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.

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Check availability on Winchester Golf Hotels

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Winchester hotels with a golf course

A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.
A hotel with a modern design, featuring a large building with multiple balconies and a well-maintained lawn.
A hotel room with a bed, two bedside tables, a desk, a chair, and a lamp.
A lobby with two armchairs, a reception desk, and a chandelier.

1. Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
United States
Chris
NT$3,178
NT$3,503 total
includes taxes & fees
Oct 8 - Oct 9
Best Western Winchester Hotel
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 lobby with a sofa, armchairs, a fireplace, a TV, and a patterned rug.
A reception area with a mural of a countryside landscape, a counter, and refrigerated display cases with snacks.

2. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lexington
United States
Brittany
NT$2,882
NT$3,346 total
includes taxes & fees
Oct 11 - Oct 12
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
A modern kitchen with grey cabinets, a wooden dining table, and overhead lighting.
A modern bathroom with a large mirror, two sinks, a glass shower enclosure, and a towel rack.
A hotel with a central entrance, multiple floors, and a flagpole.
A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a flat-screen TV mounted on the wall.

3. Homewood Suites Lexington-Hamburg

Homewood Suites Lexington-Hamburg
Lexington
United States
Sharon
NT$3,656
NT$4,244 total
includes taxes & fees
Nov 2 - Nov 3
Homewood Suites Lexington-Hamburg
A spacious kitchen with granite countertops, wooden bar stools, and a large island.
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.
A modern hotel lobby with a sofa, ottoman, and a table with fruit and wine bottles.

4. Hilton Garden Inn Lexington Hamburg

Hilton Garden Inn Lexington Hamburg
Liberty Area
United States
Michael
NT$3,223
NT$3,741 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Garden Inn Lexington Hamburg
A hotel lobby with blue walls, a seating area with blue chairs, a bar, and artwork on the walls.
A hotel room with two beds, a bathroom, and a hallway.
A guesthouse with a covered entrance, a large building with a tower, and a sign indicating an indoor pool.
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.

5. GuestHouse Lexington

GuestHouse Lexington
Lexington
United States
Kannan
NT$2,139
NT$2,483 total
includes taxes & fees
Oct 5 - Oct 6
GuestHouse Lexington
A person in a red and blue striped shirt and black pants preparing to put a golf ball on a green field.
A cozy living room with a fireplace, a green sofa, a blue armchair, and a glass coffee table.
An indoor swimming pool with clear water, surrounded by lounge chairs and a mural of trees on the wall.
A Country Inn & Suites building with a green roof, multiple windows, and a parking lot.

6. Country Inn & Suites by Radisson, Lexington, KY

Country Inn & Suites by Radisson, Lexington, KY
Lexington
United States
Brendan
NT$2,410
NT$2,798 total
includes taxes & fees
Oct 18 - Oct 19
Country Inn & Suites by Radisson, Lexington, KY
A modern bathroom with a large mirror, a sink, a shower, and a toilet.
A hotel room with a wooden table, two armchairs, a sofa, a TV mounted on the wall, a painting, and a door.
A parking lot with designated spaces for electric vehicles and handicapped parking, in front of a building labeled "Embassy Suites."
A hotel room with a bed, a TV, a desk, and a lamp.

7. Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream
Lexington
United States
SUSAN
NT$3,370
NT$3,912 total
includes taxes & fees
Oct 11 - Oct 12
Embassy Suites by Hilton Lexington/UK Coldstream
A Fairfield Inn & Suites Marriott hotel with a covered entrance, multiple floors, and a parking lot.
A modern office space with wooden desks, ergonomic chairs, and a reception area with a purple-lit counter.
A modern hotel lobby with a long wooden bar, multiple seating areas, and a television mounted on the wall.
A modern lobby with a reception desk, seating area, and a fireplace.

8. Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
Lexington
United States
Alexis
NT$2,717
NT$3,154 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Lexington North
A spacious lobby with a central seating area, a staircase, and a decorative wall with circular lights.
A modern restaurant with glass partitions, blue seating, and a bar area.
An indoor swimming pool with clear glass walls, a skylight, and potted plants.
A modern interior with a marble staircase, a wooden bench, and a decorative horse statue.

9. Hilton Lexington/Downtown

Hilton Lexington/Downtown
Downtown Lexington
United States
Chris
NT$3,893
NT$4,518 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Lexington/Downtown
A hotel entrance with a covered porch, columns, and a sign indicating the year 1980.
A modern bathroom with a white sink, a large mirror, and a glass shower enclosure.
A modern dining area with multiple tables and chairs, a flat-screen TV mounted on the wall, and large windows providing natural light.
A hotel reception area with a modern design, including a reception desk, a wooden accent wall, and a blue carpet.

10. Holiday Inn Express & Suites Richmond by IHG

Holiday Inn Express & Suites Richmond by IHG
Richmond
United States
Bradley
NT$3,887
NT$4,285 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Express & Suites Richmond by IHG
View all properties

Top Winchester Hotel Reviews

Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"Always our go to place in Lexington. We did have some very disruptive wild kids in the room across the hall causing their mama all kinds of hell but she got them quieted down by 9pm. Nothing on Elmwood except thin walls. That can happen anywhere."
Jeri 1-night trip
Posted 17 hours ago
Elwood Hotel & Suites
Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

8/10 Good
"Nice"
Donald 1-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Lexington North
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"Property was recently renovated. Everything was new mattress and bedding along with finishes. Just a great feeling of the accommodations."
James 1-night trip
Posted 2 days ago
Embassy Suites by Hilton Lexington/UK Coldstream
21c Museum Hotel Lexington

21c Museum Hotel Lexington

8/10 Good
"The restaurant wasn't ready so only room service was offered. They didn't honor my "breakfast included" stat. But, the property was centrally located for all visiting locations. And walkable to evening restaurants."
Carol 3-night trip
Posted 2 days ago
21c Museum Hotel Lexington
Comfort Inn Winchester

Comfort Inn Winchester

10/10 Excellent
"Everyone was super sweet the room was clean and breakfast was decent just wish the pool had been in service"
Brittany 3-night trip
Posted 8 days ago
Comfort Inn Winchester

Frequently asked questions

Are you looking for a golf hotel in Winchester?
From golf carts to clubhouses to panoramic pools, Expedia is the place to book your golfing weekend. Tee off at Cassell Creek Golf Course and Southwind Golf Course. Enjoy the shopping and many popular restaurants during your vacation.
What should I see and do in Winchester while on a golf vacation?
When you're ready to take a break from the back nine, you'll find that Winchester has lots to offer. Explore the local sights and attractions with a stop at Bluegrass Heritage Museum, Cassell Creek Golf Course, and Winchester Opera House. Also, don't miss Clark County Courthouse, College Park, and Clark County Public Library.
What is a golf hotel in Winchester like?
Golf hotels in Winchester offer accommodations as well as convenient access to a golf course. On Expedia, you will be able to find golf hotels with either a 9+ hole golf course, or that are located adjacent to an 18+ hole golf course. Golf hotels provide a good choice of services and amenities such as carts, caddies, and shuttles.

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