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
+1-888-389-4121

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1307 West Lexington Ave., Winchester, KY 40391
  • Has swimming pool: Seasonal outdoor pool
  • Affordable Suburban hotel
More Photos Swimming pool at Best Western Winchester Hotel
From$65
Very good 4.0 /5 Reviews Call BookMore Details
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Hotel Lex Hotel & Conference Center : 5532 Athens Boonesboro Rd.
+1-888-675-2083

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5532 Athens Boonesboro Rd., Lexington, KY 40509 ~11.46 miles west of Winchester
  • Pool details: . Indoor pool is open 365 days a year from 8:00 am - 11 pm.
  • Expensive Suburban property
More Photos Pool image of Hotel Lex Hotel & Conference Center
From$70
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites Lexington-Hamburg
+1-800-716-8490

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2033 Bryant Rd., Lexington, KY 40509 ~12.65 miles west of Winchester
  • Pool available: Outdoor seasonal pool open 9 am - 10 pm.
  • Three Star Highway hotel
More Photos Pool image of Homewood Suites Lexington-Hamburg
From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Lexington in Lexington
+1-800-805-5223

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2001 Bryant Rd., Lexington, KY 40509 ~12.71 miles west of Winchester
  • Pool in hotel: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • Mid-scale Suburban hotel
More Photos Pool image of Hyatt Place Lexington
From$85
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Lexington Hamburg - Lexington
+1-888-965-1860

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1976 Justice Dr., Lexington, KY 40509 ~12.76 miles west of Winchester
  • Has swimming pool: The pool is open from 9am to 9pm.
  • Three Star Suburban property
More Photos Pool image of Holiday Inn Lexington Hamburg
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Sleep Inn Lexington
+1-888-788-5576

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1920 Plaudit Place, Lexington, KY 40509 ~12.93 miles west of Winchester
  • Pool in hotel: Outdoor seasonal pool
  • Low-priced Rural hotel
More Photos Swimming pool at Sleep Inn Lexington
From$54
Average 3.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place in Lexington
+1-888-897-9207

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1790 Vendor Way, Lexington, KY 40509 ~13.32 miles west of Winchester
  • Includes a pool: Indoor heated salt water pool
  • Three Star Suburban property
More Photos Swimming pool at Towneplace Suites Lexington South / Hamburg Place
From$78
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Mt Sterling North by IHG
+1-888-311-4278

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269 Evans Dr., Mt Sterling, KY 40353 ~13.65 miles east of Winchester
  • Pool available: Heated indoor pool, 20 x 40.
  • 3-star Highway hotel
More Photos Swimming pool at Holiday Inn Express & Suites Mt Sterling North by IHG
From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Spark by Hilton Lexington Hamburg - Lexington
+1-888-469-4795

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2381 Buena Vista Dr., Lexington, KY 40505 ~13.66 miles west of Winchester
  • Has swimming pool: Heated indoor pool holding over 40,000 gallons of water, one of the largest in Fayette County. Hours 9am - 10pm
  • Cheap Highway hotel
More Photos Swimming pool at Spark by Hilton Lexington Hamburg
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites - Lexington
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2400 Buena Vista, Lexington, KY 40505 ~13.70 miles west of Winchester
  • Includes a pool: Indoor pool.
  • Low priced Highway hotel
More Photos Pool image of Comfort Inn & Suites
From$68
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Lexington Inn
+1-888-841-5292

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2221 Elkhorn Rd., Lexington, KY 40505 ~13.77 miles west of Winchester
  • Has swimming pool: Indoor salt water pool.
  • Economy Highway hotel
More Photos Pool image of Best Western Lexington Inn
From$43
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington East/I-75 in Lexington
+1-888-455-5160

