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 available: Seasonal outdoor pool
  • Affordable Suburban property
More Photos Swimming pool at Best Western Winchester Hotel
From$65
Very Good 4.0 /5 Read 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.
  • Four star Suburban property
More Photos Swimming pool at Hotel Lex Hotel & Conference Center
From$70
Average 3.0 /5 Read 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 in hotel: Outdoor seasonal pool open 9 am - 10 pm.
  • Affordable Highway hotel
More Photos Photo of Homewood Suites Lexington-Hamburg Pool
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Lexington in Lexington
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
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.
  • Midscale Suburban property
More Photos Swimming pool at Hyatt Place Lexington
From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Lexington Hamburg : 1976 Justice Dr.
+1-888-965-1860

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1976 Justice Dr., Lexington, KY 40509 ~12.76 miles west of Winchester
  • Pool available: The pool is open from 9am to 9pm.
  • Midscale Suburban hotel
More Photos Swimming pool at Holiday Inn Lexington Hamburg
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Sleep Inn Lexington : 1920 Plaudit Place
+1-888-788-5576

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1920 Plaudit Place, Lexington, KY 40509 ~12.93 miles west of Winchester
  • Pool details: Outdoor seasonal pool
  • Low priced Rural property
More Photos Swimming pool at Sleep Inn Lexington
From$54
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place
+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
  • Mid-scale Suburban property
More Photos Swimming pool at Towneplace Suites Lexington South / Hamburg Place
From$78
Very Good 4.0 /5 Reviews Call BookMore Details
Spark by Hilton Lexington Hamburg in Lexington
+1-888-311-4278

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2381 Buena Vista Dr., Lexington, KY 40505 ~13.66 miles west of Winchester
  • Pool details: Heated indoor pool holding over 40,000 gallons of water, one of the largest in Fayette County. Hours 9am - 10pm
  • Low priced Highway property
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 : 2400 Buena Vista
+1-888-469-4795

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2400 Buena Vista, Lexington, KY 40505 ~13.70 miles west of Winchester
  • Pool details: Indoor pool.
  • 2 star Highway hotel
More Photos Swimming pool at Comfort Inn & Suites Lexington - Hamburg I-75
From$68
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Lexington Inn
+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 in hotel: Indoor salt water pool.
  • Low Cost Highway property
More Photos Photo of Best Western Lexington Inn Pool
From$43
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Paris Inn - Paris
+1-888-841-5292

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2011 Alverson Dr., Paris, KY 40361 ~15.67 miles north of Winchester
  • Includes a swimming pool
  • Low priced hotel
More Photos Swimming pool at Best Western Paris Inn
From$45
Very Good 4.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Lexington North Hotel & Conference Center in Lexington
+1-888-455-5160

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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 Hotel Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lexington : 1987 North Broadway Lexington Kentucky
+1-888-965-8297

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1987 North Broadway Lexington Kentucky, Lexington, KY 40505 ~16.23 miles west of Winchester
  • Includes a pool: Seasonal outdoor pool Hours 9am-9pm
  • Affordable Highway property
More Photos Photo of Days Inn & Suites by Wyndham Lexington Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Clarion Pointe in Richmond
+1-888-906-6358

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1751 Lexington Rd., Richmond, KY 40475 ~16.86 miles southwest of Winchester
  • Pool in hotel: Outdoor pool
  • 3-star Highway hotel
More Photos Pool image of Clarion Pointe
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Richmond, KY
+1-888-749-6785

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111 Bahama Court, Richmond, KY 40475 ~17.02 miles southwest of Winchester
  • Pool details: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Low-priced hotel
More Photos Photo of Red Roof Inn Richmond, KY Pool
From$43
Average 3.0 /5 Guest Reviews Call BookMore Details
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Extended Stay America Suites Lexington Tates Creek
+1-888-878-9982

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3575 Tates Creek Rd., Lexington, KY 40517 ~17.13 miles west of Winchester
  • Includes a pool: Not applicable. We do not have a pool.
  • Cheap Downtown hotel
More Photos Pool image of Extended Stay America Suites Lexington Tates Creek
From$39
Average 3.5 /5 Guest Reviews Call BookMore Details
Everhome Suites Lexington Horse Park in Lexington
+1-888-389-4485

