Winchester, KY

Travel Guide

Photo by Hyelsinta
Quality Inn Lexington -Horse Park
Quality Inn Lexington -Horse Park
2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
The price is AED 245 per night from May 19 to May 20
AED 245
AED 284 total
19 May - 20 May
includes taxes & fees
Book a stay at this golf hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,570 reviews)
"Best value in Lexington"

Reviewed on 7 May 2025

Quality Inn Lexington -Horse Park
GLō Best Western Lexington
GLō Best Western Lexington
3 out of 5
1935 Stanton Way, Lexington, KY
The price is AED 346 per night from May 22 to May 23
AED 346
AED 402 total
22 May - 23 May
includes taxes & fees
Stay at this 3-star hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (2,284 reviews)
"Easy on and off. Cracker Barrel next door."

Reviewed on 7 May 2025

GLō Best Western Lexington
GuestHouse Lexington
GuestHouse Lexington
2.5 out of 5
2261 Elkhorn Road, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is AED 234 per night from May 27 to May 28
AED 234
AED 272 total
27 May - 28 May
includes taxes & fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,179 reviews)
"No towel racks in bathroom; or grab bars around shower."

Reviewed on 11 May 2025

GuestHouse Lexington
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.
Natural Bridge State Resort Park
Natural Bridge State Resort Park
3.5 out of 5
2135 Natural Bridge Road, Slade, KY
Stay at this 3.5-star cabin in Slade. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (1,547 reviews)
"Gorgeous views and really interesting walks"

Reviewed on 6 May 2025

Natural Bridge State Resort Park
Tranquil Getaway in the Woods ~ Sunset Ridge
Tranquil Getaway in the Woods ~ Sunset Ridge
Irvine
Stay at this cabin in Irvine. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attraction Veterans Memorial Park is located nearby.
9.8/10 Exceptional! (54 reviews)
Above the rest
"Excellent mountain getaway. Above and beyond my expectations with so many thoughtful touches that made the stay special. Thank you for a wonderful experience, and we will be back."

Reviewed on 30 April 2025

Tranquil Getaway in the Woods ~ Sunset Ridge
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Clay City
Stay at this cabin in Stanton. Enjoy concierge services, patios, and an in-room coffeemaker.
9.2/10 Wonderful! (67 reviews)
Getaway for family
"My family had a pleasant time at Throw'n Shade. It was a quick trip to get outdoors at the Gorge, grab some pizza, then a evening at the cabin. The location is beautiful, nice view of a valley in the spring with no close neighbors. Just enough for what we were looking for."

Reviewed on 21 April 2025

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
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.

Popular places to visit

Reviews of Winchester

4
Top Destination
5 - Excellent
23
5 - Excellent 27%
4 - Good
44
4 - Good 51%
3 - Okay
16
3 - Okay 19%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
3
1 - Terrible 3%

5/5 - Excellent

Verified traveler

Pretty small town. quiet on sunday. The Italian restaurant La Trattoria was really nice. The chef sat by me and happened to adjust the entree for me. A pretty lady talked about travel a while and made me feel welcome. maybe was the owner.

5/5 - Excellent

Verified traveler

The rooms and beds are very comfortable and flooring is attractive and updated. Hairdryers are available upon request. Breakfast options were the best! Scrambled eggs, sausage, bacon, fruit, waffles, cereal, pastries, yogurt, with flavored creamers

1/5 - Terrible

Verified traveler

This Place is a SHAM!!! DON'T STAY HERE, it's Dirty and the amenities listed are not working or are a lie all together. very poor excuse was given 'BEING RENOVATED' thats a lie and it should be listed in all the travel apps as such.

4/5 - Good

Verified traveler

No food or shopping available in the surrounding area, where we stayed.

3/5 - Okay

Verified traveler

Never staying at another red roof inn.

4/5 - Good

Verified traveler

Loed Hall's on the River