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., Winchester, KY 40391
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  • Pool details: Seasonal outdoor pool
  • Midscale Suburban property
More Photos Pool image of Best Western Winchester Hotel
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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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.
  • Mid-scale Highway property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
From$69
Very Good 4.5 /5 Review Score 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 details: . Indoor pool is open 365 days a year from 8:00 am - 11 pm.
  • Four star Suburban hotel
More Photos Pool image of Hotel Lex Hotel & Conference Center
From$70
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites Lexington-Hamburg - Lexington 2033 Bryant Rd., Lexington, KY 40509
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~12.65 miles west of Winchester
  • Has swimming pool: Outdoor seasonal pool open 9 am - 10 pm.
  • 3 star Highway hotel
More Photos Photo of Homewood Suites Lexington-Hamburg Pool
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Lexington in 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.
  • Midscale Suburban hotel
More Photos Swimming pool at Hyatt Place Lexington
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Sleep Inn Lexington 1920 Plaudit Place, Lexington, KY 40509
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~12.93 miles west of Winchester
  • Pool in hotel: Outdoor seasonal pool
  • 2 star Rural hotel
More Photos Pool image of Sleep Inn Lexington
From$54
Average 3.0 /5 Review Score Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place - Lexington 1790 Vendor Way, Lexington, KY 40509
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~13.48 miles west of Winchester
  • Pool details: Indoor heated salt water pool
  • Three Star Suburban property
More Photos Swimming pool at Towneplace Suites Lexington South / Hamburg Place
From$80
Average 3.0 /5 Hotel 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 available: Heated indoor pool holding over 40,000 gallons of water, one of the largest in Fayette County. Hours 9am - 10pm
  • Inexpensive Highway property
More Photos Photo of Spark by Hilton Lexington Hamburg Pool
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Lexington Hamburg I 75 : 2400 Buena Vista 2400 Buena Vista, Lexington, KY 40505
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~13.70 miles west of Winchester
  • Includes a pool: Indoor pool.
  • Two-star Highway hotel
More Photos Photo of Comfort Inn & Suites Lexington Hamburg I 75 Pool
From$68
Very Good 4.0 /5 Latest 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 details: Indoor salt water pool.
  • Economy Highway hotel
More Photos Pool image of Best Western Lexington Inn
From$44
Average 3.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Lexington Ky 2297 Executive Dr., Lexington, KY 40505
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~14.02 miles west of Winchester
  • Pool in hotel: Come join our heated indoor pool. It is opened from the hours of 6am to midnight.
  • 3 star Downtown property
More Photos Swimming pool at Country Inn & Suites by Radisson Lexington Ky
From$85
Average 3.0 /5 Reviews Call BookMore Details
Best Western Paris Inn in Paris 2011 Alverson Dr., Paris, KY 40361
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~15.67 miles north of Winchester
  • With a pool!
  • Low priced property
More Photos Swimming pool at Best Western Paris Inn
From$45
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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
  • Has swimming pool: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • 3 star Suburban property
More Photos Photo of Ramada by Wyndham Lexington North Hotel & Conference Center Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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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
  • Has swimming pool: Seasonal outdoor pool Hours 9am-9pm
  • Affordable Highway hotel
More Photos Photo of Days Inn & Suites by Wyndham Lexington Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Clarion Pointe Richmond North near University in Richmond 1751 Lexington Rd., Richmond, KY 40475
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~16.86 miles southwest of Winchester
  • Has swimming pool: Outdoor pool
  • Midscale Highway property
More Photos Swimming pool at Clarion Pointe Richmond North near University
From$80
Average 3.0 /5 Reviews Call BookMore Details
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Red Roof Inn Richmond, KY 111 Bahama Court, Richmond, KY 40475
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~17.02 miles southwest of Winchester
  • Pool details: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • 2-star property
More Photos Photo of Red Roof Inn Richmond, KY Pool
From$43
Average 3.0 /5 Review Score Call BookMore Details
Extended Stay America Suites Lexington Tates Creek in Lexington 3575 Tates Creek Rd., Lexington, KY 40517
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~17.13 miles west of Winchester
  • Pool details: Not applicable. We do not have a pool.
