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 in Winchester 1307 West Lexington Ave., Winchester, KY 40391 Call
  • Has swimming pool: Seasonal outdoor pool
  • Midscale Suburban hotel
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From$65
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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
  • Includes a pool: Indoor pool and hot tub, hours 8AM-11PM.
  • 3-star Highway property
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From$69
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Hotel Lex Hotel & Conference Center 5532 Athens Boonesboro Rd., Lexington, KY 40509 Call ~11.46 miles west of Winchester
  • Pool available: . Indoor pool is open 365 days a year from 8:00 am - 11 pm.
  • 4 star Suburban hotel
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From$70
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Homewood Suites Lexington-Hamburg in Lexington 2033 Bryant Rd., Lexington, KY 40509 Call ~12.65 miles west of Winchester
  • Pool details: Outdoor seasonal pool open 9 am - 10 pm.
  • 3-star Highway property
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From$99
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Hyatt Place Lexington - Lexington 2001 Bryant Rd., Lexington, KY 40509 Call ~12.71 miles west of Winchester
  • Has swimming pool: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • Midscale Suburban property
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From$85
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Sleep Inn Lexington in Lexington 1920 Plaudit Place, Lexington, KY 40509 Call ~12.93 miles west of Winchester
  • Pool in hotel: Outdoor seasonal pool
  • Economy Rural hotel
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From$54
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Towneplace Suites Lexington South / Hamburg Place - Lexington 1790 Vendor Way, Lexington, KY 40509 Call ~13.48 miles west of Winchester
  • Includes a pool: Indoor heated salt water pool
  • Mid-scale Suburban hotel
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From$80
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Spark by Hilton Lexington Hamburg 2381 Buena Vista Dr., Lexington, KY 40505 Call ~13.66 miles west of Winchester
  • Pool details: Heated indoor pool holding over 40,000 gallons of water, one of the largest in Fayette County. Hours 9am - 10pm
  • Cheap Highway hotel
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From$49
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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
  • Includes a pool: Indoor pool.
  • Cheap Highway hotel
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From$68
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Best Western Lexington Inn 2221 Elkhorn Rd., Lexington, KY 40505 Call ~13.77 miles west of Winchester
  • Pool available: Indoor salt water pool.
  • Cheap Highway property
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From$43
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Holiday Inn Express & Suites Lexington Midtown I 75 by IHG 2255 Buena Vista Rd., Lexington, KY 40505 Call ~13.90 miles west of Winchester
  • Includes a pool: Indoor
  • Midscale Highway property
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From$102
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Country Inn & Suites by Radisson Lexington Ky 2297 Executive Dr., Lexington, KY 40505 Call ~14.02 miles west of Winchester
  • Pool available: Come join our heated indoor pool. It is opened from the hours of 6am to midnight.
  • Three Star Downtown property
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From$85
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Best Western Paris Inn - Paris 2011 Alverson Dr., Paris, KY 40361 Call ~15.67 miles north of Winchester
  • Our hotel comes with a pool
  • Low Cost hotel
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From$45
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Ramada by Wyndham Lexington North Hotel & Conference Center 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 property
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From$80
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Days Inn & Suites by Wyndham Lexington in Lexington 1987 North Broadway Lexington Kentucky, Lexington, KY 40505 Call ~16.23 miles west of Winchester
  • Pool available: Seasonal outdoor pool Hours 9am-9pm
  • Midscale Highway hotel
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From$80
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Clarion Pointe Richmond North near University - Richmond 1751 Lexington Rd., Richmond, KY 40475 Call ~16.86 miles southwest of Winchester
  • Pool details: Outdoor pool
  • Midscale Highway property
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From$80
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Red Roof Inn Richmond, KY : 111 Bahama Court 111 Bahama Court, Richmond, KY 40475 Call ~17.02 miles southwest of Winchester
  • Pool details: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Low-priced property
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From$43
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Extended Stay America Suites Lexington Tates Creek in Lexington 3575 Tates Creek Rd., Lexington, KY 40517 Call ~17.13 miles west of Winchester
  • Pool available: Not applicable. We do not have a pool.
