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.

Winchester 4 Stars Hotels

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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
The price is NT$4,214
NT$5,055 total
includes taxes & fees
Nov 23 - Nov 24
21c Museum Hotel Lexington
A modern living room with a sofa, armchairs, a coffee table, and a dining table. A large window offers a view of the cityscape.

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
The price is NT$5,517
NT$6,971 total
includes taxes & fees
Nov 26 - Nov 27
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, (876 reviews)
"I loved the check in process, the restaurant, the room and the staff. I would definitely stay here again!"
United States
Jamie
The price is NT$3,311
NT$4,495 total
includes taxes & fees
Nov 15 - Nov 16
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
The price is NT$3,180
NT$3,691 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is NT$3,447
NT$4,001 total
includes taxes & fees
Nov 8 - Nov 9
Elwood Hotel & Suites
A spacious indoor area with high ceilings, exposed beams, and a mix of seating arrangements including tables and sofas.

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
The price is NT$3,449
NT$4,003 total
includes taxes & fees
Nov 19 - Nov 20
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
The price is NT$5,898
NT$10,853 total
includes taxes & fees
Oct 28 - Oct 29
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 12 hours ago
Elwood Hotel & Suites

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 NT$3,691

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.

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