Business Hotels in Winchester
Winchester Hotels
Hotels in Kentucky
Hotels in United States of America
Hotels

Winchester, Kentucky, United States of America

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Business Hotels in Winchester

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your current months are August, 2025 and September, 2025.

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Business Hotels in Winchester

Restful retreat with a neatly made bed and a simple, clean design.

Enjoy meals in a stylish dining area with multiple tables and comfortable seating options.

Relax by the pool surrounded by comfortable seating and large windows.

Guests can relax in the waiting area, surrounded by a sofa and armchairs, near the reception desk.

Comfort Inn

2.5 star property

Winchester

7.0 out of 10, Good, (339)

7.0/10

Good

(339)

The price is $62

$62

$68 total

includes taxes & fees

Aug 31 - Sep 1

Comfort Inn

Relax in a spacious room with a large bed, desk, and flat-screen TV, offering a comfortable seating area and a view of the outside.

Relax by the pool surrounded by a spacious deck and comfortable seating.

Welcome to Holiday Inn Express, featuring a modern entrance with stone pillars and a glass door.

Welcome to our reception area, featuring two reception desks with illuminated panels and a clean, minimalist design.

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property

Winchester

9.4 out of 10, Exceptional, (473)

9.4/10

Exceptional

(473)

The price is $103

$103

$114 total

includes taxes & fees

Aug 31 - Sep 1

Holiday Inn Express Lexington East - Winchester by IHG

Relax by the pool surrounded by lush greenery and a brick building in the background.

Guests can enjoy balconies with metal railings from the upper floors of this motel.

Enjoy a convenient breakfast with a variety of options, including cereals, fruits, and beverages, along with condiments and spreads.

Situated on a street corner, this building features a prominent entrance with a metal gate and a small porch area.

Best Western Winchester Hotel

2.5 star property

Winchester

8.4 out of 10, Very Good, (960)

8.4/10

Very Good

(960)

The price is $100

$100

$110 total

includes taxes & fees

Aug 10 - Aug 11

Best Western Winchester Hotel

Welcome to Baymont Inn & Suites, where a modern reception area awaits with a beautifully designed desk and comfortable seating.

Relax in our welcoming lobby, featuring a central seating area, coffee station, and reception desk.

Relax in this stylish room with a comfortable bed, flat-screen TV, and desk for work or relaxation.

Welcome to the Baymont Inn & Suites reception area, featuring a modern reception desk with a dark finish and a striking blue wall.

Baymont by Wyndham Winchester

2.5 star property

Winchester

7.2 out of 10, Good, (735)

7.2/10

Good

(735)

The price is $75

$75

$82 total

includes taxes & fees

Sep 7 - Sep 8

Baymont by Wyndham Winchester

Relax in the living area with a large flat-screen TV, two comfortable chairs, and a floor lamp.

Experience the classic elegance of our lobby, featuring a stunning chandelier, artwork, and comfortable seating areas.

Relax by the rectangular pool surrounded by lounge chairs and shaded by red umbrellas.

Relax in our inviting lobby, featuring a central bar with cushioned stools and a flat-screen TV.

Hampton Inn Winchester

2.5 star property

Winchester

9.2 out of 10, Wonderful, (434)

9.2/10

Wonderful

(434)

The price is $114

$114

$126 total

includes taxes & fees

Aug 31 - Sep 1

Hampton Inn Winchester

Relax by the pool surrounded by lounge chairs and a small table.

Enjoy a convenient breakfast with a variety of options, including waffles, pastries, and beverages.

Welcome to Comfort Inn & Suites, featuring a modern architectural design with a covered entrance and uniform window pattern.

Relax in our inviting lobby with comfortable seating and a central coffee table.

Comfort Inn and Suites

2.5 star property

Mount Sterling

7.6 out of 10, Good, (648)

7.6/10

Good

(648)

The price is $91

$91

$100 total

includes taxes & fees

Sep 7 - Sep 8

Comfort Inn and Suites

Cozy conversational space with a fireplace, armchairs, and a decorative mirror.

Enjoy a delicious breakfast spread with a variety of cereals, pastries, and baked goods.

Stunning garden surrounds this building, featuring a variety of shrubs and flowering plants.

Two single beds with wooden headboards and white bedding, each with a bedside table and lamp.

Ramada Limited Mount Sterling

2.0 star property

Mount Sterling

7.0 out of 10, Good, (724)

7.0/10

Good

(724)

The price is $76

$76

$83 total

includes taxes & fees

Sep 8 - Sep 9

Ramada Limited Mount Sterling

Welcome to our hotel lobby, featuring a reception desk with digital displays, comfortable seating, and artwork on the walls.

