Explore top 2025 4 Star Hotels in Winchester

Name: Charming home in the heart of Lexington
Address: Lexington
Rating: 9.8

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Top Winchester 4 Star hotels

DoubleTree Suites by Hilton Hotel Lexington

2601 Richmond Rd, Lexington, KY

Fully refundableReserve now, pay when you stay

$114 nightly

$132 total

Oct 2 - Oct 3

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, ...

8.6/10 Excellent! (1,005 reviews)

"Property was very beautiful. Room extremely clean and had a good vibe. I was disappointed that in order to use Wi-fi I needed to sign up to be a rewards member. This was a free rewards program but I don’t want a new login password combo to have to remember. Additionally, there is no continental b’fast ..."

Reviewed on Sep 18, 2025

The Manchester

941 Manchester St, Lexington, KY

Fully refundableReserve now, pay when you stay

$239 nightly

$278 total

Oct 26 - Oct 27

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, express ...

9.4/10 Exceptional! (979 reviews)

"One of the best boutique hotels I’ve stayed at"

Reviewed on Sep 19, 2025

Marriott Lexington Griffin Gate Golf Resort & Spa

1800 Newtown Pike, Lexington, KY

Fully refundableReserve now, pay when you stay

$128 nightly

$149 total

Oct 26 - Oct 27

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express ...

8.4/10 Very Good! (539 reviews)

"Clean and convenient"

Reviewed on Sep 22, 2025

The Campbell House Lexington, Curio Collection by Hilton

1375 South Broadway, Lexington, KY

Fully refundableReserve now, pay when you stay

$144 nightly

$168 total

Oct 1 - Oct 2

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, ...

8/10 Very Good! (1,011 reviews)

"We've seen this hotel for $500 a night and had I paid that I would've been severely disappointed. It's wanting to be a five star hotel however there's fingerprints on door jams., the bathroom in our king room was about the size of a shoebox with a shower inside that shoebox. Paint needed touchup. ..."

Reviewed on Sep 13, 2025

Elwood Hotel & Suites

444 Parkway Drive, Lexington, KY

Fully refundableReserve now, pay when you stay

$115 nightly

$133 total

Sep 29 - Sep 30

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby ...

9.2/10 Wonderful! (1,010 reviews)

"I loved everything about the Elwood Hotel. Cleanliness, security, beds!!!! I will definitely stay there again!"

Reviewed on Sep 19, 2025

21c Museum Hotel Lexington

167 West Main Street, Lexington, KY

Fully refundableReserve now, pay when you stay

$163 nightly

$190 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a snack bar/deli ...

8.8/10 Excellent! (1,002 reviews)

"We had a corner room with great views. It eas large and comfortable. Loved the sofa for reading. We loved the art. We had three meals at the Lockbox."

Reviewed on Sep 16, 2025

Newly opened 3 BDRM Silver Creek Loft- Luxury in Historic Farm Barn Setting

Richmond

$383 nightly

$410 total

Sep 26 - Sep 27

Total with taxes and fees

This vacation home includes a garden and laundry facilities.

9.6/10 Exceptional! (21 reviews)

"Excellent property and well taken care of. Make sure to follow the driving directions. The owners take pride in their property and taking care of their visitors. Great communication from start to finish."

Reviewed on Aug 19, 2025

Charming home in the heart of Lexington

Lexington

This vacation home features a garden, laundry facilities, and barbecue grills.

9.8/10 Exceptional! (12 reviews)

Grad Weekend

"Perfect set up for parents & grandparents who came to town for UK graduation. We were even able to bring our dog which was a treat (and relief)."

Reviewed on May 28, 2025

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4 Star Hotels Winchester

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Winchester 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Winchester will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Winchester, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Winchester hotel reviews by fellow wanderers

Embassy Suites by Hilton Lexington/UK Coldstream

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"I loved the costumer service. the cooks, servers and bar tenders are efficient, friendly, work as a team. amazing costumer service. I loved the breakfast bar with option for cooking special items like ommeletes, avocado toast, other. nice surprise to find happy hour option. I will definatly come back"

A verified traveler stayed at Embassy Suites by Hilton Lexington/UK Coldstream

Spark by Hilton Lexington Hamburg

5 out of 5

Posted 4 days ago

Travelocity Verified Review

"The first night we were there the toilet unfortunately broke. They moved us immediately and helped us move. The very last day we were there, a rains tome came through and we saw that the window was leaking from the top. They offered to move us again, however we decline as we were leaving less than 12 hours later. Overall 10/10"

A verified traveler stayed at Spark by Hilton Lexington Hamburg