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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.

Top reviews in Winchester




Holiday Inn Express Lexington East - Winchester by IHG
Holiday Inn Express Lexington East - Winchester by IHGWinchester
10/10 Excellent
The room was clean, quiet with a comfy bed. Breakfast had good choices. I loved that they decorated for Halloween. It made it feel more welcoming and homey.
The room was clean, quiet with a comfy bed. Breakfast had good choices. I loved that they decorated for Halloween. It made it feel more welcoming and homey.
Dennis




Hampton Inn Winchester
Hampton Inn WinchesterWinchester
10/10 Excellent
My wife and i stay here st least a few times a year. Always enjoy our stay and the staff are always so friendly and helpful. We really enjoy this place!
My wife and i stay here st least a few times a year. Always enjoy our stay and the staff are always so friendly and helpful. We really enjoy this place!
JDK




Best Western Winchester Hotel
Best Western Winchester HotelWinchester
10/10 Excellent
This is a great place to stop for the night if you are traveling cross country. We stayed when traveling from DC to St Louis. It's not fancy, but it's clean, quiet, well maintained, and the staff is very friendly. It's even fine for a longer if that's your need.
This is a great place to stop for the night if you are traveling cross country. We stayed when traveling from DC to St Louis. It's not fancy, but it's clean, quiet, well maintained, and the staff is very friendly. It's even fine for a longer if that's your need.
Kimbery




La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
La Quinta Inn & Suites by Wyndham Lexington South / HamburgLexington
10/10 Excellent
Honestly we booked here because they didn't charge extra for pets. Did not expect much.
But honestly we will stay again even if we aren't traveling with pets. This place was the nicest place we stayed on a 1400 mile trip.
Thanks LaQuinta
Honestly we booked here because they didn't charge extra for pets. Did not expect much.
But honestly we will stay again even if we aren't traveling with pets. This place was the nicest place we stayed on a 1400 mile trip.
Thanks LaQuinta
karen




Tru By Hilton Lexington Hamburg
Tru By Hilton Lexington HamburgLiberty Area
10/10 Excellent
All good
All good
Carol




Home2 Suites Lexington Keeneland Airport, KY
Home2 Suites Lexington Keeneland Airport, KYBeaumont Residential
10/10 Excellent
Fantastic hotel with large rooms.
Fantastic hotel with large rooms.
Monte




Elwood Hotel & Suites
Elwood Hotel & SuitesLexington
10/10 Excellent
I love this hotel! Such great service, a boho style with huge rooms and comfy beds. They are even pet friendly! Such a gem. I’ve stayed twice and will stay as often as we can!
I love this hotel! Such great service, a boho style with huge rooms and comfy beds. They are even pet friendly! Such a gem. I’ve stayed twice and will stay as often as we can!
Cari




avid hotel Lexington - Hamburg Area by IHG
avid hotel Lexington - Hamburg Area by IHGLexington
10/10 Excellent
Very pleasantly surprised by the room minimal foot print. The design of the room was excellent. Modern yet retro look. W Paul’s
Recommend getting a top floor room as the soundproofing is a bit off the mark. We traveled with our dog and there was a minor discrepancy in the pet fee at registration versus what the web site information available. Overall very pleased and we will certainly stay again at Avid.
Very pleasantly surprised by the room minimal foot print. The design of the room was excellent. Modern yet retro look. W Paul’s
Recommend getting a top floor room as the soundproofing is a bit off the mark. We traveled with our dog and there was a minor discrepancy in the pet fee at registration versus what the web site information available. Overall very pleased and we will certainly stay again at Avid.
Kimberly




Home2 Suites By Hilton Richmond, Ky
Home2 Suites By Hilton Richmond, KyRichmond
10/10 Excellent
The staff was super friendly, the room was very clean and the property felt safe.
The staff was super friendly, the room was very clean and the property felt safe.
Melinda




Holiday Inn Lexington - Hamburg by IHG
Holiday Inn Lexington - Hamburg by IHGLexington
10/10 Excellent
Everything was great
Everything was great
Zachary




Residence Inn by Marriott Lexington South/Hamburg Place
Residence Inn by Marriott Lexington South/Hamburg PlaceLiberty Area
10/10 Excellent
We had stayed in Residence Inns before, but this one had rooms arranged a little differently. At least ours was...kind of all one room arrangement. However it was very comfortable and functional. The room was nicely furnished and clean, as was the rest of the hotel. Breakfast was amazing for a free breakfast. I had to force myself not to be a piglet. The nearby neighborhood has a super selection of great restaurants and stores, very convenient. You could honestly walk there if you were so...
We had stayed in Residence Inns before, but this one had rooms arranged a little differently. At least ours was...kind of all one room arrangement. However it was very comfortable and functional. The room was nicely furnished and clean, as was the rest of the hotel. Breakfast was amazing for a free breakfast. I had to force myself not to be a piglet. The nearby neighborhood has a super selection of great restaurants and stores, very convenient. You could honestly walk there if you were so...
Suzann




Holiday Inn Express Lexington - Horse Park Area by IHG
Holiday Inn Express Lexington - Horse Park Area by IHGLexington
10/10 Excellent
Great stay with thw family and very affordable. It was just a one night stay.
Great stay with thw family and very affordable. It was just a one night stay.
Trina




Home2 Suites by Hilton Lexington Hamburg
Home2 Suites by Hilton Lexington HamburgLexington
10/10 Excellent
A great value and the best hotel I've stayed at in a while.Excellent location and many restaurants within walking distance
A great value and the best hotel I've stayed at in a while.Excellent location and many restaurants within walking distance
Debora




Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG
Holiday Inn Express & Suites Lexington Midtown - I-75 by IHGLexington
10/10 Excellent
Only have 1 complaint! The wifi is very weak inside of room. Had to connect in the hallway and as soon as you went into the room, it disconnected! Need to look into this problem and correct.
Only have 1 complaint! The wifi is very weak inside of room. Had to connect in the hallway and as soon as you went into the room, it disconnected! Need to look into this problem and correct.
catherine




TownePlace Suites by Marriott Lexington Keeneland/Airport
TownePlace Suites by Marriott Lexington Keeneland/AirportBeaumont Residential
10/10 Excellent
This spacious floor plan gives you room to breathe. Comfort and modern technology are a plus in this magnificent hotel.
I would recommend this hotel and it’s accommodations to anyone looking for a home away from home.
This spacious floor plan gives you room to breathe. Comfort and modern technology are a plus in this magnificent hotel.
I would recommend this hotel and it’s accommodations to anyone looking for a home away from home.
Cathy




Homewood Suites Lexington-Hamburg
Homewood Suites Lexington-HamburgLexington
10/10 Excellent
Great Hotel, 2 bedroom, 2 bath suite was amazing for our 7 day stay. Would stay here again. Close to all shopping and restaurants.
Great Hotel, 2 bedroom, 2 bath suite was amazing for our 7 day stay. Would stay here again. Close to all shopping and restaurants.
Charles




The Manchester
The ManchesterDistillery District
10/10 Excellent
The room was a throwback to a classier time and the retro feel was perfect. The restaurant was amazing!
The room was a throwback to a classier time and the retro feel was perfect. The restaurant was amazing!
Damon




Fairfield Inn & Suites by Marriott Lexington East/I-75
Fairfield Inn & Suites by Marriott Lexington East/I-75Lexington
10/10 Excellent
Always a safe and clean place to stay
Always a safe and clean place to stay
Randy
