Winchester Hotels with Pools - Outdoor/Indoor Pools in Winchester KY

Winchester hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Winchester, KY for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Winchester Kentucky hotel and motel rooms for children. Review the list of Winchester hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Winchester Hotels with Outdoor or Indoor Pools

Best Western Winchester Hotel : 1307 West Lexington Ave. 1307 West Lexington Ave., Winchester, KY 40391 Call
  • Has swimming pool: Seasonal outdoor pool
  • 3-star Suburban hotel
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From$78 total
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Hampton Inn Winchester : 1025 Early Dr. 1025 Early Dr., Winchester, KY 40391 Call
  • Pool in hotel
  • 3-star Highway property
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From$160 total
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La Quinta Inn & Suites by Wyndham Lexington South / Hamburg - Lexington 100 Canebrake Dr., Lexington, KY 40509 Call ~11.31 miles west of Winchester
  • Pool available: Indoor pool and hot tub, hours 8AM-11PM.
  • Mid-scale Highway property
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From$82 total
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Hotel Lex Hotel & Conference Center 5532 Athens Boonesboro Rd., Lexington, KY 40509 Call ~11.46 miles west of Winchester
  • Pool details: . Indoor pool is open 365 days a year from 8:00 am - 11 pm.
  • Four star Suburban property
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From$84 total
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Homewood Suites Lexington-Hamburg : 2033 Bryant Rd. 2033 Bryant Rd., Lexington, KY 40509 Call ~12.65 miles west of Winchester
  • Includes a pool: Outdoor seasonal pool open 9 am - 10 pm.
  • Three Star Highway hotel
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From$118 total
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Hyatt Place Lexington 2001 Bryant Rd., Lexington, KY 40509 Call ~12.71 miles west of Winchester
  • Pool available: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • 3-star Suburban hotel
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From$102 total
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Spark by Hilton Lexington Hamburg - Lexington 2381 Buena Vista Dr., Lexington, KY 40505 Call ~13.66 miles west of Winchester
  • Pool available: Heated indoor pool holding over 40,000 gallons of water, one of the largest in Fayette County. Hours 9am - 10pm
  • Two star Highway property
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From$58 total
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Comfort Inn & Suites Lexington - Hamburg I-75 - Lexington 2400 Buena Vista, Lexington, KY 40505 Call ~13.70 miles west of Winchester
  • Pool details: Indoor pool.
  • Inexpensive Highway property
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From$81 total
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Best Western Lexington Inn in Lexington 2221 Elkhorn Rd., Lexington, KY 40505 Call ~13.77 miles west of Winchester
  • Pool available: Indoor salt water pool.
  • 2 star Highway property
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From$50 total
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Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG - Lexington 2255 Buena Vista Rd., Lexington, KY 40505 Call ~13.90 miles west of Winchester
  • Pool details: Indoor
  • Three Star Highway hotel
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From$122 total
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Country Inn & Suites by Radisson, Lexington, KY : 2297 Executive Dr. 2297 Executive Dr., Lexington, KY 40505 Call ~14.02 miles west of Winchester
  • Includes a pool: Come join our heated indoor pool. It is opened from the hours of 6am to midnight.
  • Midscale Downtown hotel
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From$102 total
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Doubletree Suites by Hilton Hotel Lexington in Lexington 2601 Richmond Rd., Lexington, KY 40509 Call ~15.10 miles west of Winchester
  • Includes a pool: Outdoor
  • High end Suburban property
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From$130 total
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Best Western Paris Inn 2011 Alverson Dr., Paris, KY 40361 Call ~15.67 miles north of Winchester
  • Includes a swimming pool
  • Economical property
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From$54 total
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Ramada by Wyndham Lexington North Hotel & Conference Center : 2143 North Broadway 2143 North Broadway, Lexington, KY 40505 Call ~16.13 miles west of Winchester
  • Pool available: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • 3 star Suburban hotel
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From$96 total
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Baymont by Wyndham Lexington 1987 B North Broadway, Lexington, KY 40505 Call ~16.18 miles west of Winchester
  • Pool in hotel: Seasonal outdoor pool Hours 9am-9pm
  • Low-priced Highway hotel
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From$72 total
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Days Inn & Suites by Wyndham Lexington 1987 North Broadway Lexington Kentucky, Lexington, KY 40505 Call ~16.23 miles west of Winchester
  • Pool available: Seasonal outdoor pool Hours 9am-9pm
  • Mid-scale Highway property
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From$96 total
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Clarion Pointe Richmond North near University 1751 Lexington Rd., Richmond, KY 40475 Call ~16.86 miles southwest of Winchester
  • Has swimming pool: Outdoor pool
  • Mid-scale Highway hotel
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From$96 total
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Red Roof Inn Richmond, KY 111 Bahama Court, Richmond, KY 40475 Call ~17.02 miles southwest of Winchester
  • Has swimming pool: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Cheap hotel
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From$51 total
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Extended Stay America Suites Lexington Tates Creek 3575 Tates Creek Rd., Lexington, KY 40517 Call ~17.13 miles west of Winchester
  • Includes a pool: Not applicable. We do not have a pool.
