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 - Winchester 1307 West Lexington Ave., Winchester, KY 40391 Call
  • Includes a pool: Seasonal outdoor pool
  • Midscale Suburban hotel
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From$65
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Hotel Lex Hotel & Conference Center : 5532 Athens Boonesboro Rd. 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 property
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From$70
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Homewood Suites Lexington-Hamburg 2033 Bryant Rd., Lexington, KY 40509 Call ~12.65 miles west of Winchester
  • Has swimming pool: Outdoor seasonal pool open 9 am - 10 pm.
  • 3 star Highway hotel
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From$99
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Hyatt Place Lexington 2001 Bryant Rd., Lexington, KY 40509 Call ~12.71 miles west of Winchester
  • Includes a pool: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • 3-star Suburban property
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From$85
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Holiday Inn Lexington Hamburg 1976 Justice Dr., Lexington, KY 40509 Call ~12.76 miles west of Winchester
  • Includes a pool: The pool is open from 9am to 9pm.
  • Three Star Suburban property
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From$80
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Sleep Inn Lexington : 1920 Plaudit Place 1920 Plaudit Place, Lexington, KY 40509 Call ~12.93 miles west of Winchester
  • Includes a pool: Outdoor seasonal pool
  • Low-priced Rural property
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From$54
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Towneplace Suites Lexington South / Hamburg Place 1790 Vendor Way, Lexington, KY 40509 Call ~13.48 miles west of Winchester
  • Includes a pool: Indoor heated salt water pool
  • Midscale Suburban hotel
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From$80
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Spark by Hilton Lexington Hamburg in Lexington 2381 Buena Vista Dr., Lexington, KY 40505 Call ~13.66 miles west of Winchester
  • Pool in hotel: Heated indoor pool holding over 40,000 gallons of water, one of the largest in Fayette County. Hours 9am - 10pm
  • Inexpensive Highway hotel
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From$49
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Comfort Inn & Suites Lexington - Hamburg I-75 2400 Buena Vista, Lexington, KY 40505 Call ~13.70 miles west of Winchester
  • Has swimming pool: Indoor pool.
  • Low priced Highway hotel
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From$68
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Best Western Lexington Inn : 2221 Elkhorn Rd. 2221 Elkhorn Rd., Lexington, KY 40505 Call ~13.77 miles west of Winchester
  • Pool details: Indoor salt water pool.
  • Economical Highway hotel
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From$44
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Best Western Paris Inn - Paris 2011 Alverson Dr., Paris, KY 40361 Call ~15.67 miles north of Winchester
  • With a pool!
  • Low-priced property
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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
  • Has swimming pool: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • Affordable Suburban hotel
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From$80
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Days Inn & Suites by Wyndham Lexington - Lexington 1987 North Broadway Lexington Kentucky, Lexington, KY 40505 Call ~16.23 miles west of Winchester
  • Pool in hotel: Seasonal outdoor pool Hours 9am-9pm
  • Midscale Highway hotel
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From$80
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Clarion Pointe 1751 Lexington Rd., Richmond, KY 40475 Call ~16.86 miles southwest of Winchester
  • Pool available: Outdoor pool
  • Three Star Highway hotel
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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
  • Includes a pool: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Economical hotel
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From$43
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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.
  • Cheap Downtown hotel
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From$39
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Everhome Suites Lexington Horse Park in Lexington 757 Newtown Springs Dr., Lexington, KY 40511 Call ~17.98 miles west of Winchester
  • Pool in hotel: Seasonal Outdoor pool. Open from Memorial Day to Labor Day. 8 AM to 10 PM each day.
  • Affordable Highway hotel
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From$80
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Residence Inn Lexington North : 1080 Newtown Pike 1080 Newtown Pike, Lexington, KY 40511 Call ~18.05 miles west of Winchester
  • Includes a pool: Outdoor swimming pool - hours: 8 am - 10 pm
  • Three Star Suburban property
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From$80
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Fairfield Inn Lexington North - Lexington 2100 Hackney Pl, Lexington, KY 40511 Call ~18.09 miles west of Winchester
  • Has swimming pool: We have an indoor pool, . It is open from 7am-10pm.
  • Mid-scale Suburban hotel
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From$109
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La Quinta Inn by Wyndham Lexington 1920 Stanton Way, Lexington, KY 40511 Call ~18.10 miles west of Winchester
  • Our hotel comes with a pool
  • Mid-scale Highway property
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From$80
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Clarion Hotel Conference Center Lexington North - Lexington 1950 Newtown Pike, Lexington, KY 40511 Call ~18.14 miles west of Winchester
  • Includes a pool: Largest indoor pool in Lexington, open 7AM-11PM
  • 3-star Highway property
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From$80
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Embassy Suites by Hilton Lexington/UK Coldstream : 1801 Newtown Pike 1801 Newtown Pike, Lexington, KY 40511 Call ~18.30 miles west of Winchester
  • Includes a pool
  • 4-star Suburban hotel
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From$149
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Holiday Inn Express Hotel & Suites Lexington Downt - Lexington 1000 Export St., Lexington, KY 40504 Call ~18.44 miles west of Winchester
  • Pool available: 9am-11pm. Indoor Heated Pool.
