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
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  • Pool available: Seasonal outdoor pool
  • Three Star Suburban property
More Photos Pool image of Best Western Winchester Hotel
From$65
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La Quinta Inn & Suites by Wyndham Lexington South / Hamburg 100 Canebrake Dr., Lexington, KY 40509
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~11.31 miles west of Winchester
  • Pool in hotel: Indoor pool and hot tub, hours 8AM-11PM.
  • Three Star Highway hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Lexington South / Hamburg Pool
From$69
Very good 4.5 /5 Latest Reviews Call BookMore Details
Hotel Lex Hotel & Conference Center 5532 Athens Boonesboro Rd., Lexington, KY 40509
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~11.46 miles west of Winchester
  • Pool available: . Indoor pool is open 365 days a year from 8:00 am - 11 pm.
  • Expensive Suburban hotel
More Photos Swimming pool at Hotel Lex Hotel & Conference Center
From$70
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites Lexington-Hamburg 2033 Bryant Rd., Lexington, KY 40509
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~12.65 miles west of Winchester
  • Includes a pool: Outdoor seasonal pool open 9 am - 10 pm.
  • Mid-scale Highway property
More Photos Pool image of Homewood Suites Lexington-Hamburg
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Lexington 2001 Bryant Rd., Lexington, KY 40509
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~12.71 miles west of Winchester
  • Pool details: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • Mid-scale Suburban property
More Photos Pool image of Hyatt Place Lexington
From$85
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Sleep Inn Lexington - Lexington 1920 Plaudit Place, Lexington, KY 40509
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~12.93 miles west of Winchester
  • Pool available: Outdoor seasonal pool
  • Low priced Rural hotel
More Photos Photo of Sleep Inn Lexington Pool
From$54
Average 3.0 /5 Review Score Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place : 1790 Vendor Way 1790 Vendor Way, Lexington, KY 40509
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~13.48 miles west of Winchester
  • Includes a pool: Indoor heated salt water pool
  • Mid-scale Suburban hotel
More Photos Swimming pool at Towneplace Suites Lexington South / Hamburg Place
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Spark by Hilton Lexington Hamburg 2381 Buena Vista Dr., Lexington, KY 40505
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~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
  • 2 star Highway hotel
More Photos Photo of Spark by Hilton Lexington Hamburg Pool
From$49
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Lexington Hamburg I 75 - Lexington 2400 Buena Vista, Lexington, KY 40505
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~13.70 miles west of Winchester
  • Includes a pool: Indoor pool.
  • Low-priced Highway hotel
More Photos Photo of Comfort Inn & Suites Lexington Hamburg I 75 Pool
From$68
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Lexington Inn 2221 Elkhorn Rd., Lexington, KY 40505
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~13.77 miles west of Winchester
  • Pool in hotel: Indoor salt water pool.
  • Low-priced Highway hotel
More Photos Swimming pool at Best Western Lexington Inn
From$44
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Holiday Inn Express & Suites Lexington Midtown I 75 by IHG - Lexington 2255 Buena Vista Rd., Lexington, KY 40505
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~13.90 miles west of Winchester
  • Includes a pool: Indoor
  • Three Star Highway hotel
More Photos Photo of Holiday Inn Express & Suites Lexington Midtown I 75 by IHG Pool
From$102
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson Lexington Ky : 2297 Executive Dr. 2297 Executive Dr., Lexington, KY 40505
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~14.02 miles west of Winchester
  • Pool available: Come join our heated indoor pool. It is opened from the hours of 6am to midnight.
  • Mid-scale Downtown hotel
More Photos Pool image of Country Inn & Suites by Radisson Lexington Ky
From$85
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Paris Inn : 2011 Alverson Dr. 2011 Alverson Dr., Paris, KY 40361
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~15.67 miles north of Winchester
  • With a pool!
  • Economy property
More Photos Swimming pool at Best Western Paris Inn
From$45
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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Ramada by Wyndham Lexington North Hotel & Conference Center : 2143 North Broadway 2143 North Broadway, Lexington, KY 40505
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~16.13 miles west of Winchester
  • Pool in hotel: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • Affordable Suburban hotel
More Photos Pool image of Ramada by Wyndham Lexington North Hotel & Conference Center
From$80
Average 3.0 /5 Review Score Call BookMore Details
Days Inn & Suites by Wyndham Lexington in Lexington 1987 North Broadway Lexington Kentucky, Lexington, KY 40505
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~16.23 miles west of Winchester
  • Includes a pool: Seasonal outdoor pool Hours 9am-9pm
  • Midscale Highway hotel
More Photos Pool image of Days Inn & Suites by Wyndham Lexington
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Clarion Pointe Richmond North near University in Richmond 1751 Lexington Rd., Richmond, KY 40475
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~16.86 miles southwest of Winchester
  • Includes a pool: Outdoor pool
  • Midscale Highway hotel
More Photos Swimming pool at Clarion Pointe Richmond North near University
From$80
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Richmond, KY : 111 Bahama Court 111 Bahama Court, Richmond, KY 40475
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~17.02 miles southwest of Winchester
  • Pool in hotel: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Inexpensive property
More Photos Photo of Red Roof Inn Richmond, KY Pool
From$43
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Extended Stay America Suites Lexington Tates Creek - Lexington 3575 Tates Creek Rd., Lexington, KY 40517
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~17.13 miles west of Winchester
  • Has swimming pool: Not applicable. We do not have a pool.
