An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Winchester motels

A hotel room with a bed, a desk, a chair, a desk lamp, a window with curtains, an air conditioner, and a view of the outside.

1. Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (201 reviews)
"Room was clean"
United States
Kristie
The price is ￥8,147
￥8,981 total
includes taxes & fees
Nov 13 - Nov 14
Value Stay
A hotel room with two beds, a TV, a desk with a chair, a window with curtains, and a door.

2. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,009 reviews)
"Our room was great! It was clean, and the sheets were amazing! The beds were comfortable and we slept great."
United States
Michele
The price is ￥8,214
￥9,533 total
includes taxes & fees
Dec 1 - Dec 2
Days Inn Lexington SE/Hamburg
A hotel room with two beds, a TV, a desk, and a window with curtains.

3. Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,000 reviews)
"Great for a 1 night stay"
United States
Allison
The price is ￥7,820
￥9,192 total
includes taxes & fees
Nov 12 - Nov 13
Motel 6 Lexington I-75 Hamburg
A hotel room with two beds, a desk, a lamp, a painting, and a window with curtains.

4. Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,002 reviews)
"Clean, good hot shower, comfy bed"
United States
Tonya
The price is ￥8,730
￥9,625 total
includes taxes & fees
Nov 12 - Nov 13
Super 8 by Wyndham Richmond
A wooden signboard for Black Bear Lodge with a contact number.

5. Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (745 reviews)
"Laila received us and made sure we were settled for the night. Super clean and cozy room. The check out went smoothly as well. Everyone so kind."
United States
Tara sue
The price is ￥13,905
￥15,329 total
includes taxes & fees
Nov 17 - Nov 18
Black Bear Lodge Motel
A reception area with a wooden reception desk, a flat-screen TV mounted on the wall, and a sign for Mountain View Inn.

6. Mountain View Inn Irvine Near Richmond KY

Mountain View Inn Irvine Near Richmond KY
2.5 star property
Irvine
5.2 out of 10, (53 reviews)
"It wasn’t a very good inn I wouldn’t recommend this"
United States
Latasha
The price is ￥8,572
￥10,307 total
includes taxes & fees
Dec 9 - Dec 10
Mountain View Inn Irvine Near Richmond KY
A hotel room with a bed, desk, chair, bedside lamps, a mirror, and a bathroom visible in the background.

7. Travelodge by Wyndham Richmond Kentucky

Travelodge by Wyndham Richmond Kentucky
2.0 star property
Richmond
5.6 out of 10, (268 reviews)
"Had to navigate through a Waffle House parking lot in order to get to the front desk. Looked like some drug dealings going on in the back of the parking lot and not much hot water. Not a bad place but certainly a little below the Wyndham expectations."
United States
Timothy
The price is ￥7,110
￥7,838 total
includes taxes & fees
Nov 22 - Nov 23
Travelodge by Wyndham Richmond Kentucky
A hotel room with two beds, a desk with a computer, a chair, and a small table with a magazine.

8. Bluegrass Extended Stay Hotel

Bluegrass Extended Stay Hotel
2.0 star property
Lexington
7.6 out of 10, Good, (1,000 reviews)
"Wonderful place"
United States
Ines
The price is ￥9,997
￥11,604 total
includes taxes & fees
Nov 24 - Nov 25
Bluegrass Extended Stay Hotel
Lobby

9. Quality Quarters Inn

Quality Quarters Inn
2.0 star property
Richmond
5.4 out of 10, (203 reviews)
"All around excellent place to stay"
United States
WB
Quality Quarters Inn
A hotel room with two beds, a TV, and a desk with a mirror.

10. Motel 6 Richmond, KY – EKU Campus Area

Motel 6 Richmond, KY – EKU Campus Area
2.0 star property
Richmond
7.2 out of 10, Good, (98 reviews)
"Friendly"
United States
Oscar
The price is ￥10,269
￥11,320 total
includes taxes & fees
Nov 12 - Nov 13
Motel 6 Richmond, KY – EKU Campus Area
A modern reception area with a counter, seating, and a view of the outside.

11. Motel 6 Lexington, KY - Airport

Motel 6 Lexington, KY - Airport
2.0 star property
Lexington
6.2 out of 10, (1,001 reviews)
"We stayed 1 night night it's a motel not a hotel"
United States
Micki
The price is ￥8,533
￥9,904 total
includes taxes & fees
Nov 20 - Nov 21
Motel 6 Lexington, KY - Airport
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.
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Top Winchester Hotel Reviews

Hilton Lexington/Downtown

Hilton Lexington/Downtown

10/10 Excellent
"Will stay again! Convenient and clean."
Margaret 2-night trip
Posted 1 day ago
Hilton Lexington/Downtown

Find out more about Winchester

Winchester Motels information

Number of reviews
3,748
Accommodation
14 Motels
Lowest Price
￥7,838
Highest Price
￥15,329

Frequently asked questions

What can I expect from a motel trip to Winchester?
If you're having trouble locating a motel in Winchester, expand your search to find motels in the surrounding area or let us help you find something similar from more than 23 lodging options. 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: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Motel 6 Lexington I-75 Hamburg: 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. Motel 6 Lexington, KY - Airport: Enjoy access to the snack bar/deli, and freebies including WiFi and parking. Located 18.1 mi (29.1 km) from the heart of Winchester. Days Inn Lexington SE/Hamburg: Central Winchester is 11.4 mi (18.3 km) away. A business center along with freebies like breakfast, WiFi, and parking 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 like 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, be sure to 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: Explorium, Lexington Ice Center, and Paradise Cove Aquatic Center. During your trip, here are some other places to visit: Bluegrass Heritage Museum, Cassell Creek Golf Course, and Winchester Opera House.
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.