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 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

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, (195 reviews)
"Well worth the money"
United States
Ronald
The price is CA $75
CA $83 total
includes taxes & fees
Nov 11 - Nov 12
Value Stay
A hotel reception area with a reception desk, a large window, and a doormat with the hotel's logo.

2. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,002 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 CA $92
CA $106 total
includes taxes & fees
Dec 1 - Dec 2
Days Inn Lexington SE/Hamburg
A restaurant with multiple tables and chairs, large windows, and a flat-screen TV mounted on the wall.

3. Econo Lodge Lexington Southeast

Econo Lodge Lexington Southeast
2.0 star property
Lexington
6.6 out of 10, (837 reviews)
"Great staff"
United States
Kurt
The price is CA $79
CA $92 total
includes taxes & fees
Nov 29 - Nov 30
Econo Lodge Lexington Southeast
A hotel room with two beds, a TV, a desk, and a window with curtains.

4. 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)
"Staff was friendly the room was clean and the bed was comfy 😌"
United States
Tonya
The price is CA $69
CA $81 total
includes taxes & fees
Nov 8 - Nov 9
Motel 6 Lexington I-75 Hamburg
A hotel room with two beds, a desk, a lamp, a painting, and a window with curtains.

5. Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,000 reviews)
"Clean room, well lit parking, some breakfast items- enough for a good start."
United States
Julie
The price is CA $73
CA $80 total
includes taxes & fees
Nov 5 - Nov 6
Super 8 by Wyndham Richmond
A hotel room with two beds, a desk with a computer, a chair, and a small table with a magazine.

6. 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 CA $96
CA $112 total
includes taxes & fees
Nov 10 - Nov 11
Bluegrass Extended Stay Hotel
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, (266 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 CA $63
CA $69 total
includes taxes & fees
Nov 26 - Nov 27
Travelodge by Wyndham Richmond Kentucky
A scenic overlook with a stone retaining wall, wooden railing, and a cable car system in the background.

8. Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (742 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 CA $123
CA $136 total
includes taxes & fees
Nov 9 - Nov 10
Black Bear Lodge Motel
Interior

9. 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 CA $76
CA $91 total
includes taxes & fees
Nov 5 - Nov 6
Mountain View Inn Irvine Near Richmond KY
Front of property

10. 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.

11. 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, (97 reviews)
"Friendly"
United States
Oscar
The price is CA $98
CA $108 total
includes taxes & fees
Nov 5 - Nov 6
Motel 6 Richmond, KY – EKU Campus Area
A modern reception area with a counter, seating, and a view of the outside.

12. Motel 6 Lexington, KY - Airport

Motel 6 Lexington, KY - Airport
2.0 star property
Lexington
6.2 out of 10, (1,000 reviews)
"We stayed 1 night night it's a motel not a hotel"
United States
Micki
The price is CA $76
CA $88 total
includes taxes & fees
Nov 8 - Nov 9
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

Elwood Hotel & Suites

Elwood Hotel & Suites

8/10 Good
"Cute boutique hotel. Friendly staff. Concrete floors in the suite needed a rug in the bedroom."
Michael 5-night trip
Posted 10 hours ago
Elwood Hotel & Suites
The Manchester

The Manchester

10/10 Excellent
"One of my favorite hotels I have ever stayed. Would love to go back again soon. The room was beautiful with lots of amenities and a full bar(at a price). Breakfast was phenomenal at the hotel restaurant."
Peggy 1-night trip
Posted 17 hours ago
The Manchester

Find out more about Winchester

Winchester Motels information

Number of reviews
2,676
Accommodation
14 Motels
Lowest Price
CA $69
Highest Price
CA $136

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.

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