  • 2 star Downtown hotel
More Photos Pool image of Extended Stay America Suites Lexington Tates Creek
From$39
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Hyatt Regency Lexington in Lexington 401 West High St., Lexington, KY 40507
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~17.95 miles west of Winchester
  • Pool in hotel: 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
  • Three Star Convention Center hotel
More Photos Photo of Hyatt Regency Lexington Pool
From$80
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Everhome Suites Lexington Horse Park 757 Newtown Springs Dr., Lexington, KY 40511
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~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
More Photos Swimming pool at Everhome Suites Lexington Horse Park
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn Lexington North in Lexington 1080 Newtown Pike, Lexington, KY 40511
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~18.05 miles west of Winchester
  • Pool details: Outdoor swimming pool - hours: 8 am - 10 pm
  • Affordable Suburban hotel
More Photos Swimming pool at Residence Inn Lexington North
From$80
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn Lexington North 2100 Hackney Pl, Lexington, KY 40511
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~18.09 miles west of Winchester
  • Includes a pool: We have an indoor pool, . It is open from 7am-10pm.
  • 3 star Suburban property
More Photos Photo of Fairfield Inn Lexington North Pool
From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn by Wyndham Lexington - Lexington 1920 Stanton Way, Lexington, KY 40511
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~18.10 miles west of Winchester
  • With a pool!
  • 3 star Highway property
More Photos Photo of La Quinta Inn by Wyndham Lexington Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Hotel Conference Center Lexington North - Lexington 1950 Newtown Pike, Lexington, KY 40511
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~18.14 miles west of Winchester
  • Includes a pool: Largest indoor pool in Lexington, open 7AM-11PM
  • Mid-scale Highway hotel
More Photos Photo of Clarion Hotel Conference Center Lexington North Pool
From$80
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Embassy Suites by Hilton Lexington/UK Coldstream - Lexington 1801 Newtown Pike, Lexington, KY 40511
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~18.30 miles west of Winchester
  • Includes a swimming pool
  • High end Suburban hotel
More Photos Swimming pool at Embassy Suites by Hilton Lexington/UK Coldstream
From$149
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Lexington Downt 1000 Export St., Lexington, KY 40504
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~18.44 miles west of Winchester
  • Pool details: 9am-11pm. Indoor Heated Pool.
  • Three Star Downtown hotel
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Lexington Downt
From$115
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Lexington Green in Lexington 245 Lexington Green Circle, Lexington, KY 40503
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~18.82 miles west of Winchester
  • Pool details: Outdoor pool is open from Memorial day to Labor Day. Daily hours are from 9 AM to 9 PM.
  • Four star Suburban hotel
More Photos Pool image of Embassy Suites by Hilton Lexington Green
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall 249 Ruccio Way, Lexington, KY 40503
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~19.00 miles west of Winchester
  • Includes a pool: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • 3 star Suburban property
More Photos Pool image of Homewood Suites by Hilton Lexington Fayette Mall
From$85
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Richmond 2006 Colby Taylor Dr., Richmond, KY 40475
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~19.32 miles southwest of Winchester
  • Includes a pool: Seasonal Outdoor Pool Open from 9am-10pm
  • Two-star Highway property
More Photos Swimming pool at Quality Inn Richmond
From$47
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Richmond - Richmond 1099 Barnes Mill Rd., Richmond, KY 40475
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~19.37 miles southwest of Winchester
  • Pool available: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • Three Star Highway property
More Photos Pool image of Hampton Inn Richmond
From$74
Very good 4.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott Richmond 2018 Colby Taylor Dr., Richmond, KY 40475
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~19.40 miles southwest of Winchester
  • Pool available: indoor 10:00a.m to 10:00 p.m
  • Affordable Highway hotel
More Photos Photo of Towneplace Suites by Marriott Richmond Pool
From$94
Very good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel in Lexington 125 Louie Place, Lexington, KY 40511
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~19.70 miles west of Winchester
  • Pool in hotel: Large Indoor Pool
  • 3-star Suburban property
More Photos Swimming pool at Staybridge Suites Lexington An Ihg Hotel
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites : 1780 Sharkey Way 1780 Sharkey Way, Lexington, KY 40511
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~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.
  • Midscale Downtown hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Pool
From$90
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Courtyard by Marriott Lexington Keeneland / Airport in Lexington 3100 Wall St., Lexington, KY 40513
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~20.38 miles west of Winchester
  • Includes a pool: Indoor Pool. Open Daily from 6am-11pm.
