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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Winchester lodges

A bedroom with a bed, a desk, a chair, a heater, and a window with curtains.

1. Room with wi-fi, mini fridge and microwave Red River Gorge area

Room with wi-fi, mini fridge and microwave Red River Gorge area
Clay City
10.0 out of 10, Exceptional, (1 review)
"As described, clean, is convenient"
United States
Bonnie
The price is AED 400
AED 576 total
includes taxes & fees
8 Nov - 9 Nov
Room with wi-fi, mini fridge and microwave Red River Gorge area
A bedroom with a bed, a desk, a chair, a heater, and a window with curtains.

2. Room with wi-fi, mini fridge and microwave Red River Gorge area

Room with wi-fi, mini fridge and microwave Red River Gorge area
Clay City
The price is AED 279
AED 406 total
includes taxes & fees
17 Nov - 18 Nov
Room with wi-fi, mini fridge and microwave Red River Gorge area
A bedroom with a bed, a desk, a chair, a heater, and a window with curtains.

3. Room with wi-fi, mini fridge and microwave Red River Gorge area

Room with wi-fi, mini fridge and microwave Red River Gorge area
Clay City
8.0 out of 10, Very good, (1 review)
"Very clean, easy accessible to main road / interstate. We stayed Labor Day weekend to take our motorcycles around the area. Asphalt parking lot was big plus. Host was great to deal with!"
United States
Nick R.
The price is AED 400
AED 576 total
includes taxes & fees
8 Nov - 9 Nov
Room with wi-fi, mini fridge and microwave Red River Gorge area
Exterior

4. Room with wi-fi, mini fridge and microwave Red River Gorge area

Room with wi-fi, mini fridge and microwave Red River Gorge area
Clay City
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 400
AED 576 total
includes taxes & fees
22 Nov - 23 Nov
Room with wi-fi, mini fridge and microwave Red River Gorge area
A bedroom with a bed, a desk, a chair, a heater, and a window with curtains.

5. Room with wi-fi, mini fridge and microwave Red River Gorge area

Room with wi-fi, mini fridge and microwave Red River Gorge area
Clay City
10.0 out of 10, Exceptional, (2 reviews)
"This was a very clean property and the location worked out great"
United States
Milford
The price is AED 400
AED 576 total
includes taxes & fees
22 Nov - 23 Nov
Room with wi-fi, mini fridge and microwave Red River Gorge area
A bedroom with a bed, a desk, a chair, a heater, and a window with curtains.

6. Room with wi-fi, mini fridge and microwave Red River Gorge area

Room with wi-fi, mini fridge and microwave Red River Gorge area
Clay City
The price is AED 400
AED 576 total
includes taxes & fees
8 Nov - 9 Nov
Room with wi-fi, mini fridge and microwave Red River Gorge area
A bedroom with a bed, a desk, a chair, a heater, and a window with curtains.

7. Room with wi-fi, mini fridge and microwave Red River Gorge area

Room with wi-fi, mini fridge and microwave Red River Gorge area
Clay City
The price is AED 319
AED 484 total
includes taxes & fees
15 Nov - 16 Nov
Room with wi-fi, mini fridge and microwave Red River Gorge area
A bedroom with a bed, a desk, a chair, a heater, and a window with curtains.

8. Room with wi-fi, mini fridge and microwave Red River Gorge area

Room with wi-fi, mini fridge and microwave Red River Gorge area
Clay City
4.0 out of 10, (1 review)
"Room had not been swept. We had to call to get toilet paper and a working hair dryer. Disappointed about the condition of the room. Property could be really nice but definitely needs some attention and maintenance. Needs to be painted, freshened up and updated. "
United States
Linda
The price is AED 279
AED 406 total
includes taxes & fees
17 Nov - 18 Nov
Room with wi-fi, mini fridge and microwave Red River Gorge area
A swimming pool with metal ladders, surrounded by a concrete deck and a large tree.

9. LanMark Farm Spacious Country Get-Away Ground Floor Suite

LanMark Farm Spacious Country Get-Away Ground Floor Suite
Sharpsburg
10.0 out of 10, Exceptional, (14 reviews)
"The host lives in the top floor suite and was very responsive whenever we had a question. The place was clean and the farm was very peaceful. "
United States
H M.
The price is AED 661
AED 1,275 total
includes taxes & fees
8 Nov - 9 Nov
LanMark Farm Spacious Country Get-Away Ground Floor Suite
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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Learn more about Winchester

Stroll through charming downtown streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.

See all hotels in Winchester
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.

Top reviews in Winchester

A Holiday Inn Express building with a covered entrance, stone pillars, and potted plants.
Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
Winchester

10/10 Excellent

The room was clean, quiet with a comfy bed. Breakfast had good choices. I loved that they decorated for Halloween. It made it feel more welcoming and homey.
United States
Dennis
Reviewed October 30, 2026
Holiday Inn Express Lexington East - Winchester by IHG