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
  • Pool details: Seasonal outdoor pool
  • 3-star Suburban property
More Photos Swimming pool at Best Western Winchester Hotel
From$65
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Hotel Lex Hotel & Conference Center in Lexington
+1-888-675-2083

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5532 Athens Boonesboro Rd., Lexington, KY 40509 ~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 hotel
More Photos Photo of Hotel Lex Hotel & Conference Center Pool
From$70
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Lexington-Hamburg in Lexington
+1-800-716-8490

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2033 Bryant Rd., Lexington, KY 40509 ~12.65 miles west of Winchester
  • Has swimming pool: Outdoor seasonal pool open 9 am - 10 pm.
  • Midscale Highway property
More Photos Pool image of Homewood Suites Lexington-Hamburg
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Lexington
+1-800-805-5223

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

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1920 Plaudit Place, Lexington, KY 40509 ~12.93 miles west of Winchester
  • Pool details: Outdoor seasonal pool
  • Economical Rural property
More Photos Swimming pool at Sleep Inn Lexington
From$54
Average 3.0 /5 Review Score Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place - Lexington
+1-888-788-5576

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1790 Vendor Way, Lexington, KY 40509 ~13.32 miles west of Winchester
  • Pool available: Indoor heated salt water pool
  • Affordable 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
+1-888-897-9207

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269 Evans Dr., Mt Sterling, KY 40353 ~13.65 miles east of Winchester
  • Pool details: Heated indoor pool, 20 x 40.
  • Mid-scale Highway hotel
More Photos Pool image of Holiday Inn Express & Suites Mt Sterling North by IHG
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Spark by Hilton Lexington Hamburg
+1-888-311-4278

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2381 Buena Vista Dr., Lexington, KY 40505 ~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
  • Economy Highway hotel
More Photos Swimming pool at Spark by Hilton Lexington Hamburg
From$49
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-469-4795

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2400 Buena Vista, Lexington, KY 40505 ~13.70 miles west of Winchester
  • Pool details: Indoor pool.
  • Cheap Highway hotel
More Photos Pool image of Comfort Inn & Suites
From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Lexington Inn : 2221 Elkhorn Rd.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2221 Elkhorn Rd., Lexington, KY 40505 ~13.77 miles west of Winchester
  • Pool available: Indoor salt water pool.
  • 2-star Highway property
More Photos Pool image of Best Western Lexington Inn
From$43
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington East/I-75
+1-888-841-5292

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2211 Elkhorn Rd., Lexington, KY 40505 ~13.81 miles west of Winchester
  • Pool available: Indoor pool open 7:00AM-11:00PM
  • Midscale Highway hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Lexington East/I-75 Pool
From$76
Poor 2.0 /5 Review Score Call BookMore Details
Best Western Paris Inn
+1-888-455-5160

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2011 Alverson Dr., Paris, KY 40361 ~15.67 miles north of Winchester
  • Pool in hotel
  • Two-star hotel
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 in Lexington
+1-888-965-8297

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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
  • 3-star Suburban property
More Photos Pool image of Ramada by Wyndham Lexington North Hotel & Conference Center
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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Days Inn & Suites by Wyndham Lexington
+1-888-906-6358

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1987 North Broadway Lexington Kentucky, Lexington, KY 40505 ~16.23 miles west of Winchester
  • Pool details: Seasonal outdoor pool Hours 9am-9pm
  • 3 star Highway hotel
More Photos Swimming pool at Days Inn & Suites by Wyndham Lexington
From$80
Average 3.0 /5 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
  • Includes a pool: Outdoor pool
  • Mid-scale Highway property
More Photos Pool image of Clarion Pointe
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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Red Roof Inn Richmond, KY - Richmond
+1-888-878-9982

