Explore top 2026 4 Star Hotels in Winchester

Name: Retro Studio: Romantic Getaway in Frenchburg
Price range: $299 total
Rating: 6

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Top Winchester 4 Star hotels

21c Museum Hotel Lexington

167 West Main Street Lexington KY

Fully refundableReserve now, pay when you stay

$165 nightly

$191 total

Oct 4 - Oct 5

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)

"Comfy beds, clean room, great bathroom lighting. Great location downtown! Wish restaurant was open"

Reviewed on Sep 24, 2026

The Manchester

941 Manchester St Lexington KY

Fully refundableReserve now, pay when you stay

$274 nightly

$318 total

Sep 28 - Sep 29

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 ...

Marriott Lexington Griffin Gate Golf Resort & Spa

1800 Newtown Pike Lexington KY

Fully refundableReserve now, pay when you stay

$128 nightly

$149 total

Oct 11 - Oct 12

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 ...

8.6/10 Excellent! (854 reviews)

"Amazing service"

Reviewed on Sep 24, 2026

Elwood Hotel & Suites

444 Parkway Drive Lexington KY

Fully refundableReserve now, pay when you stay

$122 nightly

$142 total

Oct 11 - Oct 12

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 ...

9.6/10 Exceptional! (1,169 reviews)

"Such a great boutique hotel with a lot of character and a wonderful restaurant as well. We really enjoyed our stay! Staff was extremely helpful."

Reviewed on Sep 24, 2026

DoubleTree Suites by Hilton Hotel Lexington

2601 Richmond Rd Lexington KY

Fully refundableReserve now, pay when you stay

$130 nightly

$151 total

Oct 4 - Oct 5

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, ...

9/10 Wonderful! (1,006 reviews)

"Pros: clean room, spacious bathroom, unique overall decor. Cons: high incidental holds, parking fees, and we could hear the neighbors through the bathroom vent. Tried to get help with reducing the incidental hold, and "Samantha" was not helpful at all. We ended up using $39 of the $100 held, and ..."

Reviewed on Sep 24, 2026

The Campbell House Lexington, Curio Collection by Hilton

1375 South Broadway Lexington KY

Fully refundableReserve now, pay when you stay

$114 nightly

$132 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, ...

Retro Studio: Romantic Getaway in Frenchburg

Frenchburg KY

$271 nightly

$299 total

Sep 25 - Sep 26

Total with taxes and fees

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

6/10 (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 ..."

Reviewed on Oct 31, 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.