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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
283 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 .
9.0
Scored 9.0
Superb
Rated superb
107 reviews
Price fromUS$135.87per 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
171 reviews
Price fromUS$157.64per 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
166 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
99 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$82.79per 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
170 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
1,153 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.
8.1
Scored 8.1
Very good
Rated very good
35 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
184 reviews
Price fromUS$62.47per night
See all 6 hotels in Winchester

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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

Explore guest reviews of hotels in Winchester

  • 5.3
    Scored 5.3
    Average
    Rated passable
     · 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
  • From US$178.97 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$91.11 per night
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 166 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
     · 99 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$219.38 per night
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 171 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 US$109.95 per night
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 283 reviews
    The Staff were great. Provided us with extra pillows instead if giving the run around like other hotels/motels. Will definitely stay here again.
    James Elder
    United States
  • From US$178.97 per night
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 105 reviews
    One of the best breakfasts I have ever had at a hotel! The beds were so comfortable to sleep in, instantly was able to fall asleep.
    Jessica
    United States
  • From US$77.82 per night
    6.0
    Scored 6.0
    Pleasant
    Rated pleasant
     · 99 reviews
    Hotel was clean staff super friendly However you could hear everything outside your room
    Valerie
    United States
  • From US$109.95 per night
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 283 reviews
    The hotel room was clean as was the the amenities. Breakfast was the best I've ever seen!
    A
    Anonymous
    United States
  • From US$219.38 per night
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 171 reviews
    Breakfast was fine comparable to other hotels.
    D
    Diana
    United States
  • From US$91.11 per night
    6.8
    Scored 6.8
    Pleasant
    Rated pleasant
     · 166 reviews
    Worst hotel experience I've ever had!!
    David
    United States
  • 5.3
    Scored 5.3
    Average
    Rated passable
     · 113 reviews
    Hotel was comfortable!
    Denise
    United States