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Find Cheap Hotels in Winchester, KY

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Check availability on Winchester Cheap Hotels

Tonight
7 Jan - 8 Jan
Tomorrow
8 Jan - 9 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Our top choices for Winchester cheap hotels

Free daily full breakfast
Best Western Winchester Hotel

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very Good, (1000)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is AED 265
AED 293 total
includes taxes & fees
12 Jan - 13 Jan
Best Western Winchester Hotel
Lobby
Hampton Inn Winchester

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (455)
"Would stay there again"
United States
Patricia
The price is AED 455
AED 501 total
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn Winchester
Indoor pool
Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (772)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
The price is AED 293
AED 323 total
includes taxes & fees
14 Jan - 15 Jan
Baymont by Wyndham Winchester
Exterior
Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
Winchester
6.4 out of 10, (587)
"Great stay"
United States
Walter
The price is AED 229
AED 252 total
includes taxes & fees
11 Jan - 12 Jan
Red Roof Inn Winchester - Lexington East
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

Hyatt Regency Lexington

Hyatt Regency Lexington

10/10 Excellent
"Room was clean and everyone was very nice and helpful! Only issue we had were the pillows, they were terrible!"
Melissa 1-night trip
Posted 3 days ago
Hyatt Regency Lexington

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Frequently asked questions

What is Winchester like for travelers on a budget?
Winchester has cheap accommodation options and a variety of places to visit, making it a budget-friendly vacation choice. You can find ways to save money while getting to know this destination, which is home to attractions like Bluegrass Heritage Museum, Cassell Creek Golf Course, and Winchester Opera House.
When is the best time for a budget trip to Winchester?
Weather will likely play an important role when you plan your trip to Winchester, and keep in mind that cheaper options are usually available when the weather isn't as good. 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 is there to see and do in Winchester?
Winchester is known for its dining options and offers things to see and do without spending a fortune. You can budget for the local attractions that interest you most, and then plan some activities that cost little or nothing at all. If you're eager to get outdoors, you can enjoy the natural setting at College Park, GRCHS Baseball Field, or Community Park.
How can I get to Winchester and get around on a budget?
Scoping out the transportation options in Winchester is a smart way to keep your trip affordable. The closest airport is Blue Grass Airport (LEX), 23 mi (37.1 km) away. Winchester might not have many public transit options so renting a car could be an economical alternative to explore more of the area.