  • Midscale Downtown property
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From$115
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Homewood Suites by Hilton Lexington Fayette Mall 249 Ruccio Way, Lexington, KY 40503 Call ~19.00 miles west of Winchester
  • Includes a pool: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • Affordable 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 details: Seasonal Outdoor Pool Open from 9am-10pm
  • 2 star Highway property
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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
  • Pool available: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • Affordable Highway hotel
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From$74
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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 - Lexington 1780 Sharkey Way, Lexington, KY 40511 Call ~19.79 miles west of Winchester
  • Pool details: 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.
  • Mid-scale Downtown property
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From$90
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Residence Inn Lexington Keeneland / Airport in Lexington 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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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.
  • 3 star Airport property
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From$80
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Hampton Inn Lexington South Keeneland / Airport in Lexington 3060 Lakecrest Circle, Lexington, KY 40513 Call ~20.45 miles west of Winchester
  • Pool available: Indoor Pool
  • Midscale Suburban hotel
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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
  • Our hotel comes with a pool
  • Economy Highway hotel
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From$54
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Comfort Suites : 121 Darby Dr. 121 Darby Dr., Georgetown, KY 40324 Call ~25.41 miles northwest of Winchester
  • Pool available: Indoor heated pool and Hot Tub Rocking chair
  • Cheap 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
  • We have a pool ready for use
  • Mid-scale Highway property
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From$67
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Country Inn & Suites Georgetown Ky 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
  • Cheap Highway hotel
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From$50
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Quality Inn - Berea 365 Peggy Flats Rd., Berea, KY 40403 Call ~27.87 miles south of Winchester
  • Has swimming pool: Pool is open daily from 10:00 AM-9:00 PM
  • Cheap property
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From$60
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Sleep Inn : 407a Cherry Blossom Way 407a Cherry Blossom Way, Georgetown, KY 40324 Call ~28.17 miles northwest of Winchester
  • Pool details: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Two star Highway property
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From$60
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Mainstay Suites 407b Cherry Blossom Way, Georgetown, KY 40324 Call ~28.17 miles northwest of Winchester
  • Pool in hotel: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Cheap Highway property
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From$60
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Studio 6 Georgetown Ky – Lexington North - Georgetown 401 Cherry Blossom Way, Georgetown, KY 40324 Call ~28.27 miles northwest of Winchester
  • With a pool!
  • Low-priced Highway hotel
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From$48
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Historic Boone Tavern Hotel and Restaurant - Berea 100 Main St. North, Berea, KY 40403 Call ~29.41 miles south of Winchester
  • We have a pool
  • Mid-scale Downtown property
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From$85
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Comfort Inn & Suites Morehead : 2650 Ky 801 North 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.
  • 2-star hotel
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From$69
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Best Western Parkside Inn - Frankfort 80 Chenault Rd., Frankfort, KY 40601 Call ~36.61 miles west of Winchester
  • Has swimming pool: 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 hotel
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From$89
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Quality Inn Harrodsburg : 1680 Danville Rd. 1680 Danville Rd., Harrodsburg, KY 40330 Call ~39.41 miles west of Winchester
  • Pool in hotel: 60*40
  • Affordable Golf Course hotel
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From$80
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Best Western Lawrenceburg Inn - Lawrenceburg 200 Plaza Dr., Lawrenceburg, KY 40342 Call ~39.86 miles west of Winchester
  • Has swimming pool: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • 3 star Highway property
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From$70
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Capital Plaza Hotel Wilkinson Blvd. Frankfort, Frankfort, KY 40601 Call ~39.90 miles west of Winchester
  • Has swimming pool: Indoor Pool 6AM-11PM
  • Affordable Downtown hotel
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From$110
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Best Western Eagles Inn in Morehead 110 Toms Dr., Morehead, KY 40351 Call ~40.46 miles east of Winchester
  • Includes a pool: Take a refreshing dip or unwind after a long day in our indoor heated pool, open daily from 9:00 AM to 10:00 PM. Whether you're looking to splash with the family or enjoy a quiet swim, it's the perfect way to relax year-round.
  • Three Star Suburban property
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From$80
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Capital Plaza Hotel 405 Wilkinson Blvd., Frankfort, KY 40601 Call ~40.67 miles west of Winchester
  • Pool available: Indoor Pool 6AM-11PM
  • Mid-scale Downtown hotel
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From$80
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Redroof Plus : 210 Brenda Ave. 210 Brenda Ave., Danville, KY 40422 Call ~41.14 miles southwest of Winchester
  • We have a pool
  • Inexpensive Rural hotel
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From$69
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Red Roof Inn Plus - Danville Brenda Ave. Danville, Danville, KY 40422 Call ~41.19 miles southwest of Winchester
  • Has swimming pool: Outdoor seasonal pool - memorial day- labor day.
  • Cheap property
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From$60
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