🏊 Top 10 Winchester Hotels with Swimming Pool

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.

Check availability on Winchester Hotels with Swimming Pools

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Our top choices for Winchester hotels with a pool

Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

Holiday Inn Express Lexington - Horse Park Area by IHG

Lexington

Float in pristine waters at this Art Deco hotel with an indoor pool and poolside sun loungers for ultimate relaxation.

RM376 total

includes taxes & fees

22 Jul - 23 Jul

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.

RM427 total

includes taxes & fees

20 Jul - 21 Jul

Country Inn & Suites by Radisson, Georgetown, KY

Georgetown

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

RM352 total

includes taxes & fees

9 Aug - 10 Aug

Best Western Winchester Hotel

Winchester

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

RM384 total

includes taxes & fees

27 Jul - 28 Jul

Baymont by Wyndham Winchester

Winchester

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

RM339 total

includes taxes & fees

27 Jul - 28 Jul

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.

RM390 total

includes taxes & fees

9 Aug - 10 Aug

Hampton Inn Winchester

Winchester

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

RM511 total

includes taxes & fees

26 Jul - 27 Jul

Natural Bridge State Resort Park

Slade

Dive into summer splendour at this seasonal outdoor pool with mountain views and natural surroundings.

RM469 total

includes taxes & fees

11 Aug - 12 Aug

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Choose what matters most at hotels with a pool in Winchester

Breakfast included

Hot tub

Top Winchester Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent

"Close to horse park"

Fairfield Inn & Suites by Marriott Lexington North

8/10 Good

"This hotel worked out very well for my friends and me. The room not spacious, but adequate. We found everything needed for the pull out couch within the room (nothing missing). The wifi worked fine. There was a small refrigerator and a microwave in the room. The only sink is the one in the bathroom. A second sink would be a significant improvement. The breakfast was generally good, although fruit was limited. The staff were helpful. It was easy to park very close to a door. The exercise room had only one working treadmill. This was OK only because I used it at an unpopular time. Having Cracker Barrel right next door is helpful for a meal without needing to drive anywhere."

Quality Inn Lexington -Horse Park

8/10 Good

"The check in was probably the fastest I've ever had. There for Breyerfest in July. Place is clean and everything is good. Our air stopped working the middle of the 2nd to last night. Told the front desk as we were leaving that morning and she said she would either have it fixed or move us to another room, very nice lady. When we returned that evening, that girl was a tad snippy about 'she didn't know why she said she'd have it fixed because they don't come in for that over the weekend'. She did have my new room already set up and gave me that. 20 minutes later I went down to hand her the old room's keys back and as I did she said, checking out? I said no, these are the ones for the one we moved out of. Again, she was tad onry about how they have 170 rooms and deals with a lot of people all day, she can't remember everyone. I get that, but I was just standing in front of you 20 minutes ago, no need for the tude. She wasn't outright rude to the point of asking for a mgr, just wasn't as friendly as the other people that helped us throughout our stay. That being said, our issue was handled and all was good. This girl just left an icky taste where everyone else was so great!"

The Campbell House Lexington, Curio Collection by Hilton

8/10 Good

"Shower pressure was great. Rooms were clean. Was disappointed that the rooms did not have a mini frig. My MIL received the handicap room she requested but the walk to the room was VERY long and she had to walk up a steep ramp in the hallway to get to her room. It was an odd placement for a handicap room."

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 Wiseman Park 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

Holiday Inn Express Lexington - Horse Park Area by IHG

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Country Inn & Suites by Radisson, Georgetown, KY

Best Western Winchester Hotel

Baymont by Wyndham Winchester

Holiday Inn Express Lexington East - Winchester by IHG

Hampton Inn Winchester

Natural Bridge State Resort Park

Comfort Inn & Suites Mount Sterling

Holiday Inn Express & Suites Mt Sterling North by IHG

Choose what matters most at hotels with a pool in Winchester

Top Winchester Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

Natural Bridge State Resort Park

Fairfield Inn & Suites by Marriott Lexington North

DoubleTree Suites by Hilton Hotel Lexington

Quality Inn Lexington -Horse Park

Holiday Inn Express Lexington Horse Park Area by IHG

Hyatt Regency Lexington

Country Inn & Suites by Radisson, Georgetown, KY

The Campbell House Lexington, Curio Collection by Hilton

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