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 in hotel: Seasonal outdoor pool
  • Midscale Suburban property
More Photos Swimming pool at Best Western Winchester Hotel
From$78 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Hampton Inn Winchester - Winchester 1025 Early Dr., Winchester, KY 40391
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  • Our hotel comes with a pool
  • Affordable Highway property
More Photos Photo of Hampton Inn Winchester Pool
From$160 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg in Lexington 100 Canebrake Dr., Lexington, KY 40509
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~11.31 miles west of Winchester
  • Pool details: Indoor pool and hot tub, hours 8AM-11PM.
  • 3 star Highway property
More Photos Photo of La Quinta Inn & Suites by Wyndham Lexington South / Hamburg Pool
From$82 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hotel Lex Hotel & Conference Center : 5532 Athens Boonesboro Rd. 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.
  • Expensive Suburban hotel
More Photos Swimming pool at Hotel Lex Hotel & Conference Center
From$84 total
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites Lexington-Hamburg : 2033 Bryant Rd. 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.
  • Midscale Highway property
More Photos Pool image of Homewood Suites Lexington-Hamburg
From$118 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Lexington : 2001 Bryant Rd. 2001 Bryant Rd., Lexington, KY 40509
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~12.71 miles west of Winchester
  • Has swimming pool: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • Midscale Suburban property
More Photos Swimming pool at Hyatt Place Lexington
From$102 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sleep Inn Lexington in Lexington 1920 Plaudit Place, Lexington, KY 40509
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~12.93 miles west of Winchester
  • Includes a pool: Outdoor seasonal pool
  • 2-star Rural hotel
More Photos Pool image of Sleep Inn Lexington
From$64 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place 1790 Vendor Way, Lexington, KY 40509
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~13.48 miles west of Winchester
  • Pool in hotel: Indoor heated salt water pool
  • 3-star Suburban property
More Photos Swimming pool at Towneplace Suites Lexington South / Hamburg Place
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Spark by Hilton Lexington Hamburg in Lexington 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
  • 2 star Highway property
More Photos Photo of Spark by Hilton Lexington Hamburg Pool
From$58 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Lexington - Hamburg I-75 in Lexington 2400 Buena Vista, Lexington, KY 40505
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~13.70 miles west of Winchester
  • Pool details: Indoor pool.
  • Cheap Highway hotel
More Photos Swimming pool at Comfort Inn & Suites Lexington - Hamburg I-75
From$81 total
Very Good 4.0 /5 Recent 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 property
More Photos Pool image of Best Western Lexington Inn
From$51 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG 2255 Buena Vista Rd., Lexington, KY 40505
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~13.90 miles west of Winchester
  • Has swimming pool: Indoor
  • Mid-scale Highway hotel
More Photos Photo of Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG Pool
From$122 total
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington, KY - Lexington 2297 Executive Dr., Lexington, KY 40505
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~14.02 miles west of Winchester
  • Has swimming pool: Come join our heated indoor pool. It is opened from the hours of 6am to midnight.
