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.

Find 4 Star Hotels in Winchester, KY from SAR 532

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Check availability on Winchester 4 Star Hotels

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Winchester 4-star hotels

A lobby with a modern chandelier, marble walls, and an elevator.
A modern gym with exercise equipment, weight racks, and a mirrored wall.
A modern living room with a blue sectional sofa, a round coffee table, and a large window with sheer curtains and a decorative chandelier.
A bar area with a bar counter, multiple stools, and a wall of liquor bottles.

1. 21c Museum Hotel Lexington

21c Museum Hotel Lexington
Downtown Lexington
United States
Windy
SAR 603
SAR 719 total
includes taxes & fees
4 Oct - 5 Oct
21c Museum Hotel Lexington
A cozy lounge area with a blue sofa, round coffee tables, and a wooden archway.
A modern living room with a sofa, armchairs, a coffee table, and a dining table. A large window offers a view of the cityscape.
A room with a large window, a bathtub, a bed with a headboard, and a small table with a lamp.
A patio area with wooden planters and umbrellas, likely a seating area for guests.

2. The Manchester

The Manchester
Distillery District
United States
Patrick
SAR 941
SAR 1,157 total
includes taxes & fees
18 Oct - 19 Oct
The Manchester
A fire pit with seating and umbrellas in an outdoor area.
A spacious conference room with a long table and chairs, wooden beams on the ceiling, and large windows.
A swimming pool with lounge chairs and umbrellas, a clear sky, and a building with a modern design in the background.
A modern bar area with a counter, seating, and a television screen.

3. Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa
Lexington
United States
Larry
SAR 418
SAR 560 total
includes taxes & fees
11 Oct - 12 Oct
Marriott Lexington Griffin Gate Golf Resort & Spa
An outdoor seating area with modern furniture, planters, and a building in the background.
A potted plant next to a grey sofa with a yellow and white throw blanket.
A building with a large mural of a child painting a tree, the name 'Elwood' displayed prominently, and a symmetrical facade with a central entrance.
A modern hotel room with two beds, a small round table, a lamp, and a painting on the wall.

4. Elwood Hotel & Suites

Elwood Hotel & Suites
Lexington
United States
Sara
SAR 459
SAR 532 total
includes taxes & fees
30 Sep - 1 Oct
Elwood Hotel & Suites
A spacious hotel lobby with multiple seating areas, a bar, and a central fountain.
A spacious lobby with a mix of seating options including sofas, armchairs, and a coffee table. There are multiple light fixtures and a large mirror reflecting the interior.
A DoubleTree Suites hotel with a brick facade, large windows, and a central entrance with a canopy.
A narrow hallway with a staircase, a bed with a nightstand, and two chairs.

5. DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington
Lexington
United States
John
SAR 520
SAR 604 total
includes taxes & fees
5 Oct - 6 Oct
DoubleTree Suites by Hilton Hotel Lexington
A spacious indoor area with high ceilings, exposed beams, and a mix of seating arrangements including tables and chairs.
A spacious lounge area with leather sofas, a coffee bar, and a large wooden ceiling.
A spacious outdoor patio with multiple seating areas, a large wooden table, and a fireplace.
A spacious living room with a fireplace, leather furniture, and a large wall-mounted artwork.

6. The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton
Lexington
United States
Brittany
SAR 480
SAR 557 total
includes taxes & fees
1 Oct - 2 Oct
The Campbell House Lexington, Curio Collection by Hilton
A wooden cabin with two blue Adirondack chairs, large windows, and a framed mirror on the wall.
A wooden cabin with a hot tub, wooden walls, and large windows.
A cozy room with a brown leather sofa, a wooden dining table, and a TV mounted on the wall.
A wooden cabin interior with a hot tub, wooden walls, and a star decoration.

7. Retro Studio: Romantic Getaway in Frenchburg

Retro Studio: Romantic Getaway in Frenchburg
Frenchburg
United States
Michael
SAR 563
SAR 1,122 total
includes taxes & fees
18 Oct - 19 Oct
Retro Studio: Romantic Getaway in Frenchburg
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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 Winchester Hotel Reviews

The Manchester

The Manchester

10/10 Excellent
"Very much enjoyed our stay. The room was great and clean. The bar/restaurant service was excellent and the food was very good. Look forward to our next stay."
Kristin 1-night trip
Posted less than an hour ago
The Manchester
21c Museum Hotel Lexington

21c Museum Hotel Lexington

10/10 Excellent
"Excellent service!"
GRETCHEN 3-night trip
Posted 15 hours ago
21c Museum Hotel Lexington

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winchester?
We can help you easily find the perfect 4-star hotel for your getaway in Winchester. Use our handy filter tool to tailor your search by things like price, conveniences and hotel star rating and get access to fantastic deals in a couple of clicks.
  • Search for the lowest price from SAR 532
What's the difference between 5-star and 4-star hotels in Winchester?
If you choose to spend your vacation at a 4-star hotel in Winchester, you'll usually find lots of amenities to keep you comfortable, such as a restaurant, gym and pool. You can look forward to excellent service and upmarket surroundings. Opt for a 5-star hotel and you'll get a few more bells and whistles — think on-site spas, 24-hour front desk and nightly turndown services. You're likely to get more amenities and first-rate services at a 5-star stay, but both are terrific options for luxury guests.
Does Winchester have any 4-star all-inclusive resorts?
Finding your dream hotel in Winchester is as simple as entering in your dates and clicking on our "All inclusive" filter. Stay and play where just about everything is already taken care of like your accommodations, meals, activities and entertainment, or opt for a standard 4-star resort in or around this top destination.