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
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Winchester motels

Suite, 1 King Bed, Hot Tub

1. Value Stay

Value Stay
2.0 star property
Winchester
7.4 out of 10, Good, (175 reviews)
"It was an inexpensive stay and provided a basic but clean and comfortable room."
United States
Robert
The price is CA $80
CA $89 total
includes taxes & fees
Sep 18 - Sep 19
Value Stay
Lobby

2. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,003 reviews)
"Facilities were well maintained and clean. Front desk staff was helpful and friendly."
United States
Art
The price is CA $89
CA $103 total
includes taxes & fees
Sep 27 - Sep 28
Days Inn Lexington SE/Hamburg
Standard Room, 2 Queen Beds

3. Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,001 reviews)
"Wonderful, helpful and friendly staff comfortable room with nice bed and pillows"
United States
Richard
The price is CA $74
CA $81 total
includes taxes & fees
Sep 20 - Sep 21
Super 8 by Wyndham Richmond
Room

4. Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,001 reviews)
"Staff was friendly the room was clean and the bed was comfy 😌"
United States
Tonya
The price is CA $56
CA $66 total
includes taxes & fees
Sep 28 - Sep 29
Motel 6 Lexington I-75 Hamburg
Breakfast area

5. Econo Lodge Lexington Southeast

Econo Lodge Lexington Southeast
2.0 star property
Lexington
6.6 out of 10, (822 reviews)
"Good hotel with comfortable beds. The breakfast is just a cereal bar though..."
United States
Joseph
The price is CA $78
CA $91 total
includes taxes & fees
Oct 11 - Oct 12
Econo Lodge Lexington Southeast
Standard Room, 2 Double Beds, Non Smoking

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 $89
CA $103 total
includes taxes & fees
Oct 6 - Oct 7
Bluegrass Extended Stay Hotel
Room

7. Mountain View Inn Irvine Near Richmond KY

Mountain View Inn Irvine Near Richmond KY
2.5 star property
Irvine
5.4 out of 10, (44 reviews)
"It wasn’t a very good inn I wouldn’t recommend this"
United States
Latasha
The price is CA $67
CA $77 total
includes taxes & fees
Sep 20 - Sep 21
Mountain View Inn Irvine Near Richmond KY
Room, 1 King Bed, Non Smoking

8. Travelodge by Wyndham Richmond Kentucky

Travelodge by Wyndham Richmond Kentucky
2.0 star property
Richmond
5.6 out of 10, (256 reviews)
"Really helpful staff and the place was clean and it’s a good location. Only downside was a lack of electrical outlets and slow internet connection. If you’re low tech - it’s perfect."
United States
Jon
The price is CA $63
CA $69 total
includes taxes & fees
Oct 13 - Oct 14
Travelodge by Wyndham Richmond Kentucky
Room

9. Quality Quarters Inn

Quality Quarters Inn
2.0 star property
Richmond
5.4 out of 10, (194 reviews)
"All around excellent place to stay"
United States
WB
The price is CA $70
CA $77 total
includes taxes & fees
Sep 18 - Sep 19
Quality Quarters Inn
Exterior

10. Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (718 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 CA $123
CA $135 total
includes taxes & fees
Sep 21 - Sep 22
Black Bear Lodge Motel
Room

11. Days Inn by Wyndham Richmond

Days Inn by Wyndham Richmond
2.0 star property
Richmond
5.6 out of 10, (353 reviews)
"The room was clean, comfortable bed. Convenient to the interstate and food. Continental breakfast consisted of milk for cereal and waffles."
United States
Kari
The price is CA $71
CA $78 total
includes taxes & fees
Sep 23 - Sep 24
Days Inn by Wyndham Richmond
Room

12. 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 CA $82
CA $91 total
includes taxes & fees
Sep 20 - Sep 21
Motel 6 Richmond, KY – EKU Campus Area
Lobby

13. Motel 6 Lexington, KY - Airport

Motel 6 Lexington, KY - Airport
2.0 star property
Lexington
6.0 out of 10, (1,001 reviews)
"Great place to stay for a quick weekend in Lex."
United States
Seth
The price is CA $76
CA $89 total
includes taxes & fees
Sep 20 - Sep 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

Natural Bridge State Resort Park

Natural Bridge State Resort Park

8/10 Good
"Staff was great, room was clean. However the air did not work. It’s summer time so sleeping was not great."
Rita 2-night trip
Posted 2 hours ago
Natural Bridge State Resort Park

Find out more about Winchester

Winchester Motels information

Number of reviews
5,956
Accommodation
14 Motels
Lowest Price
CA $66
Highest Price
CA $135

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. Black Bear Lodge Motel: Central Winchester is 30.2 mi (48.6 km) away. Free parking, a picnic area, and a coffee shop are available during your stay. Days Inn Lexington SE/Hamburg: 11.4 mi (18.3 km) from the heart of Winchester. Enjoy access to the business center, and freebies including breakfast, 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. These are some of the parks and outdoorsy places: Community Park, College Park, and GRCHS Baseball Field. 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.

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