Photo by Nawa Aseen

Find Hotels with a Pool in Winchester, KY

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with a Pool

Top Winchester Hotels with a Pool

Hampton Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (447)
"Would stay there again"
United States
Patricia
The price is ¥12,562
¥13,849 total
includes taxes & fees
Nov 26 - Nov 27
Hampton Inn Winchester

Best Western Winchester Hotel

2.5 star property
Winchester
8.4 out of 10, Very Good, (997)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is ¥12,478
¥13,756 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Winchester Hotel

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
Winchester
9.2 out of 10, Wonderful, (514)
"Nice room, great staff and just and overall great stay."
United States
Kirk A.
The price is ¥14,991
¥16,526 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn Express Lexington East - Winchester by IHG

Baymont by Wyndham Winchester

2.5 star property
Winchester
7.2 out of 10, Good, (767)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
The price is ¥12,333
¥13,596 total
includes taxes & fees
Dec 8 - Dec 9
Baymont by Wyndham Winchester

Comfort Inn Winchester

2.5 star property
Winchester
7.0 out of 10, Good, (349)
" Nice, new facilities"
United States
Francis
The price is ¥10,378
¥11,441 total
includes taxes & fees
Dec 16 - Dec 17
Comfort Inn Winchester

Everhome Suites Lexington - Horse Park

2.5 star property
Lexington
9.2 out of 10, Wonderful, (362)
"Excellent room, comfy bed, kind staff"
United States
Juliet
The price is ¥12,683
¥14,721 total
includes taxes & fees
Nov 17 - Nov 18
Everhome Suites Lexington - Horse Park

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
Lexington
8.6 out of 10, Excellent, (1211)
"Our stay was really good . Look forward to staying again!"
United States
Connie
The price is ¥12,364
¥14,352 total
includes taxes & fees
Nov 27 - Nov 28
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Spark by Hilton Lexington Hamburg

2.5 star property
Lexington
8.6 out of 10, Excellent, (243)
"The hotel was in a very convenient location & close to lots of attractions. "
United States
Tammy
The price is ¥9,149
¥10,619 total
includes taxes & fees
Dec 7 - Dec 8
Spark by Hilton Lexington Hamburg

Natural Bridge State Resort Park

3.5 star property
Slade
8.6 out of 10, Excellent, (1770)
"Beautiful autumn stay."
United States
Cheryl
Natural Bridge State Resort Park

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 star property
Mount Sterling
8.8 out of 10, Excellent, (562)
"Clerk was very nice at check in."
United States
Jerry
The price is ¥18,391
¥20,275 total
includes taxes & fees
Nov 21 - Nov 22
Holiday Inn Express & Suites Mt Sterling North 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.

Top Winchester Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Winchester?
Best Western Winchester Hotel: Features full, a seasonal outdoor pool, and free self parking. Baymont by Wyndham Winchester: Offers daily, a pool, and free self parking.
What is there to see and do in Winchester?
Spend some time experiencing the great outdoors at College Park and GRCHS Baseball Field. During your stay, check out sights such as Bluegrass Heritage Museum, Cassell Creek Golf Course, and Winchester Opera House. 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 offers an outdoor pool if you plan to visit Winchester in the hottest months of July, August, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 38°F.