Richmond, KY – EKU Campus Area

2.0 star property
7.2 out of 10, Good, (56)
"Comfortable bed"
The price is SAR 263
SAR 290 total
includes taxes & fees
26 Nov - 27 Nov
Motel 6 Richmond, KY – EKU Campus Area

Countryside Inn

2.0 star property
5.4 out of 10, (201)
"When we checked infront desk clerk very friendly. In room we could not get tv to work but clerk came and fixed issue right away. They don't have phones in rooms, but with everyone having cell phones now there really isn't a need for them. Bed wasnt bad (meaning neither of us woke up with sore backs :-) ), room was clean. Nice area of town and close to food establishments."
The price is SAR 196
SAR 216 total
includes taxes & fees
9 Dec - 10 Dec
Countryside Inn

Quality Quarters Inn By OYO Richmond KY I-75

2.0 star property
5.4 out of 10, (178)
"Comfortable bed"
The price is SAR 220
SAR 242 total
includes taxes & fees
1 Dec - 2 Dec
Quality Quarters Inn By OYO Richmond KY I-75

Relax Inn

2.0 star property
6.2 out of 10, (27)
"Safe and secure!"
Relax Inn
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winchester

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1460)
"Absolutely beautiful place!!!!"
The price is SAR 323
SAR 356 total
includes taxes & fees
8 Dec - 9 Dec
Natural Bridge State Resort Park

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (265)
"The cottage was lovely. The property not so much. It was so steep all over that walking wasn't possile. Apron was small and driveway extremely steep."
The price is SAR 348
SAR 765 total
includes taxes & fees
2 Dec - 3 Dec
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB

10.0 out of 10, Exceptional, (121)
"Very clean and well taken care of! The owner was very flexible after we had to reschedule"
The price is SAR 559
SAR 919 total
includes taxes & fees
2 Dec - 3 Dec
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
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.

Frequently asked questions

What can I expect from a motel trip to Winchester?
If you’re not able to find a motel in Winchester, let Expedia help you find motels or similar properties from over 853 accommodations in the area. Just use our search tools to filter by price per night or cost-saving amenities such as free parking and free airport transportation.
What's it like to stay in a motel?
At most motels, you’re likely to find an outdoor pool and a free parking spot. When you stay at a motel, you’ll often have access to your room from an outside corridor overlooking the parking lot. The word “motel” was invented in 1925 in San Luis Obispo, California by the owner of the Milestone Mo-Tel.
What are the best motels in Winchester?
Here you’ll find some of our customers’ favorite motels to choose from in the larger area. Value Stay: Stay within a 30-minute drive of Rupp Arena and The Red Mile Racetrack. Enjoy the in-room private spa tub, and freebies including WiFi and parking. Motel 6 Lexington, KY - East I-75: Free WiFi and free parking are available during your stay, along with room amenities like climate control. Central Winchester is 13.7 mi (22 km) away. Days Inn Lexington SE/Hamburg: Enjoy access to the business center, and freebies including breakfast, WiFi, and parking. Located 11.4 mi (18.3 km) from the heart of Winchester. Motel 6 Lexington, KY - Airport: Central Winchester is 18.1 mi (29.1 km) away. Free WiFi, free parking, and a snack bar/deli are available during your stay. Bluegrass Extended Stay Hotel: 15 mi (24.1 km) from the heart of Winchester. Enjoy the in-room kitchenette, and freebies including WiFi and parking.
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, be sure to enjoy all there is to see and do. Enjoy nature with a stop at Community Park and Lykins 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, Southwind Golf Course, and Cassell Creek Golf Course.
What's the seasonal weather like in Winchester?
Weather can make or break a roadtrip, 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 temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
What are my options for getting around Winchester when staying in a motel?
We’ve gathered some information about getting around Winchester to help you navigate your stay: Fly into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) from the city center. If you’d like to explore around the area, you may want a rental car for your journey.