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.

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Check availability on Winchester 4 Star Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Winchester 4-star hotels

Terrace/patio

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, (783 reviews)
"I enjoyed the quiet location, lovely property, clean rooms, comfortable beds, and friendly staff!"
United States
Wendy
The price is 3.110.062 ₫
4.136.309 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Marriott Lexington Griffin Gate Golf Resort & Spa
Interior entrance

The Manchester

The Manchester
4.0 star property
Distillery District
9.6 out of 10, Exceptional, (1,385 reviews)
"Wonderful place to stay with amazing staff"
United States
Todd
The price is 4.669.437 ₫
5.878.098 ₫ total
includes taxes & fees
30 Aug - 31 Aug
The Manchester
Serves dinner and happy hour

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton
4.0 star property
Lexington
8.2 out of 10, Very good, (1,001 reviews)
"We very much enjoyed our stay!"
United States
Colleen
The price is 3.194.559 ₫
3.707.924 ₫ total
includes taxes & fees
11 Aug - 12 Aug
The Campbell House Lexington, Curio Collection by Hilton
Breakfast and dinner served

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington
4.0 star property
Lexington
8.8 out of 10, Excellent, (1,012 reviews)
"The staff was amazing! Check in was quick and the rooms were clean! I would definitely stay here again."
United States
jenna
The price is 2.892.371 ₫
3.357.174 ₫ total
includes taxes & fees
6 Aug - 7 Aug
DoubleTree Suites by Hilton Hotel Lexington
Interior

21c Museum Hotel Lexington

21c Museum Hotel Lexington
4.0 star property
Downtown Lexington
8.8 out of 10, Excellent, (1,001 reviews)
"Great stay and a great city!"
United States
Lorie
The price is 3.404.064 ₫
4.082.713 ₫ total
includes taxes & fees
29 Aug - 30 Aug
21c Museum Hotel Lexington
Exterior detail

Elwood Hotel & Suites

Elwood Hotel & Suites
4.0 star property
Lexington
9.4 out of 10, Exceptional, (1,126 reviews)
"The location was wonderful and the staff was very friendly."
United States
Kevin
The price is 3.020.564 ₫
3.505.968 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Elwood Hotel & Suites
House (0 Bedroom) | Interior

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 4.080.065 ₫
8.012.195 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Retro Studio: Romantic Getaway in Frenchburg
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Learn more about Winchester

Stroll through charming city centre 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
"Outstanding stay! We especially appreciate the shuttle service you provided to and from dinner!"
Priti 1-night trip
Posted 4 hours ago
The Manchester

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 3.357.174 ₫

What's the difference between 5-star and 4-star hotels in Winchester?
If you choose to spend your holiday 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 accommodation, meals, activities and entertainment, or opt for a standard 4-star resort in or around this top destination.