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Winchester (KY) hotels and places to stay

Search among 76 available hotels and places to stay in Winchester from 50+ providers.

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02Jul2022Saturday
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1-76 out of 76
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  • The hotel has
    • On-site car park
  • The hotel has
    • 24-hour reception
    • 24-hour security
  • The hotel has
    • Fitness centre
Constructed in 1999 year, the hotel's building is a reminder of a historic style, located just off Clark Regional Medical Center.
6.8
Nice13 reviews
From   US$ 78 /nightSelect
Not available
  • The hotel has
    • 24-hour reception
  • The hotel has
    • Outdoor swimming pool
    • Indoor swimming pool
  • The hotel has
    • Flat-screen TV
Welcoming guests in the centre of Winchester, the hotel was remodelled in 1999.
9.0
Perfect3 reviews
From   US$ 102 /nightSelect
Not available
One can feel the benefits of steam baths and massage treatments, while staying in this property, placed in an entertainment area of Winchester and close to Clark Regional Medical Center.
9.0
Perfect10 reviews
From   US$ 126 /nightSelect
Not available
This charming hotel is nestled in the centre of Winchester, not far from Clark Regional Medical Center.
6.6
Nice8 reviews
From   US$ 80 /nightSelect
Not available
At this 4-storey hotel, guests can have a hot buffet breakfast and enjoy visiting Bluegrass Heritage Museum set within an easy reach.
8.0
Great4 reviews
From   US$ 111 /nightSelect
Not available
Just 2.5 km from Clark Regional Medical Center, the hotel boasts a kids' club, a playroom and a playground for children and includes 60 rooms.
5.8
Guest rating10 reviews
From   US$ 58 /nightSelect
Not available
Executive SuitesApartment
Set 2.8 miles from POW-MIA Memorial, this apartment has a mini-kitchen and 1 bathrooms.
8.0
Great1 review
Select
Not available
Similar properties near Winchester
View on map18.2 mi from Winchester18.2 mi from City Center
Rooms overlooking the city are offered in this hotel that boasts a prime setting, while onsite there is an indoor pool.
7.0
Very good41 reviews
From   US$ 123 /nightSelect
Not available
View on map15.1 mi from Winchester15.1 mi from City Center
Boasting location close to Thoroughbred Park, the venue features an outdoor swimming pool and a golf course, as well as has to offer 155 rooms.
8.2
Great42 reviews
From   US$ 163 /nightSelect
Not available
View on map18.1 mi from Winchester18.1 mi from City Center
This hotel offers the garden bar and 409 rooms together with secluded location close to Whitaker Bank Ballpark.
6.8
Nice
From   US$ 204 /nightSelect
Not available
View on map18.3 mi from Winchester18.3 mi from City Center
The hotel features a picnic area, a ballroom and tennis courts, together with prime location in a tourist area.
8.2
Great44 reviews
From   US$ 196 /nightSelect
Not available
View on map12.7 mi from Winchester12.7 mi from City Center
Ideally located right next to Jacobson Park, the hotel has cosy rooms to offer as well as a café bar.
8.4
Great68 reviews
From   US$ 135 /nightSelect
Not available
View on map13.9 mi from Winchester13.9 mi from City Center
Located near Ashland: The Henry Clay Estate, this comfortable hotel features a hot buffet breakfast.
7.4
Very good71 reviews
From   US$ 91 /nightSelect
Not available
View on map16.1 mi from Winchester16.1 mi from City Center
Set close to Transylvania University, the hotel boasts American meals served at the onsite lounge restaurant.
7.6
Very good85 reviews
From   US$ 83 /nightSelect
Not available
View on map16.4 mi from Winchester16.4 mi from City Center
Located 5 km from the center of Lexington, the hotel offers a snack bar plus cots and video games for children.
7.4
Very good33 reviews
From   US$ 71 /nightSelect
Not available
View on map16.2 mi from Winchester16.2 mi from City Center
This hotel in the downtown district of Lexington is situated close to Whitaker Bank Ballpark and welcomes guests since 1977.
6.2
Nice99 reviews
From   US$ 98 /nightSelect
Not available
View on map18.2 mi from Winchester18.2 mi from City Center
This hotel in the suburb district of Lexington is situated close to Lexington Cemetery and welcomes guests since 1975.
6.8
Nice29 reviews
From   US$ 146 /nightSelect
Not available
View on map13.7 mi from Winchester13.7 mi from City Center