Relax in this stylish room with a large bed, flat-screen TV, and microwave, offering a view of the outside.

Indulge in our signature sweet treats and self-serve breakfast options.

Welcome to Holiday Inn Express & Suites, featuring a modern design with a combination of brick and glass facades.

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 star property

Mount Sterling

8.8 out of 10, Excellent, (528)

8.8/10

Excellent

(528)

The price is $116

$116

$128 total

includes taxes & fees

Aug 24 - Aug 25

Holiday Inn Express & Suites Mt Sterling North by IHG

Relax in comfort with a large bed, flat-screen TV, and a sofa, plus a desk for work and a window with curtains.

Hotel entrance with covered area and ample parking.

Relax in style with a large flat-screen TV, comfortable seating, and a glass coffee table.

Welcome to Best Western, surrounded by lush gardens and a serene atmosphere.

Best Western Paris Inn

2.5 star property

Paris

7.8 out of 10, Good, (312)

7.8/10

Good

(312)

The price is $102

$102

$112 total

includes taxes & fees

Aug 10 - Aug 11

Best Western Paris Inn

Welcome to our hotel, featuring a striking entrance with a covered walkway and a central tower with a bell.

Conference room with a large table and six chairs, a flat-screen TV, and a window with a city view.

Two single beds with white linens, a large window, and a flat-screen TV.

Relax by the pool surrounded by a decorative tile pattern and lounge chairs.

Clarion Pointe Richmond North near University

2.5 star property

Richmond

8.4 out of 10, Very Good, (822)

8.4/10

Very Good

(822)

The price is $80

$80

$88 total

includes taxes & fees

Aug 17 - Aug 18

Clarion Pointe Richmond North near University

Simple, functional design with a covered entrance and 'Super 8' sign.

Relax in this stylish room with a flat-screen TV, comfortable sofa, and dining table.

Welcome to our lobby, featuring a reception desk, flat-screen TV, and comfortable seating area.

Explore historic Richmond, Kentucky, amidst rustic charm and scenic beauty.

Super 8 by Wyndham Richmond

2.0 star property

Richmond

7.6 out of 10, Good, (927)

7.6/10

Good

(927)

The price is $63

$63

$69 total

includes taxes & fees

Aug 10 - Aug 11

Super 8 by Wyndham Richmond

Relax by the pool surrounded by lounge chairs and tables, with a view of the lush green landscape outside.

Stunning tree stands in a beautifully landscaped bed in front of a brick building with large windows.

Enjoy a casual dining experience with comfortable seating and convenient counter service.

Enjoy a meal at the on-site restaurant, Cook Out Fresh Hamburgers, and relax in the covered outdoor lobby area.

Best Western Richmond Hotel

2.5 star property

Richmond

7.2 out of 10, Good, (1001)

7.2/10

Good

(1001)

The price is $78

$78

$86 total

includes taxes & fees

Aug 17 - Aug 18

Best Western Richmond Hotel

Two double beds with floral bedspreads and matching nightstands offer a comfortable retreat.

Enjoy a convenient coffee station with a digital coffee machine, fresh fruit, and neatly organized supplies.

Welcome to our reception area, where guests can relax in comfortable seating and enjoy a view of the outside.

Guests can park their vehicles in the designated parking area, which includes a gravel lot and a grassy field with trees.

Days Inn by Wyndham Richmond

2.0 star property

Richmond

5.6 out of 10, (306)

5.6/10

(306)

The price is $52

$52

$57 total

includes taxes & fees

Aug 11 - Aug 12

Days Inn by Wyndham Richmond

Modern kitchen with stove, pots, and coffee machine, perfect for cooking and dining.

Enjoy a compact yet functional stay with a kitchenette, dining area, and living space.

Enjoy al fresco dining at this outdoor patio with a grill and seating area, sheltered by a pergola.

Relax by the pool with a clear view, surrounded by comfortable seating and safety features.

TownePlace Suites by Marriott Richmond

3.0 star property

Richmond

9.4 out of 10, Exceptional, (267)

9.4/10

Exceptional

(267)

The price is $179

$179

$197 total

includes taxes & fees

Aug 10 - Aug 11

TownePlace Suites by Marriott Richmond

Welcome to Quality Inn, a classic hotel with a central entrance and beautifully manicured surroundings.

Relax in our inviting lobby with a cozy seating area, coffee station, and fireplace.

Two single beds with white linens and a wooden headboard, paired with a nightstand and lamp, offer a comfortable retreat with a view of lush greenery.

Welcome to Quality by Choice Hotels, where guests enter through a sleek entrance with a stone wall backdrop and reception area.

