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Winchester – 6 hotels and places to stay
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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.

The room was clean and nicely decorated. The room has one of the largest TV's I have seen in a room especially at this price (probably a 50"). Breakfast had the most choice at any place we have ever stayed. Hot breakfast included biscuits and gravy, scrambled eggs, sausage patties, bacon pieces and diced potatoes (eggs, bacon pieces and potatoes combined to make a good hash). There were ten different kinds of cereal, various small pastries, etc. In addition to the usual orange juice and apple juice machine, there were several varieties of Healthy Balance juices and there were several gluten free and vegan friendly options.
8.1
Scored 8.1
Very Good
Rated very good
283 reviews
Price from£71.34per 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
105 reviews
Price from£106.85per night
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
171 reviews
Price from£117.01per 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.

Breakfast was good.
6.8
Scored 6.8
Pleasant
Rated pleasant
167 reviews
Price from£63.09per night
Comfort Inn, 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.

The breakfast was decent. The beds were comfortable. The shower was very nice
5.3
Scored 5.3
Average
Rated fair
113 reviews
Price from£59.34per night
Red Roof Inn Lexington - Winchester, hotel in Winchester

Located 3 minutes’ drive from Interstate 64, thisRed Roof Inn Lexington - Winchester hotel is 17 minutes’ drive from the Lexington city center and 25 miles from the Kentucky Horse Park.

Staff was very kind and helpful. The lobby was clean and smelled nice.
6.0
Scored 6.0
Pleasant
Rated pleasant
98 reviews
Price from£55.81per 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.

The staff was very helpful and polite.
6.3
Scored 6.3
Pleasant
Rated pleasant
169 reviews
Price from£59.81per 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.

Nice room. Beautiful shower.
8.2
Scored 8.2
Very Good
Rated very good
1,153 reviews
Price from£84.65per 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
8.1
Scored 8.1
Very Good
Rated very good
35 reviews
Price from£147.05per 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!
6.4
Scored 6.4
Pleasant
Rated pleasant
185 reviews
Price from£42.55per night
See all 6 hotels in Winchester

Most-booked hotels in Winchester in the past month

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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 £78.65 per night
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 283 reviews
    this hotel is absolute TRASH!!!! DO. NOT STAY HERE!!!! the rooms smell horrible, they’re musty. multiple people walked in on me!!!!! I would sue if I could. I had 2 cleaning people randomly walk in while I was sleeping then an older lady kept tryin to get into my door. manager came by and forced me to open my door so they could get my TWO dirty towels. it was the worst place I’ve ever stayed at. They need to shut down.
    Kaylyn
    United States of America
  • From £81.23 per night
    5.3
    Scored 5.3
    Average
    Rated fair
     · 113 reviews
    The staff was very friendly however I was upset that i specifically chose this hotel for the indoor pool and then found out when I checked in that it had been closed for 3 years due to needing repairs, and there’s also the fact that the toilet wouldn’t flush without being plunged every time
    Ashlie
    United States of America
  • From £78.65 per night
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 283 reviews
    This was my third time staying here. The room was very clean. Free breakfast is included and it is really good. They have a variety of foods and drinks available. We were visiting the horse park and this hotel is a little bit far away but we know it is nice so we keep coming back.
    Julie
    United States of America
  • From £145.20 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 105 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 £81.23 per night
    5.3
    Scored 5.3
    Average
    Rated fair
     · 113 reviews
    The hotel was very dated and needed to be updated The room was clean enough- but not as clean as I expected. For example when checking for bed bugs, we saw old food under the chair cushion There was additional garbage / remains in other areas
    John
    United States of America
  • From £70.38 per night
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 167 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 £145.20 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 105 reviews
    Wonderful Covid precautions, especially with the breakfast service. Room was comfortable, staff was exceptionally friendly, and the location was perfect for Winchester.
    Cara Spuler
    United States of America
  • From £145.20 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 105 reviews
    Extremely nice room. Staff were friendly. Nice location off the interstate. We will stay there again. I highly recommend this hotel!
    Stephen
    United States of America
  • From £140.32 per night
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 171 reviews
    Hotel was very typical for a Holiday Inn Express (I consider this a good thing). Available breakfast food was well prepared.
    Terry
    United States of America
  • From £61.52 per night
    6.0
    Scored 6.0
    Pleasant
    Rated pleasant
     · 98 reviews
    The room was extremely nice and clean. I also liked the hotel being pet friendly with no fee.
    Crystal Richmond
    United States of America
  • From £70.38 per night
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 167 reviews
    Worst hotel experience I've ever had!!
    David
    United States of America
  • From £140.32 per night
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 171 reviews
    very clean and updated hotel.
    Brenda
    United States of America