Winchester Guest Houses

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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Our top choices for Winchester guest houses

Luxury on Main / North

Richmond

Trent W.

HK$1,599 total

includes taxes & fees

2 Aug - 3 Aug

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Top Winchester Hotel Reviews

Motel 6 Lexington, KY - Airport

8/10 Good

"Nothing unique"

Fairfield Inn & Suites by Marriott Lexington North

10/10 Excellent

"Front desk was super nice upon check-in. Melissa (I believe was the lady’s name) gave us homemade cookies and was very warm and inviting. Breakfast was delicious. They had a waffle maker, oatmeal bar, several other warm offerings, plus cereal and pastries. I loved that they offered turkey sausage as well as regular (wonderful because I have alpha gal). We will for sure be staying here next time we’re in the area."

Embassy Suites by Hilton Lexington/UK Coldstream

8/10 Good

"The pool was not in working order when we were there and we were not notified. The pool was a part of the reason we chose this hotel. Our doors to our room and bathroom did not close unless you lifted up on the door, and they were heavy. Otherwise, the atmosphere was great and the area downstairs was great for using the tables to play games and eat."

Baymont by Wyndham Winchester

10/10 Excellent

"While we did have issues, the over all stay was good. There is no elevator and no double bed rooms on the first floor. So I had to walk up and down stairs being disabled just so I could have rooms for my family of 6. They sold all the ajoining rooms to single occupants so we couldnt even have adjoining rooms or even rooms side by side. Our two rooms were across and down the hall from each other. Which you can imagine how fun that was with everyones stuff in one big suitcase. Yes we had booked online for 2 rooms. At least the rooms were clean and the beds were comfy. We had to find someone to open the pool after the stated open time, but the kids enjoyed it. The breakfast was as you would expect for a quick meal, not fresh, only self serve waffle available for hot food. With its issues, it was still an enjoyable visit. At least for my family."

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