Within easy reach of Whitaker Bank Ballpark, this hotel comprises 56 rooms with en suite bathrooms.
6.4
Nice10 reviews
From   US$ 76 /nightSelect
Not available
View on map13.8 mi from Winchester13.8 mi from City Center
The hotel has a non-smoking restaurant with dishes of local cuisine and is situated just off Loudoun House.
8.2
Great29 reviews
From   US$ 170 /nightSelect
Not available
View on map13.7 mi from Winchester13.7 mi from City Center
Within walking distance of Castlewood Park, this business hotel offers non-smoking rooms plus a gym, cardio equipment and a fitness centre.
7.0
Very good15 reviews
From   US$ 120 /nightSelect
Not available
View on map19.4 mi from Winchester19.4 mi from City Center
In 2003 the hotel was remodel, and now it offers 97 rooms and an indoor pool, boasting great location in Richmond.
8.0
Great14 reviews
From   US$ 153 /nightSelect
Not available
View on map19.2 mi from Winchester19.2 mi from City Center
Welcoming guests in the centre of Richmond, the hotel was remodelled in 2010.
7.0
Very good16 reviews
From   US$ 93 /nightSelect
Not available
View on map11.4 mi from Winchester11.4 mi from City Center
This hotel, boasting a 24-hour restaurant along with an indoor swimming pool, is conveniently lodged in the heart of Lexington.
5.4
Guest rating97 reviews
From   US$ 64 /nightSelect
Not available
View on map14.0 mi from Winchester14.0 mi from City Center
The property features an indoor heated pool, a shared lounge and a library, guests can also savor their meals at the lobby restaurant.
8.0
Great81 reviews
From   US$ 172 /nightSelect
Not available
View on map13.8 mi from Winchester13.8 mi from City Center
The hotel was built in 1995 in a shopping area of Lexington, and nowadays has 60.
6.6
Nice156 reviews
From   US$ 124 /nightSelect
Not available
View on map16.9 mi from Winchester16.9 mi from City Center
Set a few minutes' walk away from Richmond Area Arts Center, the hotel boasts industrial architecture and 95 rooms with warm colored decor.
8.0
Great61 reviews
From   US$ 96 /nightSelect
Not available
View on map18.1 mi from Winchester18.1 mi from City Center
The hotel was built in 2009 in a ski area of Lexington, and nowadays has 114.
9.0
Perfect31 reviews
From   US$ 144 /nightSelect
Not available
Lyndon House B&BBed & Breakfast
View on map17.5 mi from Winchester17.5 mi from City Center
Located next to Mary Todd Lincoln House, the venue comprises 7 rooms with city views.
8.6
Great18 reviews
From   US$ 266 /nightSelect
Not available
View on map18.1 mi from Winchester18.1 mi from City Center
Placed close to Applebee s Park in the centre of Lexington, this hotel offers 129 rooms.
7.8
Very good40 reviews
From   US$ 92 /nightSelect
Not available
View on map13.8 mi from Winchester13.8 mi from City Center
Located next to Castlewood Park, the venue comprises 56 rooms with city views.
7.6
Very good98 reviews
From   US$ 116 /nightSelect
Not available
View on map18.0 mi from Winchester18.0 mi from City Center
The hotel has an indoor pool and lies close to West Sixth Brewing which is worth visiting.
8.0
Great9 reviews
From   US$ 134 /nightSelect
Not available
View on map12.9 mi from Winchester12.9 mi from City Center
Overlooking the park, this world-class hotel welcomes guests with a daily hot buffet breakfast.
7.8
Very good27 reviews
From   US$ 130 /nightSelect
Not available
View on map18.2 mi from Winchester18.2 mi from City Center
Guests of the hotel will enjoy a shared lounge and a library together with a lobby bar, offering a beautiful location close to West Sixth Brewing.
6.6
Nice32 reviews
From   US$ 147 /nightSelect
Not available
View on map18.1 mi from Winchester18.1 mi from City Center
The property dates back to 1985, boasts a Victorian-style architecture and has convenient location close to Thoroughbred Park.
8.2
Great17 reviews
From   US$ 196 /nightSelect
Not available
View on map13.5 mi from Winchester13.5 mi from City Center
Set in Lexington just off Jacobson Park, this hotel provides a health club and a steam room.
8.0
Great11 reviews
From   US$ 149 /nightSelect
Not available
View on map16.6 mi from Winchester16.6 mi from City Center
Near the hotel, there are a tube station and a bus stop and guests can easily reach Galaxy Bowling and Entertainment which is not far away.
7.8
Very good14 reviews
From   US$ 64 /nightSelect
Not available
View on map15.7 mi from Winchester15.7 mi from City Center
