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.

4 Stars Hotels in Winchester, Lexington from CA $153

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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, (1,008 reviews)
"Loved the dining area bar where we could sit and hang out plus everything else."
United States
Deborah
The price is CA $181
CA $217 total
includes taxes & fees
Nov 24 - Nov 25
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 CA $214
CA $272 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, (877 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 CA $142
CA $193 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 CA $137
CA $159 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 CA $132
CA $153 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 CA $148
CA $172 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 CA $253
CA $466 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

21c Museum Hotel Lexington

21c Museum Hotel Lexington

10/10 Excellent
"Just disappointed that the restaurant was closed."
leni 1-night trip
Posted 1 hour ago
21c Museum Hotel Lexington
Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"Super cute and clean spot near the hospital! 🙏❤️"
Sheetal 1-night trip
Posted 18 hours ago
Elwood Hotel & Suites

Find out more about Winchester

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Winchester are calling your name. Known for providing first-rate service in amazing locations, each of the Winchester 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Winchester. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Winchester, Lexington, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Winchester hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winchester?
To lock in a 4-star hotel in Winchester that matches your budget, make use of Expedia's sort and search filters. Browse what's available during your chosen dates and use our pricing filter to set your limit. You can also sort your results by the most economical stay first.

  • Search for the lowest price from CA $153

What's the difference between 5-star and 4-star hotels in Winchester?
Treat yourself to refined living during your Winchester escape by choosing a 4-star hotel. As well as featuring upscale accommodations, these properties are usually packed with amenities like large beds, bathrobes and more. A 5-star hotel will go above and beyond to make your stay an even more indulgent and memorable one. 24-hour concierge assistance, elegant furnishings and world-class dining are only the start of the exclusive services and conveniences you'll likely get access to.
Does Winchester have any 4-star all-inclusive resorts?
Enjoy a worry-free vacation experience where almost everything is included in the upfront price by using our "All inclusive" filter. Keeping to your budget is a cinch when your accommodations, meals and many activities are already taken care of. Eager for more options? Browse the amazing offers on our standard 4-star stays in and around Winchester too.

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