  • Midscale Airport property
More Photos Photo of Courtyard by Marriott Lexington Keeneland / Airport Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn Lexington Keeneland / Airport in Lexington 3110 Wall St., Lexington, KY 40513
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~20.38 miles west of Winchester
  • Pool available: 6a-12a
  • 3-star Airport property
More Photos Photo of Residence Inn Lexington Keeneland / Airport Pool
From$94
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Lexington South Keeneland / Airport 3060 Lakecrest Circle, Lexington, KY 40513
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~20.44 miles west of Winchester
  • Includes a pool: Indoor Pool
  • Three Star Suburban hotel
More Photos Pool image of Hampton Inn Lexington South Keeneland / Airport
From$75
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Baymont by Wyndham Georgetown in Georgetown 250 Outlet Center Dr., Georgetown, KY 40324
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~25.12 miles northwest of Winchester
  • We have a pool ready for use
  • Inexpensive Highway property
More Photos Pool image of Baymont by Wyndham Georgetown
From$54
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Comfort Suites - Georgetown 121 Darby Dr., Georgetown, KY 40324
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~25.41 miles northwest of Winchester
  • Pool in hotel: Indoor heated pool and Hot Tub Rocking chair
  • Inexpensive Highway hotel
More Photos Photo of Comfort Suites Pool
From$66
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel in Georgetown 132 Darby Dr., Georgetown, KY 40324
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~25.42 miles northwest of Winchester
  • With a pool!
  • Midscale Highway hotel
More Photos Swimming pool at Best Western Plus Georgetown Corporate Center Hotel
From$67
Very good 4.5 /5 Read Reviews Call BookMore Details
Country Inn & Suites Georgetown Ky 131 Darby Dr., Georgetown, KY 40324
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~25.42 miles northwest of Winchester
  • Includes a pool: Indoor Pool and Hot Tub are open 6AM to Midnight
  • Two star Highway property
More Photos Pool image of Country Inn & Suites Georgetown Ky
From$50
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn in Berea 365 Peggy Flats Rd., Berea, KY 40403
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~27.87 miles south of Winchester
  • Includes a pool: Pool is open daily from 10:00 AM-9:00 PM
  • Low Cost hotel
More Photos Pool image of Quality Inn
From$60
Very good 4.0 /5 Latest Reviews Call BookMore Details
Sleep Inn in Georgetown 407a Cherry Blossom Way, Georgetown, KY 40324
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~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.
  • Inexpensive Highway hotel
More Photos Pool image of Sleep Inn
From$60
Average 3.0 /5 Review Score Call BookMore Details
Mainstay Suites in Georgetown 407b Cherry Blossom Way, Georgetown, KY 40324
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~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.
  • Low Cost Highway hotel
More Photos Photo of Mainstay Suites Pool
From$60
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Studio 6 Georgetown Ky – Lexington North - Georgetown 401 Cherry Blossom Way, Georgetown, KY 40324
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~28.27 miles northwest of Winchester
  • With a pool!
  • Low Cost Highway hotel
More Photos Pool image of Studio 6 Georgetown Ky – Lexington North
From$48
Average 3.0 /5 Recent Reviews Call BookMore Details
Historic Boone Tavern Hotel and Restaurant - Berea 100 Main St. North, Berea, KY 40403
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~29.41 miles south of Winchester
  • With a pool!
  • Midscale Downtown hotel
More Photos Photo of Historic Boone Tavern Hotel and Restaurant Pool
From$85
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Berea by IHG - Berea 219 Paint Lick Rd., Berea, KY 40403
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~30.00 miles south of Winchester
  • Pool available: Indoor pool. 3 feet to 6 feet deep
  • 2-star Highway hotel
More Photos Swimming pool at Holiday Inn Express Berea by IHG
From$90
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Comfort Inn & Suites Morehead 2650 Ky 801 North, Morehead, KY 40351
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~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.
  • Economy property
More Photos Swimming pool at Comfort Inn & Suites Morehead
From$69
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Parkside Inn in Frankfort 80 Chenault Rd., Frankfort, KY 40601
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~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.
  • Low Cost Highway hotel
More Photos Photo of Best Western Parkside Inn Pool
From$89
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Quality Inn Harrodsburg : 1680 Danville Rd. 1680 Danville Rd., Harrodsburg, KY 40330
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~39.41 miles west of Winchester
  • Includes a pool: 60*40
  • 3 star Golf Course hotel
More Photos Swimming pool at Quality Inn Harrodsburg
From$80
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Lawrenceburg Inn - Lawrenceburg 200 Plaza Dr., Lawrenceburg, KY 40342
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~39.86 miles west of Winchester
  • Pool in hotel: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • Three Star Highway hotel
More Photos Photo of Best Western Lawrenceburg Inn Pool
From$70
Very good 4.0 /5 Read Reviews Call BookMore Details

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