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Compare Motels in Winchester with updated reviews, rates, and availability.

Baymont by Wyndham Winchester
Exterior

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (637)
"Staff was very friendly and accommodating "
The price is SAR 284
SAR 313 total
includes taxes & fees
15 Jan - 16 Jan
Baymont by Wyndham Winchester
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
Exterior

Holiday Inn Express Lexington East - Winchester, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (414)
"It was a very nice room and hotel. There was some damage to our room though with some leaking wall paper."
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
Hampton Inn Winchester
Exterior

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (409)
"Rooms not as up to date"
Hampton Inn Winchester
Best Western Winchester Hotel
Property entrance

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (887)
"Will recommend to others "
The price is SAR 319
SAR 352 total
includes taxes & fees
11 Jan - 12 Jan
Best Western Winchester Hotel
Comfort Inn
Exterior

Comfort Inn

2.5 star property
7.0 out of 10, Good, (326)
"One night stay to visit Claireborne farm. Comfortable, quiet , clean had everything we needed."
Comfort Inn
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (530)
"Nice as always "
The price is SAR 234
SAR 257 total
includes taxes & fees
13 Jan - 14 Jan
Red Roof Winchester - Lexington East
Franklin Ridge Farms Winchester Between Lexington 20 min. & Stanton 15min.
Surrounded by farmland & 5 min. from downtown Winchester

Franklin Ridge Farms Winchester Between Lexington 20 min. & Stanton 15min.

10.0 out of 10, Exceptional, (28)
"We’re a group of city friends who came to Lexington for a taste of the country, and this stay was amazing! The home was spotless, and the host made us feel incredibly welcome with two dozen fresh-baked cookies and a dozen farm-fresh eggs. They were attentive to our needs, and the check-out process was super easy. Highly recommend for anyone wanting a relaxing country experience with great hospitality!"
The price is SAR 751
SAR 1,006 total
includes taxes & fees
11 Jan - 12 Jan
Franklin Ridge Farms Winchester Between Lexington 20 min. & Stanton 15min.
Value Stays by OYO I-64
Property entrance

Value Stays by OYO I-64

2.0 star property
8.8 out of 10, Excellent, (46)
"I enjoy staying here whenever i am travelling cross country. The staff's pleasant. The check-in is quick. The rooms are comfortable. I have stayed here multiple times throughout the past year. The location is great: right off the highway, near stores and restaurants, and near historical sites. The only issue i had this time was that someone kept setting off their car alarm ALL night (and morning). I finally just left around 4 am. "
The price is SAR 498
SAR 549 total
includes taxes & fees
16 Jan - 17 Jan
Value Stays by OYO I-64
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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Other property types in Winchester

Natural Bridge State Resort Park
Hiking

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1481)
"We stayed in a cabin and the satellite tv did not work. We put in a work order on the same day but no one came to fix it until we were checking out. "
The price is SAR 323
SAR 356 total
includes taxes & fees
19 Jan - 20 Jan
Natural Bridge State Resort Park
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (273)
"Quiet and peaceful retreat! Everything was as advertised and we had a great stay. "
The price is SAR 347
SAR 765 total
includes taxes & fees
2 Feb - 3 Feb
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
Property grounds

Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB

10.0 out of 10, Exceptional, (126)
"Clean and quaint. Good communication with the renter. "
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
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.

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 826 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 Stays by OYO I-64: Stay within a 30-minute drive of Kentucky Horse Park and University of Kentucky. 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 - East I-75: Enjoy access to the terrace, and freebies including WiFi and parking. Located 13.7 mi (22 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. Motel 6 Lexington, KY - Airport: 18.1 mi (29.1 km) from the heart of Winchester. Enjoy access to the snack bar/deli, and freebies including 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. Enjoy nature with a stop at Community Park and Lykins Park. You’ll find these family-friendly sights in the area: Lexington Ice Center, Explorium, and Paradise Cove Aquatic Center. During your trip, here are some other places to visit: Bluegrass Heritage Museum, Southwind Golf Course, and Cassell Creek Golf Course.
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.