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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.

Everything actually would give a 10 rating except nothing is perfect
8.1
Scored 8.1
Very Good
Rated very good
286 reviews
Price from$90.24per 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$135.15per 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
170 reviews
Price from$135.20per 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$79.80per 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$83.85per 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$70.59per 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$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.

Nice and clean.
8.2
Scored 8.2
Very Good
Rated very good
1,161 reviews
Price from$104.49per 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.

Staff was excellent
8.3
Scored 8.3
Very Good
Rated very good
43 reviews
Price from$186per 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$53.82per night
See all 6 hotels in Winchester

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Explore guest reviews of hotels in Winchester

  • From $99.48 per night
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 286 reviews
    Hotel is only about 45 minutes from Red River Gorge which was our destination. Plenty of food options at this exit. Front desk person was very nice, room was clean and smelled surprisingly good for a pet friendly room. There was a little strip of grass next to the outdoor smoking shelter for our pup to do his business. Breakfast had a lot of options and the coffee was good.
    Jennifer
    United States of America
  • From $99.48 per night
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 286 reviews
    What I liked best about the hotel was that it wasn’t too crowded yet still was a quality stay. We did have one issue with our fridge leaking and the staff at the time gave us options and helped us navigate whether or not we wanted a new room or a towel to put under the fridge as it was just condensation. I would definitely stay again if I go back to the area!
    A
    Anonymous
    United States of America
  • From $157.86 per night
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 170 reviews
    We got to the hotel an hour early and asked if they could check us in. The lady at the desk checked us right in. We were super excited with how clean this facility was. Very nice staff and a very well kept hotel. We will be staying here when we visit again.
    leah
    United States of America
  • From $184.60 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 $103.26 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 $89.02 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 $77.82 per night
    6.0
    Scored 6.0
    Pleasant
    Rated pleasant
     · 98 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 $184.60 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 105 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 $103.26 per night
    5.3
    Scored 5.3
    Average
    Rated fair
     · 113 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 $184.60 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 105 reviews
    This hotel has recently been rennovated and the rooms are beautiful. Breakfast offered lots of options The hotel was quiet.
    Melissa
    United States of America
  • From $89.02 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 $157.86 per night
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 170 reviews
    very clean and updated hotel.
    Brenda
    United States of America