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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.

Location. Friendly staff. Bonus = Full breakfast included
8.1
Scored 8.1
Very good
Rated very good
286 reviews
Price fromUS$99.48per 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.

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 .
9.1
Scored 9.1
Superb
Rated superb
105 reviews
Price fromUS$148.99per night
Holiday Inn Express - Lexington East - Winchester, an IHG Hotel, hotel in Winchester

Located in Winchester and with Fort Boonesborough State Park reachable within 16 km, Holiday Inn Express - Lexington East - Winchester, an IHG Hotel provides express check-in and check-out,...

Clean and nice staff.
8.7
Scored 8.7
Fabulous
Rated fabulous
170 reviews
Price fromUS$149.04per 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.

It was a cheap place that had what I wanted for the night.
6.8
Scored 6.8
Pleasant
Rated pleasant
167 reviews
Price fromUS$87.97per 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 centre and 25 miles from the Kentucky Horse Park.

6.0
Scored 6.0
Pleasant
Rated pleasant
98 reviews
Price fromUS$77.82per 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 5 km away.

Ok
5.3
Scored 5.3
Average
Rated passable
113 reviews
Price fromUS$82.60per 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 good with variety and made sure it was kept fresh and didn't run out
6.3
Scored 6.3
Pleasant
Rated pleasant
169 reviews
Price fromUS$87.81per 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.

The welcoming for our pet and no extra charge. Thanks a lot
8.2
Scored 8.2
Very good
Rated very good
1,161 reviews
Price fromUS$124.28per night
Hotel Lex - Hotel and Conference Center, hotel in Winchester

Set in Lexington, 9.2 km from The Arboretum, Hotel Lex - Hotel and Conference Center offers accommodation with a fitness centre, free private parking, a garden and a shared lounge.

The bed was comfortable with good pillows. It was outside the city. The staff was nice to check in.
8.3
Scored 8.3
Very good
Rated very good
42 reviews
Price fromUS$215.89per 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.

It was quite
6.4
Scored 6.4
Pleasant
Rated pleasant
185 reviews
Price fromUS$62.47per night
See all 6 hotels in Winchester

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Explore guest reviews of hotels in Winchester

  • From US$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
  • From US$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
  • From US$157.86 per night
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 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
  • From US$184.60 per night
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 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 US$103.26 per night
    5.3
    Scored 5.3
    Average
    Rated passable
     · 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
  • From US$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
  • From US$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
  • From US$184.60 per night
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 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
  • From US$103.26 per night
    5.3
    Scored 5.3
    Average
    Rated passable
     · 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 US$184.60 per night
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 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
  • From US$89.02 per night
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 167 reviews
    Worst hotel experience I've ever had!!
    David
    United States
  • From US$157.86 per night
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 170 reviews
    very clean and updated hotel.
    Brenda
    United States