Top Hotels with Swimming Pools in Winchester

Q: What are some accommodation options with pools in Winchester?

Baymont by Wyndham Winchester : Features daily, a pool and free self parking. Best Western Winchester Hotel : Offers full, a seasonal outdoor pool and free self parking.

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Our top choices for Winchester hotels with a pool

Best Western Winchester Hotel

Winchester

Splash into summer at this serene pool oasis where tranquil waters meet exceptional service.

includes taxes & fees

31 May - 1 Jun

Baymont by Wyndham Winchester

Winchester

Refreshing year-round aquatic escape awaits at this Winchester hotel's indoor pool, complemented by a modern fitness centre.

includes taxes & fees

15 Jun - 16 Jun

Hampton Inn Winchester

Winchester

Seasonal outdoor pool creates refreshing summer sanctuary at this hotel, offering a peaceful retreat in the heart of Winchester.

includes taxes & fees

14 Jun - 15 Jun

Holiday Inn Express Lexington East - Winchester by IHG

Winchester

Dive into aquatic bliss in this rural retreat with an indoor pool open from dawn to dusk.

includes taxes & fees

14 Jun - 15 Jun

Comfort Inn Winchester

Winchester

City centre hotel offers indoor pool for leisurely laps and warm plunges from early morning to late night.

includes taxes & fees

21 Jun - 22 Jun

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Lexington

Splash into relaxation at the indoor pool oasis, where sun loungers invite a day of rejuvenating lounging.

includes taxes & fees

23 Jun - 24 Jun

Country Inn & Suites by Radisson, Georgetown, KY

Georgetown

Make a splash at this hotel's indoor pool paradise with hot tub for total relaxation.

includes taxes & fees

14 Jun - 15 Jun

Hampton Inn Richmond

Richmond

Relaxing indoor pool retreat with premium bedding and complimentary breakfast buffet makes for a peaceful overnight escape.

includes taxes & fees

7 Jun - 8 Jun

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Breakfast included

Hot tub

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."

Frequently asked questions

What are some accommodation options with pools in Winchester?

Baymont by Wyndham Winchester: Features daily, a pool and free self parking. Best Western Winchester Hotel: Offers full, a seasonal outdoor pool and free self parking.

What is there to see and do in Winchester?

Spend some time experiencing the great outdoors at Winchester Traveling Trail and Lykins Park. During your stay, visit sights such as Bluegrass Heritage Museum, Winchester Opera House and Clark County Courthouse. You'll also discover lots of options for restaurants in Winchester.

When is the best time to book a hotel with a pool in Winchester?

You may want to consider a place to stay that has an outdoor pool if you'll be visiting Winchester in the hottest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 4°C.

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Check availability on Winchester Hotels with Swimming Pools

Our top choices for Winchester hotels with a pool

Best Western Winchester Hotel

Baymont by Wyndham Winchester

Hampton Inn Winchester

Holiday Inn Express Lexington East - Winchester by IHG

Comfort Inn Winchester

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Country Inn & Suites by Radisson, Georgetown, KY

Hampton Inn Richmond

Natural Bridge State Resort Park

Comfort Inn & Suites Mount Sterling

Choose what matters most at hotels with a pool in Winchester

Top Winchester Hotel Reviews

Hilton Lexington/Downtown

Marriott Lexington Griffin Gate Golf Resort & Spa

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Spark by Hilton Lexington Hamburg

Holiday Inn Express Lexington Horse Park Area by IHG

Natural Bridge State Resort Park

Country Inn & Suites by Radisson, Georgetown, KY

DoubleTree Suites by Hilton Hotel Lexington

The Campbell House Lexington, Curio Collection by Hilton

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