Hotels in Winchester

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Check prices for these dates

Tonight
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Top 5 hotels in Winchester at a glance

  1. Hampton Inn Winchester — 2.5-star hotel in Winchester. Guest rating: 9.2/10 — Wonderful.
  2. Best Western Winchester Hotel — 2.5-star hotel in Winchester. Guest rating: 8.4/10 — Very Good.
  3. Baymont by Wyndham Winchester — 2.5-star hotel in Winchester. Guest rating: 7.2/10 — Good.
  4. Holiday Inn Express Lexington East - Winchester by IHG — 2.5-star hotel in Winchester. Guest rating: 9.4/10 — Exceptional.
  5. Value Stay — 2-star hotel in Winchester. Guest rating: 7.6/10 — Good.

Where to stay in Winchester?

A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.
A hotel room with a sofa, armchair, television, kitchenette, and patterned carpet.
A reception desk with a 'Manager On Duty' sign, framed pictures on the wall, and a 'Welcome to Winchester' sign.
A hotel breakfast area with a checkered floor, wooden cabinets, a microwave, and various breakfast items.

Hampton Inn Winchester

Hampton Inn Winchester
Winchester
$113
$125 total
includes taxes & fees
Sep 9 - Sep 10
Hampton Inn Winchester
A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.
A hotel room with a sofa, a desk, a chair, a lamp, and two abstract paintings on the walls.
A lobby with two armchairs, a reception desk, and a chandelier.
A hotel room with a bed, two bedside tables, a desk, a chair, and a lamp.

Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
$85
$94 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Winchester Hotel
A swimming pool with wooden walls and large windows offering views of greenery.
A hotel dining area with a coffee station, a clock, and large windows offering a view of the outside.
A Baymont Inn & Suites reception area with a blue accent wall, a large window with a view of a pool, and a modern reception desk.
A hotel room with two beds, a sofa, a desk, and a window with blinds.

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
Winchester
$76
$83 total
includes taxes & fees
Aug 27 - Aug 28
Baymont by Wyndham Winchester
A hotel room with a large bed, a desk with a chair, a window with a view of the outside, and a wall-mounted TV.
A reception desk area with a receptionist, a sign for Holiday Inn Express, and a modern interior design.
A Holiday Inn Express building with a covered entrance, stone pillars, and potted plants.
A buffet with labeled containers of omelets and other dishes.

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
Winchester
$119
$131 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Lexington East - Winchester by IHG
A hotel room with a bed, a desk, a chair, a desk lamp, a window with curtains, an air conditioner, and a view of the outside.
A reception area with a counter, a red door, and a 'No Smoking' sign.
A lobby with a patterned carpet, seating area with chairs and a sofa, a small table, and a reception desk.
A ValueStay hotel entrance with a clear sign, a covered walkway, and a parking lot.

Value Stay

Value Stay
Winchester
$59
$65 total
includes taxes & fees
Aug 26 - Aug 27
Value Stay
An indoor swimming pool with tiled flooring, orange walls, and potted plants.
A waiting area with blue sofas and a brown ottoman, a reception desk, and a door leading to a hallway.
A bathroom with a bathtub, a chair, and a small ottoman.
A spacious dining area with multiple tables and chairs, a kitchenette in the background, and large windows allowing natural light.

Comfort Inn Winchester

Comfort Inn Winchester
Winchester
$84
$93 total
includes taxes & fees
Sep 20 - Sep 21
Comfort Inn Winchester
An indoor swimming pool with a wooden ceiling, tiled walls, and a seating area with chairs and a table.
A multi-story hotel with a prominent 'LaQuinta' sign, a covered entrance, and a parking lot.
A reception area with a mural of a countryside landscape, a counter, and refrigerated display cases with snacks.
A lobby with a sofa, armchairs, a fireplace, a TV, and a patterned rug.

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lexington
$90
$105 total
includes taxes & fees
Aug 30 - Aug 31
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
A hotel reception area with a reception desk, a large window, and a doormat with the hotel's logo.
A desktop computer setup with a monitor, keyboard, and Canon printer on a black desk against a beige wall.
A hotel room with two beds, a TV, a desk with a chair, a window with curtains, and a door.
A hotel with a lobby, a parking lot, and a building with a brown roof.

Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
Lexington
$60
$70 total
includes taxes & fees
Aug 26 - Aug 27
Days Inn Lexington SE/Hamburg
A spacious living room with a blue sofa, a grey armchair, and a fireplace.
A fitness center with treadmills, a mirrored wall, a clock, and a phone on a shelf.
A reception desk with a wooden finish, a glass partition, and a digital phone system.
A hotel room with two beds, a desk, a chair, and a large window with curtains.

Comfort Inn Lexington I-75

Comfort Inn Lexington I-75
Lexington
$72
$84 total
includes taxes & fees
Aug 31 - Sep 1
Comfort Inn Lexington I-75
A Holiday Inn hotel with a modern design, featuring a prominent entrance with a green-lit canopy and a brick facade.
A bar area with a marble wall, shelves of liquor bottles, and a display case with pastries.
A restaurant with booths, tables, and a TV screen.
A modern hotel lobby with large windows, a patterned carpet, and a decorative chandelier.

Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
Lexington
$95
$110 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn Lexington - Hamburg by IHG
A modern hotel with a prominent red and grey facade, multiple windows, and a well-lit entrance.
A modern hotel lobby with a reception desk, seating area, and a kitchen in the background.
A modern, open-plan office space with a round table, chairs, and a coffee station.
A modern reception area with a counter, a refrigerator stocked with beverages, and various snack items displayed on shelves.

avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG
Lexington
$88
$102 total
includes taxes & fees
Aug 30 - Aug 31
avid hotel Lexington - Hamburg Area by IHG
A hotel lobby with blue walls, a seating area with blue chairs, a bar, and artwork on the walls.
A spacious lobby with a high ceiling, large windows, and a blue accent wall. There are multiple seating areas with chairs and tables, and a television mounted on the wall.
A guesthouse with a covered entrance, a large building with a tower, and a sign indicating an indoor pool.
A hotel room with two beds, a bathroom, and a hallway.

GuestHouse Lexington

GuestHouse Lexington
Lexington
$71
$83 total
includes taxes & fees
Aug 26 - Aug 27
GuestHouse Lexington
An indoor swimming pool with clear glass walls, lounge chairs, and a ceiling with recessed lighting.
A reception desk with a "Welcome to the Blue Grass State" sign, a wooden reception desk, and a "Hilton Honors" sign.
A hotel room with a wooden desk, a flat-screen TV, a mirror, a lamp, and a chair.
A hotel dining area with tables and chairs, a television, and a kitchen in the background.

Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area
Lexington
$85
$99 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn I-75 Lexington/Hamburg Area
A spacious kitchen with granite countertops, wooden bar stools, and a large island.
A modern hotel lobby with a sofa, ottoman, and a table with fruit and wine bottles.
A hotel entrance with a modern design, featuring a prominent logo above the entrance, a covered walkway, and potted plants at the entrance.
A spacious room with a large wooden table, blue patterned chairs, a fireplace, and large windows offering views of the outdoors.

Hilton Garden Inn Lexington Hamburg

Hilton Garden Inn Lexington Hamburg
Liberty Area
$85
$99 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Lexington Hamburg
A modern food court with a variety of food stalls, a coffee station, and a seating area with a view of the outside.
An outdoor seating area with two sofas, a round table, and a planter with flowers.
A modern lounge area with seating, tables, and decorative lighting.
A modern hotel building with a blue and grey facade, multiple windows, and a prominent 'tru by Hilton' sign.

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
Liberty Area
$85
$99 total
includes taxes & fees
Sep 2 - Sep 3
Tru By Hilton Lexington Hamburg
An outdoor seating area with a fire feature, yellow chairs, and a colorful sofa.
A modern lounge area with a green sofa, wooden tables, and chairs.
A hotel room with a bed, a sofa, a desk, a chair, a TV, and a window with curtains.
A modern indoor space with a green sofa, dining tables, chairs, and a bar area with a view.

Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg
Lexington
$102
$118 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Lexington Hamburg
A spacious lobby with a modern design, featuring a blue sofa, yellow armchairs, and a dining area with blue chairs.
An indoor swimming pool with clear water, a diving board, and sunlit windows.
A spacious kitchen with wooden cabinets, a large island with bar stools, and a tiled backsplash.
A hotel room with a large bed, a wooden nightstand, a lamp, and a sofa with a cushion.

Hyatt Place Lexington

Hyatt Place Lexington
Lexington
$101
$117 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Place Lexington
An indoor swimming pool with clear water, a pool ladder, and lounge chairs.
A hotel room with a bed, a desk with a chair, a sofa, and a TV.
A Comfort Inn & Suites building with a yellow facade, brick accents, and a clear blue sky.
A hotel lobby with a blue sofa, armchair, and a coffee station.