  • Inexpensive Downtown hotel
More Photos Pool image of Extended Stay America Suites Lexington Tates Creek
From$39
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Hyatt Regency Lexington 401 West High St., Lexington, KY 40507
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~17.95 miles west of Winchester
  • Pool available: 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
More Photos Photo of Hyatt Regency Lexington Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Everhome Suites Lexington Horse Park - Lexington 757 Newtown Springs Dr., Lexington, KY 40511
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~17.98 miles west of Winchester
  • Includes a pool: Seasonal Outdoor pool. Open from Memorial Day to Labor Day. 8 AM to 10 PM each day.
  • Three Star Highway property
More Photos Photo of Everhome Suites Lexington Horse Park Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn Lexington North : 1080 Newtown Pike 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
  • Mid-scale Suburban hotel
More Photos Photo of Residence Inn Lexington North Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn Lexington North : 2100 Hackney Pl 2100 Hackney Pl, Lexington, KY 40511
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~18.09 miles west of Winchester
  • Pool available: We have an indoor pool, . It is open from 7am-10pm.
  • Mid-scale Suburban hotel
More Photos Photo of Fairfield Inn Lexington North Pool
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn by Wyndham Lexington 1920 Stanton Way, Lexington, KY 40511
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~18.10 miles west of Winchester
  • Has a pool!
  • Three Star Highway property
More Photos Pool image of La Quinta Inn by Wyndham Lexington
From$80
Average 3.0 /5 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
  • Pool details: Largest indoor pool in Lexington, open 7AM-11PM
  • Mid-scale Highway property
More Photos Swimming pool at Clarion Hotel Conference Center Lexington North
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream : 1801 Newtown Pike 1801 Newtown Pike, Lexington, KY 40511
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~18.30 miles west of Winchester
  • We have a pool
  • Four star Suburban hotel
More Photos Pool image of Embassy Suites by Hilton Lexington/UK Coldstream
From$149
Average 3.0 /5 Recent 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.
  • Midscale Downtown hotel
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Lexington Downt
From$115
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Embassy Suites by Hilton Lexington Green - Lexington 245 Lexington Green Circle, Lexington, KY 40503
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~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.
  • 4 star Suburban property
More Photos Photo of Embassy Suites by Hilton Lexington Green Pool
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall in Lexington 249 Ruccio Way, Lexington, KY 40503
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~19.00 miles west of Winchester
  • Pool available: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • Mid-scale Suburban hotel
More Photos Pool image of Homewood Suites by Hilton Lexington Fayette Mall
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Richmond : 2006 Colby Taylor Dr. 2006 Colby Taylor Dr., Richmond, KY 40475
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~19.32 miles southwest of Winchester
  • Pool in hotel: Seasonal Outdoor Pool Open from 9am-10pm
  • Economical Highway property
More Photos Photo of Quality Inn Richmond Pool
From$47
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn 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.
  • 3-star Highway property
More Photos Pool image of Hampton Inn Richmond
From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott Richmond - Richmond 2018 Colby Taylor Dr., Richmond, KY 40475
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~19.40 miles southwest of Winchester
  • Pool in hotel: indoor 10:00a.m to 10:00 p.m
  • Three Star Highway property
More Photos Pool image of Towneplace Suites by Marriott Richmond
From$94
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel 125 Louie Place, Lexington, KY 40511
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~19.70 miles west of Winchester
  • Pool details: Large Indoor Pool
  • 3-star Suburban property
More Photos Pool image of Staybridge Suites Lexington An Ihg Hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites - Lexington 1780 Sharkey Way, Lexington, KY 40511
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~19.79 miles west of Winchester
  • Pool available: 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 hotel
More Photos Swimming pool at Holiday Inn Express Hotel & Suites
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Lexington Keeneland / Airport 3100 Wall St., Lexington, KY 40513
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~20.38 miles west of Winchester
  • Pool available: Indoor Pool. Open Daily from 6am-11pm.