Near the hotel, there are a bus stop and a motorway and guests can easily reach Duncan Tavern Historic Center which is not far away.
6.6
Nice5 reviews
From   US$ 92 /nightSelect
Not available
View on map12.7 mi from Winchester12.7 mi from City Center
The hotel is easily accessible, located in the heart of Lexington, right next to Cathedral of Christ the King, offering inviting rooms, a health club and a Jacuzzi on-site.
8.4
Great16 reviews
From   US$ 169 /nightSelect
Not available
View on map11.4 mi from Winchester11.4 mi from City Center
This hotel, featuring 59 non-smoking rooms and a garden restaurant, is centrally based in the heart of the city.
7.0
Very good22 reviews
From   US$ 124 /nightSelect
Not available
View on map18.2 mi from Winchester18.2 mi from City Center
This hotel in the suburb district of Lexington is situated close to West Sixth Brewing and welcomes guests since 2009.
9.2
Perfect24 reviews
From   US$ 106 /nightSelect
Not available
View on map12.9 mi from Winchester12.9 mi from City Center
The designer hotel is located in a business area with quick access to Cathedral of Christ the King.
8.2
Great7 reviews
From   US$ 147 /nightSelect
Not available
View on map13.7 mi from Winchester13.7 mi from City Center
Boasting location close to Castlewood Park, the venue includes 120 rooms and a heated pool.
7.0
Very good29 reviews
From   US$ 92 /nightSelect
Not available
View on map17.1 mi from Winchester17.1 mi from City Center
Located 3 km away from Richmond city center, this hotel features 65 rooms and an indoor swimming pool.
7.2
Very good14 reviews
From   US$ 78 /nightSelect
Not available
View on map19.3 mi from Winchester19.3 mi from City Center
Featuring historic architecture, the venue provides 73 rooms and offers easy access to Eastern Kentucky University.
6.6
Nice6 reviews
From   US$ 123 /nightSelect
Not available
View on map13.9 mi from Winchester13.9 mi from City Center
Boasting an outdoor swimming pool, the hotel is about 30 minutes' walk from the center of Mount Sterling.
6.6
Nice19 reviews
From   US$ 91 /nightSelect
Not available
View on map19.4 mi from Winchester19.4 mi from City Center
Featuring a picnic area, barbeque grills and a golf course, the property offers accommodation since 2017 in a historic area.
8.6
Great2 reviews
From   US$ 170 /nightSelect
Not available
View on map19.4 mi from Winchester19.4 mi from City Center
Boasting a convenient location in a leisure area, the hotel offers staying in a historical-style building with 67 rooms available.
8.4
Great20 reviews
From   US$ 114 /nightSelect
Not available
View on map18.1 mi from Winchester18.1 mi from City Center
This hotel offers the 24-hour bar and 109 rooms together with convenient location close to Rupp Arena.
5.6
Guest rating26 reviews
From   US$ 69 /nightSelect
Not available
View on map13.0 mi from Winchester13.0 mi from City Center
Offering a seasonal pool, this hotel features a 24-hour restaurant while providing guests with access to a bus stop.
7.8
Very good28 reviews
From   US$ 99 /nightSelect
Not available
View on map12.8 mi from Winchester12.8 mi from City Center
The property features tennis courts and a golf course, guests can also savor their meals at the signature restaurant.
8.0
Great4 reviews
From   US$ 157 /nightSelect
Not available
View on map13.9 mi from Winchester13.9 mi from City Center
Boasting 60 rooms and cots and video games for children, the venue is settled in the centre of the city.
8.0
Great19 reviews
From   US$ 129 /nightSelect
Not available
View on map11.3 mi from Winchester11.3 mi from City Center
Providing access to Grimes Mill Winery, this hotel is a 30-minute walk from Boone Station State Historic Prk and offers a 24-hour restaurant.
8.4
Great204 reviews
From   US$ 108 /nightSelect
Not available
View on map11.4 mi from Winchester11.4 mi from City Center
The hotel dates back to 1989, it is conveniently set in a busy area and boasts non-smoking rooms along with an indoor swimming pool.
7.0
Very good42 reviews
From   US$ 100 /nightSelect
Not available
View on map19.5 mi from Winchester19.5 mi from City Center
At this 5-storey hotel, guests can have a buffet breakfast and enjoy visiting Eastern Kentucky University set within an easy reach.
8.0
Great2 reviews
From   US$ 120 /nightSelect
Not available
View on map13.8 mi from Winchester13.8 mi from City Center
Located near P and D Archade Room, this business hotel features a hot buffet breakfast.
7.6
Very good4 reviews
From   US$ 124 /nightSelect
Not available