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
Mount Sterling
$93
$103 total
includes taxes & fees
Sep 20 - Sep 21
Comfort Inn & Suites Mount Sterling
A hotel room with two beds, a desk, a lamp, a painting, and a window with curtains.
A historical site with rustic wooden buildings and a person in period attire walking on a gravel path.
A motel with a 'Super 8' sign, a covered entrance, and a clear driveway.
A hotel lobby with beige sofas, a flat-screen TV, a reception desk, and a framed picture on the wall.

Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
Richmond
$52
$57 total
includes taxes & fees
Aug 26 - Aug 27
Super 8 by Wyndham Richmond
A Holiday Inn Express & Suites building with a modern design, featuring a covered entrance and stone pillars.
A Holiday Inn Express & Suites building with a covered entrance and a Tesla charging station.
A hotel room with a bed, a microwave, a coffee maker, and a window with a view.
A modern hotel lobby with round tables, blue chairs, and a TV mounted on the wall.

Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG
Mount Sterling
$131
$144 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express & Suites Mt Sterling North by IHG
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Check out pet-friendly hotels in Winchester

A hotel room with a bed, a desk, a chair, a desk lamp, a window with curtains, an air conditioner, and a view of the outside.
A reception area with a counter, a red door, and a 'No Smoking' sign.
A lobby with a patterned carpet, seating area with chairs and a sofa, a small table, and a reception desk.
A ValueStay hotel entrance with a clear sign, a covered walkway, and a parking lot.

Value Stay

Value Stay
Winchester
$59
$65 total
includes taxes & fees
Aug 26 - Aug 27
Value Stay
A swimming pool with wooden walls and large windows offering views of greenery.
A hotel dining area with a coffee station, a clock, and large windows offering a view of the outside.
A Baymont Inn & Suites reception area with a blue accent wall, a large window with a view of a pool, and a modern reception desk.
A hotel room with two beds, a sofa, a desk, and a window with blinds.

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
Winchester
$76
$83 total
includes taxes & fees
Aug 27 - Aug 28
Baymont by Wyndham Winchester
A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.
A hotel room with a sofa, a desk, a chair, a lamp, and two abstract paintings on the walls.
A lobby with two armchairs, a reception desk, and a chandelier.
A hotel room with a bed, two bedside tables, a desk, a chair, and a lamp.

Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
$85
$94 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Winchester Hotel
A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.
A hotel room with a sofa, armchair, television, kitchenette, and patterned carpet.
A reception desk with a 'Manager On Duty' sign, framed pictures on the wall, and a 'Welcome to Winchester' sign.
A hotel breakfast area with a checkered floor, wooden cabinets, a microwave, and various breakfast items.

Hampton Inn Winchester

Hampton Inn Winchester
Winchester
$113
$125 total
includes taxes & fees
Sep 9 - Sep 10
Hampton Inn Winchester
A hotel room with a large bed, a desk with a chair, a window with a view of the outside, and a wall-mounted TV.
A reception desk area with a receptionist, a sign for Holiday Inn Express, and a modern interior design.
A Holiday Inn Express building with a covered entrance, stone pillars, and potted plants.
A buffet with labeled containers of omelets and other dishes.

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
Winchester
$119
$131 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Lexington East - Winchester by IHG
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.
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Our prices for hotels in Winchester are cheapest in January
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
View properties in August
Typical weather for Winchester
August
High 29°C / low 19°C. Sunny most days.
View properties in August
29°
19°
26°
15°
19°
9°
12°
3°
8°
0°
4°
-3°
7°
-2°
13°
3°
18°
8°
23°
13°
28°
17°
29°
19°
Monthly weather averages (˚C)

Top landmarks in Winchester

Winchester Traveling Trail

If you like spending time outside, why not spend the afternoon at Winchester Traveling Trail, a park located 16.6 mi (26.8 km) from the center of Lexington. Want to stretch your legs some more? Head to Wiseman Park and GRCHS Baseball Field, both nearby.
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Bluegrass Heritage Museum

7.4/10 (13 reviews)
The center 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 Winchester Traveling Trail and Lykins Park.
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Wiseman Park

If you like spending time outside, why not spend the afternoon at Wiseman Park, a park located 16.8 mi (27 km) from the center of Lexington. Want to stretch your legs some more? Head to GRCHS Baseball Field and College Park, both nearby.
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Lykins Park