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757 Newtown Springs Dr., Lexington, KY 40511 ~17.98 miles west of Winchester
  • Pool available: Seasonal Outdoor pool. Open from Memorial Day to Labor Day. 8 AM to 10 PM each day.
  • Affordable Highway hotel
More Photos Photo of Everhome Suites Lexington Horse Park Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Lexington North
+1-888-389-4121

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

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
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.
  • Three Star Suburban property
More Photos Pool image of Fairfield Inn Lexington North
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn by Wyndham Lexington in Lexington
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1920 Stanton Way, Lexington, KY 40511 ~18.10 miles west of Winchester
  • Pool in hotel
  • Affordable Highway property
More Photos Photo of La Quinta Inn by Wyndham Lexington Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Clarion Hotel Conference Center Lexington North - Lexington
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1950 Newtown Pike, Lexington, KY 40511 ~18.14 miles west of Winchester
  • Has swimming pool: Largest indoor pool in Lexington, open 7AM-11PM
  • 3-star Highway property
More Photos Photo of Clarion Hotel Conference Center Lexington North Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1801 Newtown Pike, Lexington, KY 40511 ~18.30 miles west of Winchester
  • Includes a pool
  • Four-star Suburban hotel
More Photos Pool image of 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 : 1000 Export St.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1000 Export St., Lexington, KY 40504 ~18.44 miles west of Winchester
  • Has swimming 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 Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall : 249 Ruccio Way
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
249 Ruccio Way, Lexington, KY 40503 ~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 Photo of Homewood Suites by Hilton Lexington Fayette Mall Pool
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Richmond
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2006 Colby Taylor Dr., Richmond, KY 40475 ~19.32 miles southwest of Winchester
  • Includes a pool: Seasonal Outdoor Pool Open from 9am-10pm
  • Economy Highway hotel
More Photos Photo of Quality Inn Richmond Pool
From$47
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Richmond
+1-888-469-4795

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1099 Barnes Mill Rd., Richmond, KY 40475 ~19.37 miles southwest of Winchester
  • Includes a pool: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • 3 star Highway hotel
More Photos Photo of Hampton Inn Richmond Pool
From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel - Lexington
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
125 Louie Place, Lexington, KY 40511 ~19.70 miles west of Winchester
  • Pool in hotel: Large Indoor Pool
  • 3 star Suburban hotel
More Photos Pool image of Staybridge Suites Lexington An Ihg Hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites - Lexington
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1780 Sharkey Way, Lexington, KY 40511 ~19.79 miles west of Winchester
  • Pool in hotel: 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 Pool image of Holiday Inn Express Hotel & Suites
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard Lexington Keeneland / Airport : 3100 Wall St.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3100 Wall St., Lexington, KY 40513 ~20.38 miles west of Winchester
  • Pool in hotel: Indoor Pool. Open Daily from 6am-11pm.
  • Midscale Airport property
More Photos Photo of Courtyard Lexington Keeneland / Airport Pool
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn Lexington Keeneland / Airport : 3110 Wall St.
+1-888-965-8297

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3110 Wall St., Lexington, KY 40513 ~20.38 miles west of Winchester
  • Has swimming pool: 6a-12a
  • Midscale Airport property
More Photos Swimming pool at Residence Inn Lexington Keeneland / Airport
From$94
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Lexington Keeneland Airport : 3050 Lakecrest Circle
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3050 Lakecrest Circle, Lexington, KY 40513 ~20.43 miles west of Winchester
  • Pool details: Indoor Pool Open From 6am-11pm daily.
  • 3-star Airport hotel
More Photos Swimming pool at Fairfield Inn & Suites Lexington Keeneland Airport
From$94
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Lexington South Keeneland / Airport
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3060 Lakecrest Circle, Lexington, KY 40513 ~20.45 miles west of Winchester
  • Includes a pool: Indoor Pool
  • Affordable Suburban property
More Photos Swimming pool at Hampton Inn Lexington South Keeneland / Airport
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Georgetown
+1-888-878-9982