  • Three Star Downtown hotel
More Photos Swimming pool at Country Inn & Suites by Radisson, Lexington, KY
From$102 total
Average 3.0 /5 Reviews Call BookMore Details
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Best Western Paris Inn - Paris 2011 Alverson Dr., Paris, KY 40361
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~15.67 miles north of Winchester
  • Includes a pool
  • 2 star hotel
More Photos Photo of Best Western Paris Inn Pool
From$54 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Lexington North Hotel & Conference Center 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 Photo of Ramada by Wyndham Lexington North Hotel & Conference Center Pool
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
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Baymont by Wyndham Lexington - Lexington 1987 B North Broadway, Lexington, KY 40505
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~16.18 miles west of Winchester
  • Has swimming pool: Seasonal outdoor pool Hours 9am-9pm
  • Low Cost Highway property
More Photos Pool image of Baymont by Wyndham Lexington
From$72 total
Poor 2.5 /5 Hotel Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lexington : 1987 North Broadway Lexington Kentucky 1987 North Broadway Lexington Kentucky, Lexington, KY 40505
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~16.23 miles west of Winchester
  • Pool available: Seasonal outdoor pool Hours 9am-9pm
  • Midscale Highway property
More Photos Swimming pool at Days Inn & Suites by Wyndham Lexington
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Richmond North near University - Richmond 1751 Lexington Rd., Richmond, KY 40475
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~16.86 miles southwest of Winchester
  • Has swimming pool: Outdoor pool
  • Affordable Highway property
More Photos Swimming pool at Clarion Pointe Richmond North near University
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Richmond, KY in Richmond 111 Bahama Court, Richmond, KY 40475
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~17.02 miles southwest of Winchester
  • Pool available: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Cheap hotel
More Photos Pool image of Red Roof Inn Richmond, KY
From$51 total
Average 3.0 /5 Read Reviews Call BookMore Details
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
  • Pool in hotel: Not applicable. We do not have a pool.
  • Inexpensive Downtown property
More Photos Pool image of Extended Stay America Suites Lexington Tates Creek
From$46 total
Average 3.5 /5 Hotel Reviews Call BookMore Details
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$96 total
Average 3.0 /5 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.
  • 3 star Highway hotel
More Photos Photo of Everhome Suites Lexington Horse Park Pool
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn Lexington North - 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
  • 3-star Suburban property
More Photos Photo of Residence Inn Lexington North Pool
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn Lexington North - Lexington 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 hotel
More Photos Pool image of Fairfield Inn Lexington North
From$130 total
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn by Wyndham Lexington in Lexington 1920 Stanton Way, Lexington, KY 40511
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~18.10 miles west of Winchester
  • Includes a swimming pool
  • Three Star Highway property
More Photos Photo of La Quinta Inn by Wyndham Lexington Pool
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel Conference Center Lexington North in Lexington 1950 Newtown Pike, Lexington, KY 40511
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~18.14 miles west of Winchester
  • Has swimming pool: Largest indoor pool in Lexington, open 7AM-11PM
  • Mid-scale Highway property
More Photos Photo of Clarion Hotel Conference Center Lexington North Pool
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream 1801 Newtown Pike, Lexington, KY 40511
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~18.30 miles west of Winchester
  • Pool in hotel
  • High end Suburban property
More Photos Pool image of Embassy Suites by Hilton Lexington/UK Coldstream
From$178 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Lexington Downt in Lexington 1000 Export St., Lexington, KY 40504
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~18.44 miles west of Winchester
  • Includes a pool: 9am-11pm. Indoor Heated Pool.
  • Three Star Downtown hotel
More Photos Pool image of Holiday Inn Express Hotel & Suites Lexington Downt
From$138 total
Very Good 4.0 /5 Read 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 hotel
More Photos Swimming pool at Embassy Suites by Hilton Lexington Green
From$106 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall - Lexington 249 Ruccio Way, Lexington, KY 40503
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~19.00 miles west of Winchester
  • Has swimming pool: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • Mid-scale Suburban property
More Photos Photo of Homewood Suites by Hilton Lexington Fayette Mall Pool
From$102 total
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Richmond 2006 Colby Taylor Dr., Richmond, KY 40475
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~19.32 miles southwest of Winchester
  • Pool details: Seasonal Outdoor Pool Open from 9am-10pm
  • Two-star Highway hotel
More Photos Pool image of Quality Inn Richmond
From$56 total
Very Good 4.0 /5 Guest 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 in hotel: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • Midscale Highway property
More Photos Pool image of Hampton Inn Richmond
From$88 total
Very Good 4.0 /5 Recent 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
  • Midscale Highway property
More Photos Pool image of Towneplace Suites by Marriott Richmond
From$112 total
Very Good 4.0 /5 Recent 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
  • Midscale Suburban property
More Photos Photo of Staybridge Suites Lexington An Ihg Hotel Pool
From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites 1780 Sharkey Way, Lexington, KY 40511
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~19.79 miles west of Winchester
  • Includes a pool: 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 hotel
More Photos Swimming pool at Holiday Inn Express Hotel & Suites
From$108 total
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Lexington Keeneland / Airport - Lexington 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.