5.8/10 (6 reviews)
Lykins Park is 2 mi (3.3 km) from central Winchester, why not stop by during your stay. Want to stretch your legs some more? Head to Winchester Traveling Trail and The Holler, both nearby.
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Cassell Creek Golf Course

7.6/10 (4 reviews)
You might want to practice your swing at Cassell Creek Golf Course, a golf course located 4.1 mi (6.6 km) from central Winchester. If Cassell Creek Golf Course doesn't quite scratch your golfing itch, Southwind Golf Course is also nearby.
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Winchester Opera House

If you're planning a bit of sightseeing during your trip, head to Winchester Opera House— just one of the monuments in central Winchester.
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Southwind Golf Course

6.0/10 (2 reviews)
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.
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The Holler

If you like spending time outside, why not spend the afternoon at The Holler, a park located 18.2 mi (29.2 km) from the center of Lexington. Want to stretch your legs some more? Head to Wiseman Park and Community Park, both nearby.
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Learn more about Winchester

Beneath the shadow of the Bluegrass Heritage Museum, Main Street reveals a parade of antique shops where yesterday's treasures await discovery. The Winchester Opera House stands as a cultural cornerstone in this small Kentucky town with big character. Escape to Daniel Boone National Forest, where hiking trails wind through Appalachian wilderness that would make the legendary frontiersman feel right at home. College Park offers a peaceful retreat when urban exploration tires the feet. Local eateries serve up authentic flavors that chain restaurants can't replicate. For golf enthusiasts, Southwind Golf Course presents challenging fairways with scenic vistas. The Clark County Courthouse anchors the historic downtown, its architecture telling stories of bygone eras without saying a word.

See all hotels in Winchester
An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

Check out reviews of Winchester hotels guests love

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

10/10 Excellent
"The breakfast was much better than the standard for this level hotei"
Cheryl 1-night trip
Posted 4 hours ago
Holiday Inn Express Lexington - Horse Park Area by IHG
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

10/10 Excellent
"Room was clean. A/C worked very well, shower got good and hot. Bed was comfortable. Osaka restaurant and bar was awesome and staff was super friendly."
Anthony 3-night trip
Posted 6 hours ago
Holiday Inn Lexington - Hamburg by IHG
The Manchester

The Manchester

10/10 Excellent
"This is one of our favorite hotels of all time! Travelled everywhere- love all Four Seasons but the Manchester is home on the road — only better!"
Sherrie 1-night trip
Posted 7 hours ago
The Manchester
Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

10/10 Excellent
"Definitely would highly recommend!!"
Holly 1-night trip
Posted 11 hours ago
Staybridge Suites Lexington S Medical Ctr Area by IHG
The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

10/10 Excellent
"Our favorite hotel in Lexington. Great location, friendly and helpful staff and the beds are very comfortable."
Summer 3-night trip
Posted 11 hours ago
The Campbell House Lexington, Curio Collection by Hilton
Embassy Suites by Hilton Lexington Green

Embassy Suites by Hilton Lexington Green

10/10 Excellent
"Great stay and the breakfast had an amazing variety. Highly recommend."
Catherine 1-night trip
Posted 11 hours ago
Embassy Suites by Hilton Lexington Green
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

10/10 Excellent
"Very nice room and very clean. They have a great restraunt in the hotel."
Michael 1-night trip
Posted 12 hours ago
Origin Lexington a Wyndham Hotel
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"This hotel featured well appointed roomy suites and a great breakfast and a bar with great food and drinks."
Dorothy 1-night trip
Posted 12 hours ago
Embassy Suites by Hilton Lexington/UK Coldstream
21c Museum Hotel Lexington

21c Museum Hotel Lexington

10/10 Excellent
"This was a great place to stay with a really museum oriented vibe. The staff was very helpful and the lobby and rooms were clean. Absolutely no issues with checking in or checking out and the location made everything fairly walkable."
Brian 1-night trip
Posted 14 hours ago
21c Museum Hotel Lexington

Frequently asked questions

What hotels do travelers like in Winchester?
Guests like Baymont by Wyndham Winchester.
Can I book refundable hotels in Winchester?
If you want the flexibility to change your plans to Winchester, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winchester if I want a vacation home instead of a traditional hotel?
Browse 8 vacation homes on our site.
What will the weather in Winchester be like during my visit?
July and August are typically the warmest months in Winchester when the average temp is 72°F. January and February are the coldest months when the average temperature is 38°F. April and July are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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