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
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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
7.4 out of 10, Good, (177 reviews)
"Room clean and welcoming staff."
United States
Gayle
The price is ₩79,890
₩88,069 total
includes taxes & fees
Sep 28 - Sep 29
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, (1,005 reviews)
"Facilities were well maintained and clean. Front desk staff was helpful and friendly."
United States
Art
The price is ₩87,473
₩101,530 total
includes taxes & fees
Oct 4 - Oct 5
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, (823 reviews)
"Good hotel with comfortable beds. The breakfast is just a cereal bar though..."
United States
Joseph
The price is ₩76,424
₩88,705 total
includes taxes & fees
Oct 25 - Oct 26
Econo Lodge Lexington Southeast
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)
"Wonderful, helpful and friendly staff comfortable room with nice bed and pillows"
United States
Richard
The price is ₩71,495
₩78,807 total
includes taxes & fees
Oct 11 - Oct 12
Super 8 by Wyndham Richmond
A hotel room with two beds, a TV, a desk, and a window with curtains.

5. Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,008 reviews)
"Staff was friendly the room was clean and the bed was comfy 😌"
United States
Tonya
The price is ₩60,920
₩71,697 total
includes taxes & fees
Oct 7 - Oct 8
Motel 6 Lexington I-75 Hamburg
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 ₩93,431
₩108,445 total
includes taxes & fees
Oct 15 - Oct 16
Bluegrass Extended Stay Hotel

7. Mountain View Inn Irvine Near Richmond KY

Mountain View Inn Irvine Near Richmond KY
2.5 star property
Irvine
5.2 out of 10, (45 reviews)
"It wasn’t a very good inn I wouldn’t recommend this"
United States
Latasha
The price is ₩81,745
₩98,292 total
includes taxes & fees
Oct 4 - Oct 5
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.

8. Travelodge by Wyndham Richmond Kentucky

Travelodge by Wyndham Richmond Kentucky
2.0 star property
Richmond
5.6 out of 10, (257 reviews)
"No sheets on the bed, no towels, shower head laying in the tub"
United States
Michael
The price is ₩60,933
₩67,172 total
includes taxes & fees
Oct 13 - Oct 14
Travelodge by Wyndham Richmond Kentucky

9. Quality Quarters Inn

Quality Quarters Inn
2.0 star property
Richmond
5.4 out of 10, (198 reviews)
"All around excellent place to stay"
United States
WB
The price is ₩79,890
₩88,070 total
includes taxes & fees
Oct 8 - Oct 9
Quality Quarters Inn
A scenic overlook with a stone retaining wall, wooden railing, and a cable car system in the background.

10. Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (723 reviews)
"Very convenient location, a bit dated but, super cozy. Perfect for a 1 or 2 night 🌙 stay. The locals are very cool. The A/C worked like a freezer, lol. Great hot water 💧. Very quiet at night. I would stay here again. Lots of trails 👣"
United States
Patrick
The price is ₩119,158
₩131,358 total
includes taxes & fees
Sep 30 - Oct 1
Black Bear Lodge Motel
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, (96 reviews)
"very nice property, excellent location."
United States
Jerri
The price is ₩79,877
₩88,057 total
includes taxes & fees
Sep 28 - Sep 29
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
6.0 out of 10, (1,006 reviews)
"Great place to stay for a quick weekend in Lex."
United States
Seth
The price is ₩75,557
₩87,698 total
includes taxes & fees
Oct 4 - Oct 5
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

Hyatt Regency Lexington

Hyatt Regency Lexington

10/10 Excellent
"It was okay but for the price the furniture all scratched up it was ridiculous."
donald 1-night trip
Posted less than an hour ago
Hyatt Regency Lexington

Find out more about Winchester

Winchester Motels information

Number of reviews
5,221
Accommodation
14 Motels
Lowest Price
₩67,172
Highest Price
₩131,358

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: Lexington Ice Center, Paradise Cove Aquatic Center, and Explorium. 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.