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2211 Elkhorn Rd., Lexington, KY 40505 ~13.81 miles west of Winchester
  • Has swimming pool: Indoor pool open 7:00AM-11:00PM
  • Midscale Highway property
More Photos Pool image of Fairfield Inn & Suites by Marriott Lexington East/I-75
From$76
Poor 2.0 /5 Review Score Call BookMore Details
Best Western Paris Inn
+1-888-965-8297

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2011 Alverson Dr., Paris, KY 40361 ~15.67 miles north of Winchester
  • Includes a pool
  • Low priced hotel
More Photos Photo of Best Western Paris Inn Pool
From$45
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Ramada by Wyndham Lexington North Hotel & Conference Center
+1-888-906-6358

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2143 North Broadway, Lexington, KY 40505 ~16.13 miles west of Winchester
  • Pool in hotel: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • Midscale Suburban hotel
More Photos Pool image of Ramada by Wyndham Lexington North Hotel & Conference Center
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Pointe
+1-888-749-6785

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1751 Lexington Rd., Richmond, KY 40475 ~16.86 miles southwest of Winchester
  • Has swimming pool: Outdoor pool
  • Affordable Highway hotel
More Photos Photo of Clarion Pointe Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Red Roof Inn Richmond, KY
+1-888-878-9982

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111 Bahama Court, Richmond, KY 40475 ~17.02 miles southwest of Winchester
  • Pool available: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Low Cost property
More Photos Swimming pool at Red Roof Inn Richmond, KY
From$43
Average 3.0 /5 Hotel Reviews Call BookMore Details
Everhome Suites Lexington Horse Park
+1-888-389-4485

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757 Newtown Springs Dr., Lexington, KY 40511 ~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.
  • Midscale Highway hotel
More Photos Swimming pool at Everhome Suites Lexington Horse Park
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Lexington North - Lexington
+1-888-389-4121

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1080 Newtown Pike, Lexington, KY 40511 ~18.05 miles west of Winchester
  • Pool available: Outdoor swimming pool - hours: 8 am - 10 pm
  • 3 star Suburban hotel
More Photos Photo of Residence Inn Lexington North Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn Lexington North - Lexington
+1-888-675-2083

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2100 Hackney Pl, Lexington, KY 40511 ~18.09 miles west of Winchester
  • Includes a pool: We have an indoor pool, and hot tub. It is open from 7am-10pm.
  • Midscale Suburban property
More Photos Pool image of Fairfield Inn Lexington North
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn by Wyndham Lexington in Lexington
+1-800-716-8490

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1920 Stanton Way, Lexington, KY 40511 ~18.10 miles west of Winchester
  • Has a pool!
  • 3 star Highway hotel
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 - North in Lexington
+1-800-805-5223

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1950 Newtown Pike, Lexington, KY 40511 ~18.14 miles west of Winchester
  • Includes a pool: Largest indoor pool in Lexington, open 7AM-11PM
  • Affordable Highway hotel
More Photos Photo of Clarion Hotel Conference Center - North Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream
+1-888-965-1860

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1801 Newtown Pike, Lexington, KY 40511 ~18.30 miles west of Winchester
  • We have a pool
  • High end Suburban property
More Photos Swimming pool at Embassy Suites by Hilton Lexington/UK Coldstream
From$149
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Lexington Downt
+1-888-788-5576

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1000 Export St., Lexington, KY 40504 ~18.44 miles west of Winchester
  • Pool details: 9am-11pm. Indoor Heated Pool.
  • Affordable Downtown hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Lexington Downt Pool
From$115
Very good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Lexington Near The University of Ke
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
863 South Broadway, Lexington, KY 40504 ~18.60 miles west of Winchester
  • Has swimming pool: The pool is open from 8:00 am-11:00 pm, daily. It is an indoor pool w/ hot tub.
  • Three Star Downtown hotel
More Photos Swimming pool at Springhill Suites by Marriott Lexington Near The University of Ke
From$200
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall in Lexington
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
249 Ruccio Way, Lexington, KY 40503 ~19.00 miles west of Winchester
  • Pool available: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • 3-star Suburban hotel
More Photos Swimming pool at Homewood Suites by Hilton Lexington Fayette Mall
From$85
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Richmond Hotel : 100 Eastern Bypass
+1-888-469-4795