Quality Inn Richmond

2.5 star property

Richmond

8.8 out of 10, Excellent, (1006)

8.8/10

Excellent

(1006)

The price is $90

$90

$99 total

includes taxes & fees

Sep 1 - Sep 2

Quality Inn Richmond

Relax in a stylish space with a comfortable sofa, dining table, and a bed with a white headboard.

Relax in our inviting lobby, featuring plush sofas and comfortable seating areas.

Guests can relax in comfortable armchairs arranged in a semi-circle.

Enjoy a self-service breakfast in the well-equipped kitchenette, featuring a coffee machine, digital coffee maker, and refrigerator.

Comfort Suites Richmond

2.5 star property

Richmond

7.6 out of 10, Good, (692)

7.6/10

Good

(692)

The price is $86

$86

$94 total

includes taxes & fees

Sep 1 - Sep 2

Comfort Suites Richmond

Check-in at our welcoming reception area, featuring a digital screen, telephone, and self-service kiosk.

Relax in a vibrant cityscape-inspired space with a seating area and window offering a view.

Enjoy a convenient food service area with a circular counter, refrigerated display case, and digital screen.

Relax in a spacious room with a pool table, bar area, and large windows.

Tru by Hilton Richmond

2.5 star property

Richmond

8.6 out of 10, Excellent, (280)

8.6/10

Excellent

(280)

The price is $102

$102

$112 total

includes taxes & fees

Aug 17 - Aug 18

Tru by Hilton Richmond

Relax in our stylish lobby with a seating area, large map, and welcoming reception desk.

Classic hotel entrance with a central pediment supported by columns, marked by a sign indicating its 1980 origins.

Welcome to the reception area, where friendly staff are available to assist with check-in and answer any questions.

Two single beds with wooden headboards and white bedspreads, set against a neutral backdrop.

Holiday Inn Express & Suites Richmond by IHG

2.5 star property

Richmond

9.0 out of 10, Wonderful, (880)

9.0/10

Wonderful

(880)

The price is $89

$89

$98 total

includes taxes & fees

Aug 24 - Aug 25

Holiday Inn Express & Suites Richmond by IHG

Enjoy cooking in this well-equipped kitchen with a central island, black countertop, and pendant lighting.

Enjoy a comfortable stay with two single beds, a flat-screen TV, and a desk area.

Relax by the pool surrounded by a wooden deck and comfortable seating.

La Quinta hotel features a mix of dark and light-colored facades with a red-tiled roof.

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property

Lexington

8.6 out of 10, Excellent, (1200)

8.6/10

Excellent

(1200)

The price is $74

$74

$86 total

includes taxes & fees

Aug 10 - Aug 11

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Welcome to the reception area, where friendly staff are available to assist with your stay.

Work efficiently with a dedicated workspace featuring a desktop computer, monitor, keyboard, and printer.

Hotel features a two-story structure with a prominent entrance and ample parking.

Enjoy a relaxing bath in the spacious bathtub, separate shower, and vanity with large mirror.

Days Inn Lexington SE/Hamburg

2.0 star property

Lexington

7.0 out of 10, Good, (995)

7.0/10

Good

(995)

The price is $52

$52

$60 total

includes taxes & fees

Aug 11 - Aug 12

Days Inn Lexington SE/Hamburg

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top landmarks in Winchester

Clark Regional Medical Center

Clark Regional Medical Center is a hospital located 1.2 mi (1.9 km) from central Winchester. There are restaurants and coffeehouses in the nearby area if you need to find somewhere to eat.

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Southwind Golf Course

You might want to practice your swing at Southwind Golf Course, a golf course located 2.2 mi (3.5 km) from central Winchester. If Southwind Golf Course doesn't quite scratch your golfing itch, Cassell Creek Golf Course is also nearby.

See propertiesSee properties in Southwind Golf Course

Bluegrass Heritage Museum

The centre of Winchester is home to cultural attractions like Bluegrass Heritage Museum, so you might want to stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Clark Regional Medical Center, Wiseman Park, and Lykins Park.

See propertiesSee properties in Bluegrass Heritage Museum

Lykins Park

Explore the great outdoors at Lykins Park, a lovely green space in Winchester. While in this family-friendly area, you can enjoy the restaurants.

See propertiesSee properties in Lykins Park

Wiseman Park

Explore the great outdoors at Wiseman Park, a lovely green space in Winchester. You can enjoy the restaurants while in the area.

See propertiesSee properties in Wiseman Park

Winchester Traveling Trail

Explore the great outdoors at Winchester Traveling Trail, a lovely green space in Winchester. You can enjoy the restaurants while in the area.

See propertiesSee properties in Winchester Traveling Trail