  • 2 star Downtown property
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From$46 total
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Lexington Marriott City Center in Lexington 121 West Vine St., Lexington, KY 40507 Call ~17.74 miles west of Winchester
  • We have a pool
  • Expensive property
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From$192 total
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Hyatt Regency Lexington : 401 West High St. 401 West High St., Lexington, KY 40507 Call ~17.95 miles west of Winchester
  • Pool details: We fill our pool facility to the brim with amazing amenities. Float on the heated water with friends, or dip your toes poolside after a long day on your feet. Lay on our vibrantly colored lounge chairs with a book in your lap, or nestle yourself in the deep cushions and take a nap. Bring your family, and we’ll bring towels—age isn’t a factor when it comes to accommodation. The perfect way to end your day is by kicking up your feet on our beautiful outdoor sundeck. Pool hours: 5AM - 12AM
  • Affordable Convention Center hotel
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From$96 total
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Everhome Suites Lexington Horse Park 757 Newtown Springs Dr., Lexington, KY 40511 Call ~17.98 miles west of Winchester
  • Has swimming pool: Seasonal Outdoor pool. Open from Memorial Day to Labor Day. 8 AM to 10 PM each day.
  • 3 star Highway hotel
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From$96 total
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Marriott Lexington Griffin Gate Golf Resort & Spa - Lexington 1800 Newtown Pike, Lexington, KY 40511 Call ~18.04 miles west of Winchester
  • Pool in hotel: Indoor & Outdoor pool
  • High-end Resort hotel
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From$142 total
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Fairfield Inn Lexington North - Lexington 2100 Hackney Pl, Lexington, KY 40511 Call ~18.09 miles west of Winchester
  • Pool in hotel: We have an indoor pool, . It is open from 7am-10pm.
  • 3 star Suburban hotel
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From$130 total
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La Quinta Inn by Wyndham Lexington - Lexington 1920 Stanton Way, Lexington, KY 40511 Call ~18.10 miles west of Winchester
  • Has swimming pool
  • Affordable Highway property
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From$96 total
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Clarion Hotel Conference Center Lexington North 1950 Newtown Pike, Lexington, KY 40511 Call ~18.14 miles west of Winchester
  • Includes a pool: Largest indoor pool in Lexington, open 7AM-11PM
  • Three Star Highway property
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From$96 total
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Holiday Inn Express Hotel & Suites Lexington Downt in Lexington 1000 Export St., Lexington, KY 40504 Call ~18.44 miles west of Winchester
  • Includes a pool: 9am-11pm. Indoor Heated Pool.
  • 3-star Downtown hotel
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From$138 total
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Homewood Suites by Hilton Lexington Fayette Mall : 249 Ruccio Way 249 Ruccio Way, Lexington, KY 40503 Call ~19.00 miles west of Winchester
  • Pool details: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • Mid-scale Suburban property
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From$102 total
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Quality Inn Richmond - Richmond 2006 Colby Taylor Dr., Richmond, KY 40475 Call ~19.32 miles southwest of Winchester
  • Pool in hotel: Seasonal Outdoor Pool Open from 9am-10pm
  • Inexpensive Highway hotel
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From$56 total
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Hampton Inn Richmond : 1099 Barnes Mill Rd. 1099 Barnes Mill Rd., Richmond, KY 40475 Call ~19.37 miles southwest of Winchester
  • Includes a pool: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • Affordable Highway hotel
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From$88 total
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Towneplace Suites by Marriott Richmond 2018 Colby Taylor Dr., Richmond, KY 40475 Call ~19.40 miles southwest of Winchester
  • Pool in hotel: indoor 10:00a.m to 10:00 p.m
  • Midscale Highway property
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From$112 total
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Staybridge Suites Lexington An Ihg Hotel : 125 Louie Place 125 Louie Place, Lexington, KY 40511 Call ~19.70 miles west of Winchester
  • Pool in hotel: Large Indoor Pool
  • Three Star Suburban property
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From$106 total
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Holiday Inn Express Hotel & Suites 1780 Sharkey Way, Lexington, KY 40511 Call ~19.79 miles west of Winchester
  • Pool in hotel: Our indoor, heated pool is open from 10 AM-10 PM and built with a handicap accessible lift. It goes from 3 ft. to 5 ft. in depth and measures 31 ft. 5 in. X 15 ft. 10 in.