View on map22.7 mi from Winchester22.7 mi from City Center
Guests can enjoy the traditional restaurant on site that offers American cuisine and views of the city.
7.6
Very good1 review
From   US$ 60 /nightSelect
Not available
View on map16.6 mi from Winchester16.6 mi from City Center
Near the hotel, there are a boat dock and a bus stop and guests can easily reach Richmond Area Arts Center which is not far away.
6.6
Nice3 reviews
From   US$ 69 /nightSelect
Not available
View on map13.5 mi from Winchester13.5 mi from City Center
At this venue, boasting a location in a shopping area, guests can enjoy bbq equipment and tennis courts, or explore Ashland: The Henry Clay Estate nearby.
8.6
Great36 reviews
From   US$ 295 /nightSelect
Not available
View on map13.8 mi from Winchester13.8 mi from City Center
The hotel offers easy access to Castlewood Park, boasting 110 rooms in the centre of Lexington.
7.4
Very good139 reviews
From   US$ 87 /nightSelect
Not available
View on map19.4 mi from Winchester19.4 mi from City Center
Featuring historic architecture, the venue provides 81 rooms and offers easy access to Eastern Kentucky University.
8.8
Great4 reviews
From   US$ 144 /nightSelect
Not available
View on map11.5 mi from Winchester11.5 mi from City Center
Offering an indoor pool, the hotel is placed in the shopping area of Lexington, just off Boone Station State Historic Prk.
8.2
Great39 reviews
From   US$ 112 /nightSelect
Not available
View on map13.9 mi from Winchester13.9 mi from City Center
The hotel was built in 2015 in a shopping area of Lexington, and nowadays has 82.
8.2
Great5 reviews
From   US$ 133 /nightSelect
Not available
View on map19.1 mi from Winchester19.1 mi from City Center
Located a few steps from Eastern Kentucky University, the hotel features 40 rooms with views over the city.
From   US$ 57 /nightSelect
Not available
View on map18.1 mi from Winchester18.1 mi from City Center
Featuring an outdoor pool, this venue offers 98 rooms right in a business area.
7.2
Very good17 reviews
From   US$ 58 /nightSelect
Not available
View on map13.8 mi from Winchester13.8 mi from City Center
At this 4-storey hotel, guests can have a continental breakfast and enjoy visiting Loudoun House set within an easy reach.
8.4
Great3 reviews
From   US$ 124 /nightSelect
Not available
View on map12.8 mi from Winchester12.8 mi from City Center
Located 1.1 miles from AMC Classic Lexington 10, this hotel features a heated pool.
From   US$ 159 /nightSelect
Not available
View on map18.5 mi from Winchester18.5 mi from City Center
This property near Runnymede Farm consists of 2 bedrooms, 1 bathrooms and a kitchen for up to 4 guests.
From   US$ 200 /nightSelect
Not available
View on map13.7 mi from Winchester13.7 mi from City Center
The budget hotel is a good starting point to Dixie Plantation' sights including Castlewood Park and Hamburg Place.
From   US$ 83 /nightSelect
Not available
View on map13.1 mi from Winchester13.1 mi from City Center
From   US$ 118 /nightSelect
Not available
View on map18.2 mi from Winchester18.2 mi from City Center
Near the hotel, there is a coach station and guests can easily reach Coldstream Park which is not far away.
From   US$ 233 /nightSelect
Not available
View on map12.8 mi from Winchester12.8 mi from City Center
Regal Cinemas is 1 miles from this villa that offers 2 bedrooms along with a fully-fitted kitchen.
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Not available
View on map16.9 mi from Winchester16.9 mi from City Center
Hunt-Morgan House is 1.2 miles from this villa that offers 2 bedrooms along with an equipped kitchenette area.
From   US$ 90 /nightSelect
Not available
View on map14.8 mi from Winchester14.8 mi from City Center
Antioch Christian Church is 1.2 miles from this villa that offers 4 bedrooms along with an equipped kitchenette area.
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Not available
View on map17.1 mi from Winchester17.1 mi from City Center
From   US$ 211 /nightSelect
Not available
View on map17.1 mi from Winchester17.1 mi from City Center
Mount Horeb Presbyterian Church is 2.3 miles from this villa that offers 1 bedrooms along with a kitchen.
From   US$ 108 /nightSelect
Not available
View on map14.9 mi from Winchester14.9 mi from City Center
Placed 2.6 miles from White Hall State Historic Site, the property consists of 1 bedrooms, 1 bathrooms and a kitchen.
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76 hotels found