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111 Bahama Court, Richmond, KY 40475 ~17.02 miles southwest of Winchester
  • Has swimming pool: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • 2 star property
More Photos Pool image of Red Roof Inn Richmond, KY
From$43
Average 3.0 /5 Latest 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
  • Has swimming pool: Seasonal Outdoor pool. Open from Memorial Day to Labor Day. 8 AM to 10 PM each day.
  • 3 star Highway hotel
More Photos Pool image of Everhome Suites Lexington Horse Park
From$80
Average 3.0 /5 Recent 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
  • Includes a pool: Outdoor swimming pool - hours: 8 am - 10 pm
  • 3 star Suburban property
More Photos Photo of Residence Inn Lexington North Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn Lexington North
+1-888-675-2083

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

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1920 Stanton Way, Lexington, KY 40511 ~18.10 miles west of Winchester
  • Has a pool!
  • Midscale Highway property
More Photos Pool image of La Quinta Inn by Wyndham Lexington
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel Conference Center - North : 1950 Newtown Pike
+1-800-805-5223

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1950 Newtown Pike, Lexington, KY 40511 ~18.14 miles west of Winchester
  • Has swimming pool: Largest indoor pool in Lexington, open 7AM-11PM
  • Affordable Highway hotel
More Photos Swimming pool at Clarion Hotel Conference Center - North
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream : 1801 Newtown Pike
+1-888-965-1860

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1801 Newtown Pike, Lexington, KY 40511 ~18.30 miles west of Winchester
  • Has swimming pool
  • High-end Suburban hotel
More Photos Swimming pool at 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.
+1-888-788-5576

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1000 Export St., Lexington, KY 40504 ~18.44 miles west of Winchester
  • Includes a pool: 9am-11pm. Indoor Heated Pool.
  • 3 star Downtown property
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 : 863 South Broadway
+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
  • Includes a pool: The pool is open from 8:00 am-11:00 pm, daily. It is an indoor pool w/ hot tub.
  • Mid-scale Downtown hotel
More Photos Pool image of Springhill Suites by Marriott Lexington Near The University of Ke
From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall
+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 in hotel: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • 3 star Suburban hotel
More Photos Pool image of Homewood Suites by Hilton Lexington Fayette Mall
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Richmond Hotel in Richmond
+1-888-469-4795

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100 Eastern Bypass, Richmond, KY 40475 ~19.13 miles southwest of Winchester
  • Includes a pool: 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 Recent Reviews Call BookMore Details
Quality Inn Richmond - Richmond
+1-888-734-9421

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2006 Colby Taylor Dr., Richmond, KY 40475 ~19.32 miles southwest of Winchester
  • Pool available: Seasonal Outdoor Pool Open from 9am-10pm
  • Inexpensive Highway hotel
More Photos Pool image of Quality Inn Richmond
From$47
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Richmond : 1099 Barnes Mill Rd.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1099 Barnes Mill Rd., Richmond, KY 40475 ~19.37 miles southwest of Winchester
  • Pool in hotel: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • 3-star Highway hotel
More Photos Swimming pool at Hampton Inn Richmond
From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
125 Louie Place, Lexington, KY 40511 ~19.70 miles west of Winchester
  • Pool in hotel
  • 3-star Suburban hotel
More Photos Pool image of Staybridge Suites Lexington An Ihg Hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites
+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
  • 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 property
More Photos Photo of Holiday Inn Express Hotel & Suites Pool
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard Lexington Keeneland / Airport
+1-888-906-6358

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3100 Wall St., Lexington, KY 40513 ~20.38 miles west of Winchester
  • Pool in hotel: Indoor Pool. Open Daily from 6am-11pm.
  • Three Star Airport property
More Photos Photo of Courtyard Lexington Keeneland / Airport Pool
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn Lexington Keeneland / Airport : 3110 Wall St.
+1-888-749-6785

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3110 Wall St., Lexington, KY 40513 ~20.38 miles west of Winchester
  • Pool in hotel: 6a-12a
  • 3 star Airport property
More Photos Pool image of Residence Inn Lexington Keeneland / Airport
From$94
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Lexington Keeneland Airport : 3050 Lakecrest Circle
+1-888-878-9982