  • 3-star Airport property
More Photos Swimming pool at Courtyard by Marriott Lexington Keeneland / Airport
From$96 total
Average 3.0 /5 Hotel 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
  • Has swimming pool: 6a-12a
  • Three Star Airport hotel
More Photos Pool image of Residence Inn Lexington Keeneland / Airport
From$112 total
Very Good 4.0 /5 Recent 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
  • 3 star Suburban property
More Photos Photo of Hampton Inn Lexington South Keeneland / Airport Pool
From$90 total
Very Good 4.0 /5 Reviews Call BookMore Details
Baymont by Wyndham Georgetown in Georgetown 250 Outlet Center Dr., Georgetown, KY 40324
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~25.12 miles northwest of Winchester
  • Our hotel comes with a pool
  • 2 star Highway hotel
More Photos Photo of Baymont by Wyndham Georgetown Pool
From$64 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Georgetown : 270 Tiger Way 270 Tiger Way, Georgetown, KY 40324
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~25.15 miles northwest of Winchester
  • Pool available: Our beautiful indoor pool is open from 6am to 11pm each day.
  • Midscale Highway hotel
More Photos Photo of Home2 Suites by Hilton Georgetown Pool
From$102 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Georgetown in Georgetown 250 Tiger Way, Georgetown, KY 40324
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~25.18 miles northwest of Winchester
  • Pool available: Seasonal outdoor pool - 10AM - 11PM.
  • Economy Highway hotel
More Photos Photo of Super 8 by Wyndham Georgetown Pool
From$72 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Lexington / Georgetown 128 Darby Dr., Georgetown, KY 40324
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~25.35 miles northwest of Winchester
  • Pool in hotel: Indoor 10 AM to 10 PM
  • Midscale Highway property
More Photos Photo of Hampton Inn Lexington / Georgetown Pool
From$102 total
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Suites - Georgetown 121 Darby Dr., Georgetown, KY 40324
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~25.41 miles northwest of Winchester
  • Has swimming pool: Indoor heated pool and Hot Tub Rocking chair
  • 2 star Highway hotel
More Photos Pool image of Comfort Suites
From$79 total
Very Good 4.0 /5 Recent 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
  • Pool in hotel
  • Midscale Highway hotel
More Photos Pool image of Best Western Plus Georgetown Corporate Center Hotel
From$80 total
Very Good 4.5 /5 Hotel 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
  • Cheap Highway hotel
More Photos Photo of Country Inn & Suites Georgetown Ky Pool
From$60 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn : 365 Peggy Flats Rd. 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
  • Economical property
More Photos Pool image of Quality Inn
From$72 total
Very Good 4.0 /5 Hotel 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 in hotel: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Inexpensive Highway hotel
More Photos Swimming pool at Sleep Inn
From$72 total
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
  • Has swimming pool: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Cheap Highway property
More Photos Photo of Mainstay Suites Pool
From$72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Studio 6 Georgetown Ky – Lexington North in Georgetown 401 Cherry Blossom Way, Georgetown, KY 40324
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~28.27 miles northwest of Winchester
  • We have a pool ready for use
  • Inexpensive Highway hotel
More Photos Swimming pool at Studio 6 Georgetown Ky – Lexington North
From$57 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Historic Boone Tavern Hotel & Restaurant 100 Main St. North, Berea, KY 40403
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~29.41 miles south of Winchester
  • Pool in hotel
  • Midscale Downtown hotel
More Photos Swimming pool at Historic Boone Tavern Hotel & Restaurant
From$102 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details

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