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100 Eastern Bypass, Richmond, KY 40475 ~19.13 miles southwest of Winchester
  • Pool in hotel: Open from 7am to 11pm
  • Low-priced Highway hotel
More Photos Photo of Best Western Richmond Hotel Pool
From$49
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Richmond in Richmond
+1-888-734-9421

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2006 Colby Taylor Dr., Richmond, KY 40475 ~19.32 miles southwest of Winchester
  • Has swimming pool: Seasonal Outdoor Pool Open from 9am-10pm
  • Two star Highway hotel
More Photos Pool image of Quality Inn Richmond
From$47
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Richmond
+1-888-841-5292

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1099 Barnes Mill Rd., Richmond, KY 40475 ~19.37 miles southwest of Winchester
  • Pool available: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • Midscale Highway hotel
More Photos Swimming pool at Hampton Inn Richmond
From$74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel : 125 Louie Place
+1-888-455-5160

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125 Louie Place, Lexington, KY 40511 ~19.70 miles west of Winchester
  • With a pool!
  • Three Star Suburban property
More Photos Photo of Staybridge Suites Lexington An Ihg Hotel Pool
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites in Lexington
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1780 Sharkey Way, Lexington, KY 40511 ~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.
  • Midscale Downtown property
More Photos Swimming pool at Holiday Inn Express Hotel & Suites
From$90
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn Lexington Keeneland / Airport : 3110 Wall St.
+1-888-906-6358

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3110 Wall St., Lexington, KY 40513 ~20.38 miles west of Winchester
  • Includes a pool: 6a-12a
  • Mid-scale Airport hotel
More Photos Swimming pool at Residence Inn Lexington Keeneland / Airport
From$94
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard Lexington Keeneland / Airport
+1-888-749-6785

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3100 Wall St., Lexington, KY 40513 ~20.38 miles west of Winchester
  • Pool details: Indoor Pool. Open Daily from 6am-11pm.
  • Mid-scale Airport hotel
More Photos Pool image of Courtyard Lexington Keeneland / Airport
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Lexington Keeneland Airport in Lexington
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3050 Lakecrest Circle, Lexington, KY 40513 ~20.43 miles west of Winchester
  • Pool available: Indoor Pool Open From 6am-11pm daily.
  • Affordable Airport hotel
More Photos Swimming pool at Fairfield Inn & Suites Lexington Keeneland Airport
From$94
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington South Keeneland / Airport : 3060 Lakecrest Circle
+1-888-389-4485

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3060 Lakecrest Circle, Lexington, KY 40513 ~20.45 miles west of Winchester
  • Our hotel comes with a pool
  • 3-star Suburban hotel
More Photos Photo of Hampton Inn Lexington South Keeneland / Airport Pool
From$75
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Lexington (Sw) Nicholasville
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
164 Imperial Way, Nicholasville, KY 40356 ~21.92 miles west of Winchester
  • Pool details: 7a.m to 10 pm. 3' to 5.5' deep
  • 3-star Suburban property
More Photos Photo of Holiday Inn Express Lexington (Sw) Nicholasville Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Georgetown
+1-888-675-2083

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250 Outlet Center Dr., Georgetown, KY 40324 ~25.12 miles northwest of Winchester
  • Our hotel comes with a pool
  • 2 star Highway property
More Photos Photo of Baymont by Wyndham Georgetown Pool
From$54
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington Georgetown in Georgetown
+1-800-716-8490