  • Three Star Downtown property
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From$108 total
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Courtyard by Marriott Lexington Keeneland / Airport : 3100 Wall St. 3100 Wall St., Lexington, KY 40513 Call ~20.38 miles west of Winchester
  • Pool available: Indoor Pool. Open Daily from 6am-11pm.
  • Mid-scale Airport hotel
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From$96 total
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Residence Inn Lexington Keeneland / Airport in Lexington 3110 Wall St., Lexington, KY 40513 Call ~20.38 miles west of Winchester
  • Has swimming pool: 6a-12a
  • Three Star Airport property
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From$112 total
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Hampton Inn Lexington South Keeneland / Airport : 3060 Lakecrest Circle 3060 Lakecrest Circle, Lexington, KY 40513 Call ~20.44 miles west of Winchester
  • Has swimming pool: Indoor Pool
  • Mid-scale Suburban property
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From$90 total
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Baymont by Wyndham Georgetown - Georgetown 250 Outlet Center Dr., Georgetown, KY 40324 Call ~25.12 miles northwest of Winchester
  • Our hotel comes with a pool
  • Low-priced Highway hotel
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From$64 total
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Home2 Suites by Hilton Georgetown 270 Tiger Way, Georgetown, KY 40324 Call ~25.15 miles northwest of Winchester
  • Pool available: Our beautiful indoor pool is open from 6am to 11pm each day.
  • 3-star Highway hotel
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From$102 total
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Super 8 by Wyndham Georgetown 250 Tiger Way, Georgetown, KY 40324 Call ~25.18 miles northwest of Winchester
  • Pool in hotel: Seasonal outdoor pool - 10AM - 11PM.
  • 2-star Highway hotel
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From$72 total
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Hampton Inn Lexington / Georgetown 128 Darby Dr., Georgetown, KY 40324 Call ~25.35 miles northwest of Winchester
  • Includes a pool: Indoor 10 AM to 10 PM
  • Midscale Highway hotel
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From$102 total
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Comfort Suites 121 Darby Dr., Georgetown, KY 40324 Call ~25.41 miles northwest of Winchester
  • Includes a pool: Indoor heated pool and Hot Tub Rocking chair
  • Low priced Highway hotel
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From$79 total
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Best Western Plus Georgetown Corporate Center Hotel - Georgetown 132 Darby Dr., Georgetown, KY 40324 Call ~25.42 miles northwest of Winchester
  • We have a pool ready for use
  • Midscale Highway property
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From$80 total
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Country Inn & Suites Georgetown Ky - Georgetown 131 Darby Dr., Georgetown, KY 40324 Call ~25.42 miles northwest of Winchester
  • Has swimming pool: Indoor Pool and Hot Tub are open 6AM to Midnight
  • Low Cost Highway hotel
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From$60 total
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Quality Inn - Berea 365 Peggy Flats Rd., Berea, KY 40403 Call ~27.87 miles south of Winchester
  • Pool details: Pool is open daily from 10:00 AM-9:00 PM
  • Inexpensive hotel
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From$72 total
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Sleep Inn - Georgetown 407a Cherry Blossom Way, Georgetown, KY 40324 Call ~28.17 miles northwest of Winchester
  • Includes a pool: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Two star Highway hotel
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From$72 total
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Mainstay Suites : 407b Cherry Blossom Way 407b Cherry Blossom Way, Georgetown, KY 40324 Call ~28.17 miles northwest of Winchester
  • Pool available: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Low Cost Highway property
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From$72 total
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Studio 6 Georgetown Ky – Lexington North 401 Cherry Blossom Way, Georgetown, KY 40324 Call ~28.27 miles northwest of Winchester
  • Includes a swimming pool
  • Cheap Highway property
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From$57 total
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Historic Boone Tavern Hotel & Restaurant in Berea 100 Main St. North, Berea, KY 40403 Call ~29.41 miles south of Winchester
  • With a pool!
  • 3 star Downtown property
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From$102 total
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Holiday Inn Express Berea by IHG - Berea 219 Paint Lick Rd., Berea, KY 40403 Call ~30.00 miles south of Winchester
  • Pool available: Indoor pool. 3 feet to 6 feet deep
  • 2 star Highway hotel
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From$108 total
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Holiday Inn Express and Suites Morehead by IHG 2650 Ky 801 North, Morehead, KY 40351 Call ~36.47 miles east of Winchester
  • Pool in hotel: Our Beautifully located Outdoor heated pool is open to all guest from 8 am until 10 pm daily during operational seasons.
  • Two star hotel
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From$82 total
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