  • 2 star Downtown property
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From$39
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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
  • 3-star Convention Center property
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From$80
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Everhome Suites Lexington Horse Park : 757 Newtown Springs Dr. 757 Newtown Springs Dr., Lexington, KY 40511 Call ~17.98 miles west of Winchester
  • Pool details: 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$80
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Residence Inn Lexington North - Lexington 1080 Newtown Pike, Lexington, KY 40511 Call ~18.05 miles west of Winchester
  • Pool available: Outdoor swimming pool - hours: 8 am - 10 pm
  • Three Star Suburban hotel
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From$80
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Fairfield Inn Lexington North 2100 Hackney Pl, Lexington, KY 40511 Call ~18.09 miles west of Winchester
  • Pool available: We have an indoor pool, . It is open from 7am-10pm.
  • 3 star Suburban hotel
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From$109
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La Quinta Inn by Wyndham Lexington : 1920 Stanton Way 1920 Stanton Way, Lexington, KY 40511 Call ~18.10 miles west of Winchester
  • Has a pool!
  • Three Star Highway property
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From$80
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Clarion Hotel Conference Center Lexington North : 1950 Newtown Pike 1950 Newtown Pike, Lexington, KY 40511 Call ~18.14 miles west of Winchester
  • Has swimming pool: Largest indoor pool in Lexington, open 7AM-11PM
  • Mid-scale Highway hotel
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From$80
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Embassy Suites by Hilton Lexington/UK Coldstream 1801 Newtown Pike, Lexington, KY 40511 Call ~18.30 miles west of Winchester
  • Pool in hotel
  • Expensive Suburban hotel
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From$149
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Holiday Inn Express Hotel & Suites Lexington Downt 1000 Export St., Lexington, KY 40504 Call ~18.44 miles west of Winchester
  • Pool details: 9am-11pm. Indoor Heated Pool.
  • 3 star Downtown hotel
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From$115
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Embassy Suites by Hilton Lexington Green 245 Lexington Green Circle, Lexington, KY 40503 Call ~18.82 miles west of Winchester
  • Has swimming pool: Outdoor pool is open from Memorial day to Labor Day. Daily hours are from 9 AM to 9 PM.
  • High-end Suburban property
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From$89
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Homewood Suites by Hilton Lexington Fayette Mall - Lexington 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.
  • Midscale Suburban hotel
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From$85
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Quality Inn Richmond : 2006 Colby Taylor Dr. 2006 Colby Taylor Dr., Richmond, KY 40475 Call ~19.32 miles southwest of Winchester
  • Pool available: Seasonal Outdoor Pool Open from 9am-10pm
  • Two-star Highway hotel
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From$47
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Hampton Inn Richmond 1099 Barnes Mill Rd., Richmond, KY 40475 Call ~19.37 miles southwest of Winchester
  • Has swimming pool: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • Three Star Highway hotel
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From$74
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Towneplace Suites by Marriott Richmond 2018 Colby Taylor Dr., Richmond, KY 40475 Call ~19.40 miles southwest of Winchester
  • Pool available: indoor 10:00a.m to 10:00 p.m
  • 3-star Highway hotel
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From$94
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Staybridge Suites Lexington An Ihg Hotel 125 Louie Place, Lexington, KY 40511 Call ~19.70 miles west of Winchester
  • Pool available: Large Indoor Pool
  • Three Star Suburban hotel
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From$89
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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.
  • Affordable Downtown property
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From$90
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Courtyard by Marriott Lexington Keeneland / Airport - Lexington 3100 Wall St., Lexington, KY 40513 Call ~20.38 miles west of Winchester
  • Pool available: Indoor Pool. Open Daily from 6am-11pm.
