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 $112

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Check availability on Winchester 4 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Winchester 4-star hotels

A lobby with a modern chandelier, marble walls, and an elevator.

1. 21c Museum Hotel Lexington

21c Museum Hotel Lexington
4.0 star property
Downtown Lexington
8.8 out of 10, Excellent, (1,007 reviews)
"Loved the dining area bar where we could sit and hang out plus everything else."
United States
Deborah
$156 nightly
The price is $182
Nov 23 - Nov 24
Total with taxes and fees
21c Museum Hotel Lexington
A cozy lounge area with a blue sofa, round coffee tables, and a wooden archway.

2. The Manchester

The Manchester
4.0 star property
Distillery District
9.6 out of 10, Exceptional, (1,427 reviews)
"The hotel is very cozy—great bar, coffee in the morning is a nice touch."
United States
Patrick
$169 nightly
The price is $196
Nov 23 - Nov 24
Total with taxes and fees
The Manchester
A fire pit with seating and umbrellas in an outdoor area.

3. Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 star property
Lexington
8.4 out of 10, Very good, (877 reviews)
"I loved the check in process, the restaurant, the room and the staff. I would definitely stay here again!"
United States
Jamie
$119 nightly
The price is $138
Nov 15 - Nov 16
Total with taxes and fees
Marriott Lexington Griffin Gate Golf Resort & Spa
A spacious hotel lobby with multiple seating areas, a bar, and a central fountain.

4. DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington
4.0 star property
Lexington
9.0 out of 10, Wonderful, (1,005 reviews)
"I stay here a lot always great place when I go there food is amazing also"
United States
Chris
$98 nightly
The price is $113
Nov 8 - Nov 9
Total with taxes and fees
DoubleTree Suites by Hilton Hotel Lexington
An outdoor seating area with modern furniture, planters, and a building in the background.

5. Elwood Hotel & Suites

Elwood Hotel & Suites
4.0 star property
Lexington
9.6 out of 10, Exceptional, (1,192 reviews)
"Great location when going to the race track"
United States
Robert
$96 nightly
The price is $112
Nov 1 - Nov 2
Total with taxes and fees
Elwood Hotel & Suites
A spacious indoor area with high ceilings, exposed beams, and a mix of seating arrangements including tables and chairs.

6. The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton
4.0 star property
Lexington
8.4 out of 10, Very good, (1,004 reviews)
"Enjoyed our stay and will definitely return."
United States
Lindsay
$106 nightly
The price is $123
Nov 8 - Nov 9
Total with taxes and fees
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.

7. Retro Studio: Romantic Getaway in Frenchburg

Retro Studio: Romantic Getaway in Frenchburg
4.0 star property
Frenchburg
6.0 out of 10, (1 review)
"Stay was okay. Building was clean and everything worked well. Location was much further from red river gorge than expected, about 45 minutes to 1 hour 15 minutes one way to a trail. Bed was very hard. Hot tub was nice. Overall, decent if you dont mind the sleeping conditions and the drive but for us it wasnt worth the cost "
United States
Michael
$302 nightly
The price is $333
Oct 28 - Oct 29
Total with taxes and fees
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

Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"Super cute and clean spot near the hospital! 🙏❤️"
Sheetal 1-night trip
Posted 15 hours ago
Elwood Hotel & Suites

Find out more about Winchester

Winchester Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winchester, Lexington are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winchester 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winchester. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winchester, Lexington, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winchester hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winchester?
We can help you easily track down the perfect 4-star hotel for your vacation in Winchester. Use our filter tool to tailor your search by things like price, conveniences and hotel star rating and get access to awesome deals in a few clicks.

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What's the difference between 5-star and 4-star hotels in Winchester?
Offering a friendly guest experience and upmarket décor, 4-star hotels are a fantastic option for your Winchester vacation. These kinds of accommodations generally come with lots of useful amenities that make it simple to unpack and unwind — think complimentary bathrobes, pools and restaurants. Or enjoy even more lavishness at a 5-star hotel designed to pamper with exclusive perks and amenities. A personalized service, premium toiletries and fine dining are typically featured at these plush properties.
Does Winchester have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your next escape in Winchester where just about everything is taken care of, from your meals to your room, entertainment and activities. We can also help you find standard 4-star stays in and around this popular destination.

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