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200 Tiger Way, Georgetown, KY 40324 ~25.20 miles northwest of Winchester
  • Has swimming pool: Our pool is outdoor and seasonal.
  • 3-star Highway property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Lexington Georgetown
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Lexington / Georgetown
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
128 Darby Dr., Georgetown, KY 40324 ~25.35 miles northwest of Winchester
  • Includes a pool: Indoor 10 AM to 10 PM
  • Three Star Highway property
More Photos Swimming pool at Hampton Inn Lexington / Georgetown
From$85
Average 3.0 /5 Review Score Call BookMore Details
Comfort Suites
+1-888-965-1860

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121 Darby Dr., Georgetown, KY 40324 ~25.41 miles northwest of Winchester
  • Has swimming pool: Indoor heated pool and Hot Tub Rocking chair
  • 2-star Highway property
More Photos Pool image of Comfort Suites
From$66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel in Georgetown
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
132 Darby Dr., Georgetown, KY 40324 ~25.42 miles northwest of Winchester
  • Has swimming pool
  • Mid-scale Highway property
More Photos Photo of Best Western Plus Georgetown Corporate Center Hotel Pool
From$67
Very good 4.5 /5 Review Score Call BookMore Details
Quality Inn
+1-888-897-9207

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365 Peggy Flats Rd., Berea, KY 40403 ~27.87 miles south of Winchester
  • Pool in hotel: Pool is open daily from 10:00 AM-9:00 PM
  • Cheap property
More Photos Photo of Quality Inn Pool
From$60
Very good 4.0 /5 Review Score Call BookMore Details
Sleep Inn
+1-888-311-4278

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407a Cherry Blossom Way, Georgetown, KY 40324 ~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.
  • Two star Highway hotel
More Photos Pool image of Sleep Inn
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Mainstay Suites - Georgetown
+1-888-469-4795

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407b Cherry Blossom Way, Georgetown, KY 40324 ~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
More Photos Photo of Mainstay Suites Pool
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Historic Boone Tavern Hotel & Restaurant - Berea
+1-888-734-9421

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100 Main St. North, Berea, KY 40403 ~29.41 miles south of Winchester
  • Pool in hotel
  • Three Star Downtown hotel
More Photos Swimming pool at Historic Boone Tavern Hotel & Restaurant
From$85
Very good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-841-5292

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2650 Ky 801 North, Morehead, KY 40351 ~36.47 miles east of Winchester
  • Has swimming pool: Our Beautifully located Outdoor heated pool is open to all guest from 8 am until 10 pm daily during operational seasons.
  • Low Cost property
More Photos Photo of Comfort Inn & Suites Pool
From$69
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Parkside Inn
+1-888-455-5160

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80 Chenault Rd., Frankfort, KY 40601 ~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 Pool image of Best Western Parkside Inn
From$89
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn
+1-888-965-8297

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1680 Danville Rd., Harrodsburg, KY 40330 ~39.41 miles west of Winchester
  • Pool in hotel: 60*40
  • 3 star Golf Course hotel
More Photos Photo of Quality Inn Pool
From$80
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Lawrenceburg Inn in Lawrenceburg
+1-888-906-6358

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200 Plaza Dr., Lawrenceburg, KY 40342 ~39.86 miles west of Winchester
  • Pool details: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • Three Star Highway hotel
More Photos Swimming pool at Best Western Lawrenceburg Inn
From$70
Very good 4.0 /5 Review Score Call BookMore Details
Capital Plaza Hotel in Frankfort
+1-888-749-6785

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Wilkinson Blvd. Frankfort, Frankfort, KY 40601 ~39.90 miles west of Winchester
  • Pool details: Indoor Pool 6AM-11PM
  • Mid-scale Downtown hotel
More Photos Swimming pool at Capital Plaza Hotel
From$110
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Eagles Inn in Morehead
+1-888-878-9982

How should we direct your call?

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110 Toms Dr., Morehead, KY 40351 ~40.46 miles east of Winchester
  • Pool available: Pool hours are from 9am to 1030pm. We do offer a indoor heated pool.
  • Mid-scale Suburban hotel
More Photos Photo of Best Western Eagles Inn Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details

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