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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
284 reviews
Price fromAR$ 89,433.72per 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 .
8.9
Scored 8.9
Fabulous
Rated fabulous
106 reviews
Price fromAR$ 133,942.46per 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.
8.8
Scored 8.8
Fabulous
Rated fabulous
167 reviews
Price fromAR$ 142,713.38per 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
170 reviews
Price fromAR$ 79,087per night
Red Roof Inn Winchester, hotel in Winchester

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

5.9
Scored 5.9
Above average
Rated okay
97 reviews
Price fromAR$ 62,962.37per 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
5.4
Scored 5.4
Average
Rated passable
111 reviews
Price fromAR$ 74,340.59per 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.

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
172 reviews
Price fromAR$ 78,939.06per 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.

Great breakfast
8.2
Scored 8.2
Very good
Rated very good
1,181 reviews
Price fromAR$ 111,725.11per 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.
8.2
Scored 8.2
Very good
Rated very good
56 reviews
Price fromAR$ 112,695.54per 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
182 reviews
Price fromAR$ 55,346.03per night
See all 6 hotels in Winchester

Most booked hotels in Winchester in the past month

Explore guest reviews of hotels in Winchester

  • From AR$ 158,094.72 per night
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 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
  • 5.4
    Scored 5.4
    Average
    Rated passable
     · 111 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 AR$ 158,094.72 per night
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 106 reviews
    Excellent hotel ! Great staff. Delicious free breakfast and a nighttime "snack" provided every night from meatballs to soup to chicken fingers. Very clean, quiet and safe. I recommend Hampton Inn highly.
    Karen D Rue
    United States
  • From AR$ 83,794.56 per night
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 170 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 AR$ 62,962.37 per night
    5.9
    Scored 5.9
    Above average
    Rated okay
     · 97 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
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 167 reviews
    Most comfortable hotel bed we've ever slept in! Clean, comfortable, convenient to I-64. We travel through here several times per year...this is now our go-to stopover.
    B
    Barbara
    United States
  • From AR$ 158,094.72 per night
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 106 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 AR$ 62,962.37 per night
    5.9
    Scored 5.9
    Above average
    Rated okay
     · 97 reviews
    Hotel was clean staff super friendly However you could hear everything outside your room
    Valerie
    United States
  • From AR$ 98,848.84 per night
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 284 reviews
    The hotel room was clean as was the the amenities. Breakfast was the best I've ever seen!
    A
    Anonymous
    United States
  • From AR$ 98,848.84 per night
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 284 reviews
    The Friendliest and most conscientious hotel staff I’ve ever met!
    J
    John
    United States
  • From AR$ 83,794.56 per night
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 170 reviews
    Worst hotel experience I've ever had!!
    David
    United States
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 167 reviews
    very clean and updated hotel.
    Brenda
    United States