Book the Best Winchester GOLF Hotels & Resorts in 2026

MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

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Our top choices for Winchester hotels with a golf course

Super 8 by Wyndham Richmond

Richmond

Mark

CA $84 total

includes taxes & fees

Jun 2 - Jun 3

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Lexington

Guy

CA $116 total

includes taxes & fees

Jun 15 - Jun 16

Best Western Winchester Hotel

Winchester

Kathryn

CA $137 total

includes taxes & fees

May 31 - Jun 1

Days Inn by Wyndham Richmond

Richmond

Mollie

CA $79 total

includes taxes & fees

May 29 - May 30

Fairfield Inn & Suites by Marriott Lexington North

Lexington

Fateh

CA $148 total

includes taxes & fees

Jun 2 - Jun 3

Holiday Inn Express Lexington North-Georgetown by IHG

Georgetown

Alan

CA $152 total

includes taxes & fees

Jun 14 - Jun 15

Holiday Inn Express & Suites Richmond by IHG

Richmond

Robert

CA $186 total

includes taxes & fees

May 31 - Jun 1

Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace

Microtel Inn by Wyndham Georgetown

Georgetown

Scott

CA $113 total

includes taxes & fees

Jun 2 - Jun 3

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Top Winchester Hotel Reviews

Hilton Lexington/Downtown

8/10 Good

"Bathroom could use a little updating"

Marriott Lexington Griffin Gate Golf Resort & Spa

4/10 Poor

"Hotel is supposed to provide housekeeping every other day, which is first indication that service is not typical of Marriot property. When asked on second day for housekeeping to provide service, was met with rude response about every other day service only, so asked if minimally could supply toilet paper since minimal was provided (used roll) from beginning , as well as dry towels as no where to hang used to dry. Neither happened. On third day went out first thing expecting service, came back after lunch and nothing had been done, so reminded front desk when we went out and again came back at 4pm and nothing, so called and reminded again and asked for toilet paper asap - nothing. Went out at 6 pm for dinner and concert. Asked front desk again for service, etc. Told it was a busy day with checkouts, but would be done. Returned at 11:30 pm and nothing. Called again and told housekeeping was gone for the day. Had to go take toilet paper from lobby restroom. We checked out the next morning & when asked how stay was and reminded them of frustration with housekeeping, was told, “ya, that happens”."

Country Inn & Suites by Radisson, Georgetown, KY

6/10 Okay

"The property in general is showing signs of age particularly in the pool area. It really needs a complete renovation. Our bathtub had rust stains and the caulking in areas looks roughly done. Also there were hairs around the base of the toilet. Our room was on the first floor near the pool and breakfast area. It was quite noisy. Our room looked out into the parking lot so we had to keep the blind shut and the room was quite dark. The breakfast was great. The eating area was clean. The staff was lovely and had fresh baked cookies available. The price was very reasonable compared to similar other places we stayed at."

The Campbell House Lexington, Curio Collection by Hilton

6/10 Okay

"We’ve stayed in this hotel before and it’s very large. Perhaps it was the location of our room this time, which was in an older back hallway, that added to the less than desirable experience. The room was musty and smelled terrible. The entry door didn’t latch and needed to be locked to stay closed. The staff member who checked us in had the personality of cardboard. After waiting several minutes to check out, we just used the app - no one showed up. It’s decorated beautifully with great atmosphere and the restaurant was good, but overall didn’t measure up and not worth the $$. I’ll look elsewhere next time."

Hyatt Regency Lexington

4/10 Poor

"Below average rooms. Perhaps the heavy use by the various groups attending sporting events and conventions makes it difficult to keep the rooms in top working order. To be a Hyatt property the quality of the experience is way off. The common areas were nice enough, but the room itself was long past its prime. Banged up, roughed up, worn down/out. The only thing you get is location; unless you’re attending something at Rupp or the convention center there is no bang for your buck. Staff at registration truly struggled with their computer system which caused delay in getting checked in. Parking is very inconvenient especially if the weather isn’t perfect…crossing a busy roadway to your vehicle and a ticketing system that requires a validation every time you want to leave the property. A very poor overall experience for the price paid. Stay elsewhere if you’re seeking a quality experience. There’s certainly no luxury at this location."

Fairfield Inn & Suites by Marriott Lexington North

4/10 Poor

"Though we booked a king and it still showed that there were 2 king rooms still two available, we were put into another room. The bed was very uncomfortable we would sink in the middle. There were two different hairs on sheets. There were markings in the bathroom. It goes on. We were very disappointed by our experience."

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 Southwind Golf Course and Cassell Creek 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, Winchester Traveling Trail, and Lykins Park. Also, don't miss Winchester Opera House, Clark County Courthouse, and College Park.

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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Lexington Vacation Rentals

Book Golf Hotels in Winchester on Expedia.com

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Check availability on Winchester Golf Hotels

Our top choices for Winchester hotels with a golf course

Super 8 by Wyndham Richmond

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Best Western Winchester Hotel

Days Inn by Wyndham Richmond

Fairfield Inn & Suites by Marriott Lexington North

Holiday Inn Express Lexington North-Georgetown by IHG

Holiday Inn Express & Suites Richmond by IHG

Microtel Inn by Wyndham Georgetown

Fairfield by Marriott Inn & Suites Georgetown Lexington

Quality Inn Lexington -Horse Park

Top Winchester Hotel Reviews

Hilton Lexington/Downtown

Marriott Lexington Griffin Gate Golf Resort & Spa

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Holiday Inn Express Lexington Horse Park Area by IHG

Country Inn & Suites by Radisson, Georgetown, KY

DoubleTree Suites by Hilton Hotel Lexington

The Campbell House Lexington, Curio Collection by Hilton

Hyatt Regency Lexington

Fairfield Inn & Suites by Marriott Lexington North

Frequently asked questions

Explore a world of travel with Expedia

Find Golf Hotels in Winchester, KY from CA $79

Change your mind

Treat yourself

Be picky

Check availability on Winchester Golf Hotels

Our top choices for Winchester hotels with a golf course

Super 8 by Wyndham Richmond

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Best Western Winchester Hotel

Days Inn by Wyndham Richmond

Fairfield Inn & Suites by Marriott Lexington North

Holiday Inn Express Lexington North-Georgetown by IHG

Holiday Inn Express & Suites Richmond by IHG

Microtel Inn by Wyndham Georgetown

Fairfield by Marriott Inn & Suites Georgetown Lexington

Quality Inn Lexington -Horse Park

Top Winchester Hotel Reviews

Hilton Lexington/Downtown

Frequently asked questions

Explore a world of travel with Expedia