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Winchester – 5 hotels and places to stay
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Holiday Inn Express - Lexington East - Winchester, an IHG Hotel, hotel in Winchester

Located in Winchester and with Fort Boonesborough State Park reachable within 10 miles, Holiday Inn Express - Lexington East - Winchester, an IHG Hotel provides express check-in and check-out,...

Comfortable bed and clean room
8.7
Scored 8.7
Excellent
Rated excellent
175 reviews
Price from$143per night
Hampton Inn Winchester KY, hotel in Winchester

Located just off I-64, this hotel is a 5-minute drive from downtown Winchester. It serves breakfast every morning and features an outdoor pool. An evening reception is offered each night.

Nice location away from the hustle of life.
9.1
Scored 9.1
Wonderful
Rated wonderful
106 reviews
Price from$124.25per night
Comfort Inn - Winchester, hotel in Winchester

Located close to Interstate 64, this Winchester hotel offers free WiFi, an indoor pool, and rooms that feature a flat-screen TV and plush bedding. Cassell Creek Golf Course is 3.1 mi away.

Clean & good location
5.3
Scored 5.3
Average
Rated fair
112 reviews
Price from$74.55per night
Best Western Winchester Hotel, hotel in Winchester

This Winchester, Kentucky hotel features an outdoor pool and rooms with free WiFi and cable TV with HBO. Best Western Winchester Hotel is 9 miles from Fort Boonesborough State Park.

It was right off the highway easy to find
8.1
Scored 8.1
Very Good
Rated very good
278 reviews
Price from$90.24per night
Baymont by Wyndham Winchester, hotel in Winchester

Baymont by Wyndham Winchester offers rooms with free cable TV and an indoor pool and sauna, easily reached from Interstate 65 in Kentucky’s historic bluegrass country.

Room was Clean , the staff was friendly overall good stay.
6.8
Scored 6.8
Pleasant
Rated pleasant
165 reviews
Price from$79.80per night
Days Inn by Wyndham Lexington Southeast, hotel in Winchester

This Lexington hotel is 9 miles from the University of Kentucky. Days Inn Lexington South serves breakfast to grap and go and features guest rooms with free Wi-Fi and cable TV with HBO.

Nothing. The staff were not friendly whatsoever. They would only give four people one wash rag and if you ask for more they would try to just give you one more and say you already have one. The microwave quit and they tried to wait till the next day to give us another one and when I told them I’m calling Wyndham on them he said I’ll be right there I don’t like your attitude, I said come right on I don’t like how you’re treating us. One of the chairs the seating part was broken and they put a piece of plywood in it and screws and when you sit down my wife got screws in her butt the cut her hand and butt.
6.4
Scored 6.4
Pleasant
Rated pleasant
184 reviews
Price from$55.20per night
Comfort Inn Hamburg Area I-75 Lexington, hotel in Winchester

Comfort Inn Hamburg Area I-75 Lexington in Lexington is conveniently located less than 10 miles from the University of Kentucky and Rupp Arena.

Breakfast was ok
6.3
Scored 6.3
Pleasant
Rated pleasant
170 reviews
Price from$75.65per night
La Quinta by Wyndham Lexington South / Hamburg, hotel in Winchester

This hotel features an indoor pool, this La Quinta Inn & Suites Lexington South/Hamburg hotel is a 20 mintues' drive from The University of Kentucky and Rupp Arena.

Pets stay for no extra charge. Breakfast very good.
8.1
Scored 8.1
Very Good
Rated very good
1,126 reviews
Price from$107.07per night
Hotel Lex - Hotel and Conference Center, hotel in Winchester

Located in Lexington, 5.7 miles from The Arboretum, Hotel Lex - Hotel and Conference Center provides accommodations with a fitness center, free private parking, a garden and a shared lounge.

Everything was beautifully redone, the staff was extremely helpful & friendly. The food in the restaurant was delicious. The location wasn't far from attractions.
7.7
Scored 7.7
Good
Rated good
24 reviews
Price from$186per night
Econo Lodge, hotel in Winchester

The Econo Lodge hotel is located with easy access to Interstate 75, just six miles from the Shriners Hospitals for Children-Lexington.

This place was horrible. The door to the room was all dented like someone had tried to bust it open. We had to get out and move an empty whiskey bottle out of our parking space before we could finish pulling in.
6.4
Scored 6.4
Pleasant
Rated pleasant
591 reviews
Price from$54.87per night
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What Guests Said About Winchester:

  • 10
    Scored 10

    My favorite spots at Comfort Inn was in my room in that soft...

    My favorite spots at Comfort Inn was in my room in that soft bed they have. When me and my man ate at Comfort Inn, we sat at the corner table where it is only two chairs and is was in the far corner. Getting around Winchester easy? well I really don't know because I haven't experience walking around Winchester at all yet. Some fun activities for young couples like myself, I would say a nice trip on the beach, or going in the pool for a nice swim, or take many pictures at a beautiful view.
    Crystyle
    United States of America

Explore guest reviews of hotels in Winchester

  • From $173.96 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 106 reviews
    I have for many years used the Hampton brand thinking the premium in price was worth it , twice now I have been left disappointed and out of pocket , I don't know if the whole brand is having issues or I have just been unlucky. The overall hotel is nice .
    john
    United Kingdom
  • From $87.97 per night
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 165 reviews
    The location right off the highway was very convenient. The owner/staff were very friendly and accommodating. The room was VERY spacious and comfortable. It was more like a suite than just a hotel room.
    Jill
    United States of America
  • From $224.89 per night
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 175 reviews
    This is a really nice hotel! Very clean! They offer everything they promised and the togo breakfast offer is actuaply great vs some hotels sack breakfast during covid! They do hot sandwiches.
    Jodi Shoemaker
    United States of America
  • From $99.48 per night
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 278 reviews
    The breakfast was the best hotel breakfast we had on our trip, with lots of hot options and cereal variants. I think anyone could find something they liked. The room was also comfortable.
    Anna
    United States of America
  • From $77.82 per night
    6.1
    Scored 6.1
    Pleasant
    Rated pleasant
     · 100 reviews
    Room was fine but desk chair was extremely stained. Water was hot quickly in the shower. Obviously hotel is undergoing some needed upgrades which is a good thing. Pleasant exterior.
    Bruce
    United States of America
  • From $173.96 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 106 reviews
    During my trip I only stayed at Hampton Inn. Winchester location was the best hotel on my trip. The staff was wonderful and the property was in excellent condition.
    Joanne
    United States of America
  • From $95.46 per night
    5.3
    Scored 5.3
    Average
    Rated fair
     · 112 reviews
    The best things about this older Comfort Inn were the prices and the location. I was working in Mount Sterling and rooms were scarce.
    Ben
    Slovakia
  • From $99.48 per night
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 278 reviews
    The room & bed were clean, big room, bigger sized fridge, which was great for my extended stay. Definitely would stay there again.
    Missy
    United States of America
  • From $77.82 per night
    6.1
    Scored 6.1
    Pleasant
    Rated pleasant
     · 100 reviews
    Hotel was clean staff super friendly However you could hear everything outside your room
    Valerie
    United States of America
  • From $87.97 per night
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 165 reviews
    Worst hotel experience I've ever had!!
    David
    United States of America
  • From $224.89 per night
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 175 reviews
    very clean and updated hotel.
    Brenda
    United States of America
  • From $95.46 per night
    5.3
    Scored 5.3
    Average
    Rated fair
     · 112 reviews
    Hotel was comfortable!
    Denise
    United States of America