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3050 Lakecrest Circle, Lexington, KY 40513 ~20.43 miles west of Winchester
  • Has swimming pool: Indoor Pool Open From 6am-11pm daily.
  • Mid-scale Airport property
More Photos Swimming pool at Fairfield Inn & Suites Lexington Keeneland Airport
From$94
Very Good 4.0 /5 Latest 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
  • Has swimming pool: Indoor Pool
  • Three Star Suburban hotel
More Photos Swimming pool at Hampton Inn Lexington South Keeneland / Airport
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Lexington (Sw) Nicholasville - 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 in hotel: 7a.m to 10 pm. 3' to 5.5' deep
  • Mid-scale Suburban hotel
More Photos Pool image of Holiday Inn Express Lexington (Sw) Nicholasville
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Georgetown : 250 Outlet Center Dr.
+1-888-675-2083

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250 Outlet Center Dr., Georgetown, KY 40324 ~25.12 miles northwest of Winchester
  • With a pool!
  • 2 star Highway property
More Photos Photo of Baymont by Wyndham Georgetown Pool
From$54
Average 3.0 /5 Recent 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
  • Pool in hotel: Our pool is outdoor and seasonal.
  • Midscale Highway hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Lexington Georgetown
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington / Georgetown - 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
  • Mid-scale Highway hotel
More Photos Pool image of Hampton Inn Lexington / Georgetown
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Suites in Georgetown
+1-888-965-1860

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121 Darby Dr., Georgetown, KY 40324 ~25.41 miles northwest of Winchester
  • Pool available: Indoor heated pool and Hot Tub Rocking chair
  • Low-priced Highway hotel
More Photos Photo of Comfort Suites Pool
From$66
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel
+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
  • We have a pool
  • Three Star Highway property
More Photos Swimming pool at Best Western Plus Georgetown Corporate Center Hotel
From$67
Very Good 4.5 /5 Reviews Call BookMore Details
Quality Inn - Berea
+1-888-897-9207

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365 Peggy Flats Rd., Berea, KY 40403 ~27.87 miles south of Winchester
  • Pool available: Pool is open daily from 10:00 AM-9:00 PM
  • Two-star hotel
More Photos Swimming pool at Quality Inn
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn in Georgetown
+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.
  • Economical Highway property
More Photos Swimming pool at Sleep Inn
From$60
Average 3.0 /5 Reviews Call BookMore Details
Mainstay Suites in Georgetown
+1-888-469-4795

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407b 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.
  • Low-priced Highway hotel
More Photos Swimming pool at Mainstay Suites
From$60
Average 3.0 /5 Review Score Call BookMore Details
Historic Boone Tavern Hotel and Restaurant
+1-888-734-9421

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100 Main St. North, Berea, KY 40403 ~29.41 miles south of Winchester
  • Pool in hotel
  • 3 star Downtown property
More Photos Photo of Historic Boone Tavern Hotel and Restaurant Pool
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
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.
  • Cheap property
More Photos Swimming pool at Comfort Inn & Suites
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Parkside Inn
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
80 Chenault Rd., Frankfort, KY 40601 ~36.61 miles west of Winchester
  • Includes a 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.
  • Cheap Highway hotel
More Photos Pool image of Best Western Parkside Inn
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn : 1680 Danville Rd.
+1-888-965-8297

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1680 Danville Rd., Harrodsburg, KY 40330 ~39.41 miles west of Winchester
  • Pool available: 60*40
  • Affordable Golf Course hotel
More Photos Pool image of Quality Inn
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Lawrenceburg Inn
+1-888-906-6358

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

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

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
110 Toms Dr., Morehead, KY 40351 ~40.46 miles east of Winchester
  • Pool available: 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.
  • Affordable Suburban hotel
More Photos Pool image of Best Western Eagles Inn
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details

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