  • Affordable Airport hotel
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From$80
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Residence Inn Lexington Keeneland / Airport 3110 Wall St., Lexington, KY 40513 Call ~20.38 miles west of Winchester
  • Pool details: 6a-12a
  • Affordable Airport property
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From$94
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Hampton Inn Lexington South Keeneland / Airport - Lexington 3060 Lakecrest Circle, Lexington, KY 40513 Call ~20.44 miles west of Winchester
  • Pool available: Indoor Pool
  • Mid-scale Suburban property
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From$75
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Baymont by Wyndham Georgetown 250 Outlet Center Dr., Georgetown, KY 40324 Call ~25.12 miles northwest of Winchester
  • Includes a swimming pool
  • Low-priced Highway property
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From$54
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Super 8 by Wyndham Georgetown 250 Tiger Way, Georgetown, KY 40324 Call ~25.18 miles northwest of Winchester
  • Has swimming pool: Seasonal outdoor pool - 10AM - 11PM.
  • Economical Highway property
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From$60
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Comfort Suites - Georgetown 121 Darby Dr., Georgetown, KY 40324 Call ~25.41 miles northwest of Winchester
  • Pool available: Indoor heated pool and Hot Tub Rocking chair
  • Inexpensive Highway property
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From$66
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Best Western Plus Georgetown Corporate Center Hotel 132 Darby Dr., Georgetown, KY 40324 Call ~25.42 miles northwest of Winchester
  • Pool in hotel
  • 3-star Highway property
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From$67
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Country Inn & Suites Georgetown Ky : 131 Darby Dr. 131 Darby Dr., Georgetown, KY 40324 Call ~25.42 miles northwest of Winchester
  • Pool details: Indoor Pool and Hot Tub are open 6AM to Midnight
  • Low-priced Highway property
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From$50
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Quality Inn in Berea 365 Peggy Flats Rd., Berea, KY 40403 Call ~27.87 miles south of Winchester
  • Includes a pool: Pool is open daily from 10:00 AM-9:00 PM
  • Low priced property
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From$60
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Sleep Inn 407a Cherry Blossom Way, Georgetown, KY 40324 Call ~28.17 miles northwest of Winchester
  • Has swimming pool: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Cheap Highway hotel
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From$60
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Mainstay Suites - Georgetown 407b 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.
  • Economical Highway hotel
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From$60
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Studio 6 Georgetown Ky – Lexington North 401 Cherry Blossom Way, Georgetown, KY 40324 Call ~28.27 miles northwest of Winchester
  • We have a pool ready for use
  • Two-star Highway property
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From$48
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Holiday Inn Express Berea by IHG 219 Paint Lick Rd., Berea, KY 40403 Call ~30.00 miles south of Winchester
  • Pool in hotel: Indoor pool. 3 feet to 6 feet deep
  • Cheap Highway hotel
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From$90
Very good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Morehead 2650 Ky 801 North, Morehead, KY 40351 Call ~36.47 miles east of Winchester
  • Pool available: Our Beautifully located Outdoor heated pool is open to all guest from 8 am until 10 pm daily during operational seasons.
  • Low-priced property
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From$69
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Best Western Parkside Inn 80 Chenault Rd., Frankfort, KY 40601 Call ~36.61 miles west of Winchester
  • Pool in hotel: Grab your swimwear and enjoy a refreshing dip in our heated indoor pool. During the warmer months, swim from inside to the connecting outdoor pool and catch some of those summer rays. Our pool hours are from 7AM-11PM.
  • 2 star Highway property
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From$89
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Quality Inn Harrodsburg 1680 Danville Rd., Harrodsburg, KY 40330 Call ~39.41 miles west of Winchester
  • Pool in hotel: 60*40
  • Three Star Golf Course hotel
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From$80
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Best Western Lawrenceburg Inn 200 Plaza Dr., Lawrenceburg, KY 40342 Call ~39.86 miles west of Winchester
  • Pool details: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • Three Star Highway property
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From$70
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