FAQs about hotels in Winchester

We hope that the answers to these questions will help you plan your trip

What are the top properties for couples in Winchester?

According to Booked.net travel data, there are 5 deals for couples. Check Best Western Hotel rated 9.0/10 with an outdoor swimming pool, cribs and a business center. It’s set 1.5 miles from Central Baptist Church and costs about 102US$ per night. Go here to check more romantic accommodations.

What are the best Winchester hotels providing outdoor pools?

According to 38 reviews, there are 5 hotels featuring outdoor pools in Winchester. Also check Hampton Inn rated 9.0/10 for about 126US$ per night. This 3-star accommodation has a business center and a desk, as well as evening reception, turndown service and 24-hour front desk assistance on site.

What are the best pet-friendly hotels in Winchester?

Enjoy traveling with your furry pal at one of 3 pet-friendly properties on Booked.net. Another recommended Winchester hotel that allows dogs is Best Western Hotel (rating: 9.0/10) with ironing, housekeeping service and express check-out. It costs 102US$ per night. See more pet-friendly accommodations here.

Which Winchester hotels are the top to stay at?

For instance, book Red Roof Inn Lexington - rated 5.8/10 for 72US$ per night. It's set 1.4 miles from First Baptist Church-Winchester and provides a business center, a meeting room and wake up calls. Another cool deal is Hampton Inn rated 9.0/10 featuring evening reception, turndown service and 24-hour reception, as well as a golf course, a seasonal outdoor pool and cribs on site. It costs 126US$ per night.

Which hotels in Winchester provide an especially good breakfast?

We recommend Hampton Inn (rating: 9.0/10) with evening reception, turndown service and 24-hour reception. It costs 126US$ per night. Alternatively, book Best Western Hotel rated 9.0/10, which features ironing, housekeeping and express check-out, as well as an outdoor swimming pool, an indoor swimming pool and cribs.

How much is it to stay a night in Winchester?

According to Booked.net travel data, the average prices for Winchester properties are:
A 3-star hotel room costs about 102US$ per night. Check Best Western Hotel (rating: 9.0/10).

How much is a hotel in Winchester for tonight?

According to Booked.net travel data, the average prices for tonight in Winchester are: One of the best hotels Red Roof Inn Lexington - (rating: 5.8/10) offers rates from 80US$ per night.

Where to stay in Winchester?

Convenience of staying in hotels downtown

If you are interested in discovering some of Winchester's sights, then select a hotel next to Winchester Cemetery, such as Best Western Winchester Hotel situated a 15-minute walk away.

Luxury and boutique accommodation in Winchester

If these hotels aren't what you're looking for, try Holiday Inn Express Lexington East - Winchester or Comfort Inn to benefit from reliable service and be close to Community Park.

Explore and find your best apartments, B&Bs and others

Modern 'Bourbon Barrel' Loft In Historic Dwtn apartment is a 15-minute walk from Winchester Cemetery and has a tennis court, an outdoor swimming pool and an indoor swimming pool.

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