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250 Outlet Center Dr., Georgetown, KY 40324 ~25.12 miles northwest of Winchester
  • Includes a swimming pool
  • Cheap Highway hotel
More Photos Photo of Baymont by Wyndham Georgetown Pool
From$54
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Lexington/Georgetown : 128 Darby Dr.
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
128 Darby Dr., Georgetown, KY 40324 ~25.35 miles northwest of Winchester
  • Pool in hotel: Indoor 10 AM to 10 PM
  • Affordable Highway hotel
More Photos Photo of Hampton Inn Lexington/Georgetown Pool
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Suites in Georgetown
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
121 Darby Dr., Georgetown, KY 40324 ~25.41 miles northwest of Winchester
  • Pool in hotel: Indoor heated pool and Hot Tub Rocking chair
  • Economy Highway hotel
More Photos Photo of Comfort Suites Pool
From$66
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel : 132 Darby Dr.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
132 Darby Dr., Georgetown, KY 40324 ~25.42 miles northwest of Winchester
  • Has swimming pool
  • 3-star Highway hotel
More Photos Photo of Best Western Plus Georgetown Corporate Center Hotel Pool
From$67
Very Good 4.5 /5 Review Score Call BookMore Details
Country Inn & Suites Georgetown Ky in Georgetown
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
131 Darby Dr., Georgetown, KY 40324 ~25.42 miles northwest of Winchester
  • Pool available: Indoor Pool and Hot Tub are open 6AM to Midnight
  • Low-priced Highway property
More Photos Swimming pool at Country Inn & Suites Georgetown Ky
From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn - Berea
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
365 Peggy Flats Rd., Berea, KY 40403 ~27.87 miles south of Winchester
  • Includes a pool: Pool is open daily from 10:00 AM-9:00 PM
  • Low priced hotel
More Photos Swimming pool at Quality Inn
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn : 407a Cherry Blossom Way
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
407a Cherry Blossom Way, Georgetown, KY 40324 ~28.17 miles northwest of Winchester
  • Pool available: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Low priced Highway property
More Photos Pool image of Sleep Inn
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Mainstay Suites - Georgetown
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
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.
  • Cheap Highway hotel
More Photos Pool image of Mainstay Suites
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Studio 6 Georgetown Ky – Lexington North - Georgetown
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
401 Cherry Blossom Way, Georgetown, KY 40324 ~28.27 miles northwest of Winchester
  • Includes a pool
  • Two star Highway hotel
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 - Berea
+1-888-311-4278

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100 Main St. North, Berea, KY 40403 ~29.41 miles south of Winchester
  • Has swimming pool
  • Mid-scale Downtown property
More Photos Photo of Historic Boone Tavern Hotel and Restaurant Pool
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites - Morehead
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2650 Ky 801 North, Morehead, KY 40351 ~36.47 miles east of Winchester
  • Pool details: Our Beautifully located Outdoor heated pool is open to all guest from 8 am until 10 pm daily during operational seasons.
  • Economical property
More Photos Swimming pool at Comfort Inn & Suites
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Parkside Inn : 80 Chenault Rd.
+1-888-734-9421

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New Reservations: +1-888-734-9421 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.
  • Low-priced Highway property
More Photos Pool image of Best Western Parkside Inn
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn - Harrodsburg
+1-888-841-5292

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1680 Danville Rd., Harrodsburg, KY 40330 ~39.41 miles west of Winchester
  • Includes a pool: 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
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
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 property
More Photos Pool image of Best Western Lawrenceburg Inn
From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Capital Plaza Hotel
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
Wilkinson Blvd. Frankfort, Frankfort, KY 40601 ~39.90 miles west of Winchester
  • Pool in hotel: Indoor Pool 6AM-11PM
  • 3-star Downtown hotel
More Photos Pool image of Capital Plaza Hotel
From$110
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Eagles Inn : 110 Toms Dr.
+1-888-906-6358

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110 Toms Dr., Morehead, KY 40351 ~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 Pool image of Best Western Eagles Inn
From$80
Average 3.0 /5 Review Score Call BookMore Details
Capital Plaza Hotel : 405 Wilkinson Blvd.
+1-888-749-6785

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405 Wilkinson Blvd., Frankfort, KY 40601 ~40.67 miles west of Winchester
  • Pool available: Indoor Pool 6AM-11PM
  • Three Star Downtown hotel
More Photos Pool image of Capital Plaza Hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Redroof Plus : 210 Brenda Ave.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
210 Brenda Ave., Danville, KY 40422 ~41.14 miles southwest of Winchester
  • With a pool!
  • Inexpensive Rural property
More Photos hotel room
From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details

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