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
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Winchester motels

Suite, 1 King Bed, Hot Tub

1. Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (165 reviews)
"It was an inexpensive stay and provided a basic but clean and comfortable room."
United States
Robert
The price is CA $83
CA $91 total
includes taxes & fees
Aug 2 - Aug 3
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, (1,000 reviews)
"Nothing fancy, butGood enoughfacility for the price"
United States
Ed
The price is CA $84
CA $98 total
includes taxes & fees
Aug 16 - Aug 17
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, (1,002 reviews)
"Comfortable bed."
Canada
Charles
The price is CA $73
CA $80 total
includes taxes & fees
Aug 3 - Aug 4
Super 8 by Wyndham Richmond
Blackout drapes, iron/ironing board (on request), WiFi (free)

4. Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,003 reviews)
"Clean and restful stay"
United States
Francis
The price is CA $69
CA $81 total
includes taxes & fees
Aug 11 - Aug 12
Motel 6 Lexington I-75 Hamburg
Room, 1 King Bed, Non Smoking

5. Travelodge by Wyndham Richmond Kentucky

Travelodge by Wyndham Richmond Kentucky
2.0 star property
Richmond
5.6 out of 10, (252 reviews)
"Every thing"
United States
Starlie
The price is CA $56
CA $62 total
includes taxes & fees
Aug 30 - Aug 31
Travelodge by Wyndham Richmond Kentucky
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, (1,001 reviews)
"Great place to stay"
United States
Walter
The price is CA $93
CA $108 total
includes taxes & fees
Aug 9 - Aug 10
Bluegrass Extended Stay Hotel
Reception

7. Mountain View Inn Irvine Near Richmond KY

Mountain View Inn Irvine Near Richmond KY
2.5 star property
Irvine
5.6 out of 10, (34 reviews)
"Absolutely terrible I slept in my car"
United States
Cody
The price is CA $57
CA $68 total
includes taxes & fees
Aug 21 - Aug 22
Mountain View Inn Irvine Near Richmond KY
Desk, WiFi (free), bed sheets

8. Quality Quarters Inn

Quality Quarters Inn
2.0 star property
Richmond
5.6 out of 10, (193 reviews)
"All around excellent place to stay"
United States
WB
The price is CA $70
CA $77 total
includes taxes & fees
Aug 3 - Aug 4
Quality Quarters Inn
Exterior

9. Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (692 reviews)
"For the price, it was a great location and would stay there again."
United States
marion
The price is CA $123
CA $136 total
includes taxes & fees
Aug 25 - Aug 26
Black Bear Lodge Motel
Free daily continental breakfast

10. Econo Lodge Lexington Southeast

Econo Lodge Lexington Southeast
2.0 star property
Lexington
6.6 out of 10, (815 reviews)
"Great location"
United States
Rachael
The price is CA $75
CA $87 total
includes taxes & fees
Aug 30 - Aug 31
Econo Lodge Lexington Southeast
Premium bedding, pillowtop beds, in-room safe, desk

11. Days Inn by Wyndham Richmond

Days Inn by Wyndham Richmond
2.0 star property
Richmond
5.6 out of 10, (345 reviews)
"Poor stay, room not very clean, breakfast leaves alot to be desired"
United States
Davina
The price is CA $63
CA $70 total
includes taxes & fees
Sep 1 - Sep 2
Days Inn by Wyndham Richmond
WiFi (free), bed sheets

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, (95 reviews)
"This was an older motel that could use some cleanup outside. The rooms were OK with some upgrades like a nice bathroom sink/counter and nicer quality towels than usual. WiFi worked well, the bed was comfortable. We were in a room on the highway side which was very loud all night long."
United States
Kenneth
The price is CA $83
CA $91 total
includes taxes & fees
Aug 3 - Aug 4
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, (1,003 reviews)
"I loved this property!"
United States
John
The price is CA $76
CA $88 total
includes taxes & fees
Aug 2 - Aug 3
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

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

10/10 Excellent
"This is a very unique property. We were pleasantly greeted and helped with our check in. Nicely decorated and maintained."
Shannyn 1-night trip
Posted 8 hours ago
Origin Lexington a Wyndham Hotel

Find out more about Winchester

Winchester Motels information

Number of reviews
4,251
Accommodation
14 Motels
Lowest Price
CA $62
Highest Price
CA $136

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 881 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: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Days Inn Lexington SE/Hamburg: A business center along with freebies like breakfast, WiFi, and parking are available during your stay. Central Winchester is 11.4 mi (18.3 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. Motel 6 Lexington I-75 Hamburg: Central Winchester is 13.7 mi (22 km) away. Free WiFi, free parking, and a terrace 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: Wiseman Park, Winchester Traveling Trail, and College Park. You'll find these family-friendly sights in the area: Paradise Cove Aquatic Center, Lexington Ice Center, and Explorium. During your trip, here are some other places to visit: Bluegrass Heritage Museum, Winchester Opera House, and Clark County Courthouse.
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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