  • Mid-scale Airport property
More Photos Swimming pool at Courtyard by Marriott Lexington Keeneland / Airport
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn Lexington Keeneland / Airport 3110 Wall St., Lexington, KY 40513
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~20.38 miles west of Winchester
  • Pool available: 6a-12a
  • Midscale Airport property
More Photos Pool image of Residence Inn Lexington Keeneland / Airport
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
  • Pool available: Indoor Pool
  • Mid-scale Suburban hotel
More Photos Pool image of Hampton Inn Lexington South Keeneland / Airport
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Georgetown - Georgetown 250 Outlet Center Dr., Georgetown, KY 40324
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~25.12 miles northwest of Winchester
  • With a pool!
  • 2 star Highway hotel
More Photos Photo of Baymont by Wyndham Georgetown Pool
From$54
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Comfort Suites 121 Darby Dr., Georgetown, KY 40324
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~25.41 miles northwest of Winchester
  • Pool available: Indoor heated pool and Hot Tub Rocking chair
  • Cheap Highway property
More Photos Swimming pool at Comfort Suites
From$66
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel 132 Darby Dr., Georgetown, KY 40324
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~25.42 miles northwest of Winchester
  • We have a pool
  • Midscale Highway property
More Photos Pool image of Best Western Plus Georgetown Corporate Center Hotel
From$67
Very Good 4.5 /5 Latest 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
  • Pool details: Indoor Pool and Hot Tub are open 6AM to Midnight
  • Economy Highway hotel
More Photos Photo of Country Inn & Suites Georgetown Ky Pool
From$50
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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 priced property
More Photos Photo of Quality Inn Pool
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Sleep Inn : 407a Cherry Blossom Way 407a Cherry Blossom Way, Georgetown, KY 40324
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~28.17 miles northwest of Winchester
  • Pool available: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Cheap Highway property
More Photos Pool image of Sleep Inn
From$60
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Mainstay Suites : 407b Cherry Blossom Way 407b Cherry Blossom Way, Georgetown, KY 40324
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~28.17 miles northwest of Winchester
  • Pool details: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Cheap Highway hotel
More Photos Swimming pool at Mainstay Suites
From$60
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Studio 6 Georgetown Ky – Lexington North 401 Cherry Blossom Way, Georgetown, KY 40324
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~28.27 miles northwest of Winchester
  • Has a pool!
  • 2-star Highway property
More Photos Swimming pool at Studio 6 Georgetown Ky – Lexington North
From$48
Average 3.0 /5 Review Score Call BookMore Details
Historic Boone Tavern Hotel and Restaurant 100 Main St. North, Berea, KY 40403
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~29.41 miles south of Winchester
  • Has swimming pool
  • Midscale Downtown property
More Photos Pool image of Historic Boone Tavern Hotel and Restaurant
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Berea by IHG : 219 Paint Lick Rd. 219 Paint Lick Rd., Berea, KY 40403
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~30.00 miles south of Winchester
  • Pool in hotel: Indoor pool. 3 feet to 6 feet deep
  • Two star Highway hotel
More Photos Swimming pool at Holiday Inn Express Berea by IHG
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
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.
  • Two-star property
More Photos Swimming pool at Comfort Inn & Suites Morehead
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Parkside Inn 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-priced Highway property
More Photos Swimming pool at Best Western Parkside Inn
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Harrodsburg - Harrodsburg 1680 Danville Rd., Harrodsburg, KY 40330
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~39.41 miles west of Winchester
  • Pool in hotel: 60*40
  • Mid-scale Golf Course hotel
More Photos Photo of Quality Inn Harrodsburg Pool
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Lawrenceburg Inn 200 Plaza Dr., Lawrenceburg, KY 40342
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~39.86 miles west of Winchester
  • Has swimming pool: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • Mid-scale Highway property
More Photos Photo of Best Western Lawrenceburg Inn Pool
From$70
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Best Western Eagles Inn : 110 Toms Dr. 110 Toms Dr., Morehead, KY 40351
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~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
More Photos Swimming pool at Best Western Eagles Inn
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details

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