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 in Winchester
+1-888-389-4121

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1307 West Lexington Ave., Winchester, KY 40391
  • Pool available: Seasonal outdoor pool
  • Mid-scale Suburban hotel
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 in Lexington
+1-888-675-2083

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5532 Athens Boonesboro Rd., Lexington, KY 40509 ~11.46 miles west of Winchester
  • Includes a pool: . Indoor pool is open 365 days a year from 8:00 am - 11 pm.
  • High-end Suburban hotel
More Photos Swimming pool at Hotel Lex Hotel & Conference
From$125
Average 3.0 /5 Hotel 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
  • Includes a pool: Outdoor seasonal pool open 9 am - 10 pm.
  • Mid-scale Highway property
More Photos Pool image of Homewood Suites Lexington-Hamburg
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Lexington - 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 available: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • Mid-scale Suburban property
More Photos Swimming pool at Hyatt Place Lexington
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Lexington Hamburg in Lexington
+1-888-965-1860

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1976 Justice Dr., Lexington, KY 40509 ~12.76 miles west of Winchester
  • Pool in hotel: 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 Read 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 details: Outdoor seasonal pool
  • Low Cost Rural property
More Photos Pool image of 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
  • Has swimming pool: Indoor heated salt water pool
  • Affordable Suburban property
More Photos Photo of Towneplace Suites Lexington South / Hamburg Place Pool
From$78
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Mt. Sterling North An Ihg Hotel in Mt Sterling
+1-888-311-4278

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269 Evans Dr., Mt Sterling, KY 40353 ~13.65 miles east of Winchester
  • Has swimming pool: Heated indoor pool, 20 x 40.
  • 3-star Highway property
More Photos Pool image of Holiday Inn Express & Suites Mt. Sterling North An Ihg Hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Lexington - Lexington
+1-888-469-4795

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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 property
More Photos Pool image of Quality Inn Lexington
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites
+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
  • Pool details: Indoor pool.
  • Low-priced Highway property
More Photos Swimming pool at Comfort Inn & Suites
From$68
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Lexington Inn - Lexington
+1-888-841-5292

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2221 Elkhorn Rd., Lexington, KY 40505 ~13.77 miles west of Winchester
  • Includes a pool: Indoor salt water pool.
  • Two star Highway property
More Photos Photo of Best Western Lexington Inn Pool
From$43
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington East/I-75
+1-888-455-5160

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2211 Elkhorn Rd., Lexington, KY 40505 ~13.81 miles west of Winchester
  • Pool details: Indoor pool open 7:00AM-11:00PM
  • Mid-scale Highway hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Lexington East/I-75
From$76
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington, KY : 2297 Executive Dr.
+1-888-965-8297

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2297 Executive Dr., Lexington, KY 40505 ~14.02 miles west of Winchester
  • Pool in hotel: Come join our heated indoor pool. It is opened from the hours of 9 to 10p.m.
  • Midscale Downtown hotel
More Photos Swimming pool at Country Inn & Suites by Radisson, Lexington, KY
From$85
Average 3.0 /5 Latest Reviews Call BookMore Details
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Best Western Paris Inn in Paris
+1-888-906-6358

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2011 Alverson Dr., Paris, KY 40361 ~15.67 miles north of Winchester
  • Has swimming pool
  • Cheap property
More Photos Photo of Best Western Paris Inn Pool
From$45
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Lexington North Hotel & Conference Center : 2143 North Broadway
+1-888-749-6785

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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 hotel
More Photos Pool image of Ramada by Wyndham Lexington North Hotel & Conference Center
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Clarion Pointe in Richmond
+1-888-878-9982

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1751 Lexington Rd., Richmond, KY 40475 ~16.86 miles southwest of Winchester
  • Includes a pool: Outdoor pool
  • Mid-scale Highway hotel
More Photos Swimming pool at Clarion Pointe
From$80
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Richmond Ky : 111 Bahama Court
+1-888-389-4485

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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
  • Low Cost hotel
More Photos Pool image of Red Roof Inn Richmond Ky
From$43
Average 3.0 /5 Read Reviews Call BookMore Details
Everhome Suites Lexington North - Lexington
+1-888-389-4121

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757 Newtown Springs Dr., Lexington, KY 40511 ~17.98 miles west of Winchester
  • Pool in hotel: 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 North Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Lexington North
+1-888-675-2083

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1080 Newtown Pike, Lexington, KY 40511 ~18.05 miles west of Winchester
  • Pool in hotel: Outdoor swimming pool - hours: 8 am - 10 pm
  • Four-star Suburban property
More Photos Swimming pool at Residence Inn Lexington North
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington North : 2100 Hackney Place
+1-800-716-8490

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2100 Hackney Place, Lexington, KY 40511 ~18.09 miles west of Winchester
  • Pool available: We have an indoor heated pool, and hote tub. It is open from 7am-10pm.
  • Affordable Suburban property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Lexington North
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn by Wyndham Lexington
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1920 Stanton Way, Lexington, KY 40511 ~18.10 miles west of Winchester
  • Includes a pool
  • Midscale Highway property
More Photos Pool image of La Quinta Inn by Wyndham Lexington
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Hotel Conference Center North - Lexington
+1-888-965-1860

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1950 Newtown Pike, Lexington, KY 40511 ~18.14 miles west of Winchester
  • Pool details: Largest indoor pool in Lexington, open 7AM-11PM
  • Mid-scale Highway hotel
More Photos Pool image of Clarion Hotel Conference Center North
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream
+1-888-788-5576

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1801 Newtown Pike, Lexington, KY 40511 ~18.30 miles west of Winchester
  • With a pool!
  • Four-star Suburban hotel
More Photos Pool image of Embassy Suites by Hilton Lexington/UK Coldstream
From$149
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Lexington Downt - Lexington
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1000 Export St., Lexington, KY 40504 ~18.44 miles west of Winchester
  • Pool available: 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 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Lexington Near The University of Ke - Lexington
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
863 South Broadway, Lexington, KY 40504 ~18.60 miles west of Winchester
  • Pool available: The pool is open from 8:00 am-11:00 pm, daily. It is an indoor pool w/ hot tub.
  • Midscale Downtown property
More Photos Swimming pool at Springhill Suites by Marriott Lexington Near The University of Ke
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall
+1-888-469-4795

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249 Ruccio Way, Lexington, KY 40503 ~19.00 miles west of Winchester
  • Has swimming pool: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • Affordable Suburban property
More Photos Pool image of Homewood Suites by Hilton Lexington Fayette Mall
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Richmond Hotel : 100 Eastern Bypass
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
100 Eastern Bypass, Richmond, KY 40475 ~19.13 miles southwest of Winchester
  • Pool details: Open from 7am to 11pm
  • Inexpensive Highway property
More Photos Swimming pool at Best Western Richmond Hotel
From$49
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Richmond, an IHG Hotel : 1990 Colby Taylor Dr.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1990 Colby Taylor Dr., Richmond, KY 40475 ~19.31 miles southwest of Winchester
  • Includes a pool: 7a.m to 10 p.m. 18 feet long. Dept is 3' to 6' deep
  • Mid-scale Highway hotel
More Photos Swimming pool at Holiday Inn Express & Suites Richmond, an IHG Hotel
From$94
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Richmond in Richmond
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2006 Colby Taylor Dr., Richmond, KY 40475 ~19.32 miles southwest of Winchester
  • Pool available: Outdoor pool Open from 9am-10pm
  • Low Cost Highway property
More Photos Swimming pool at Quality Inn Richmond
From$47
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Richmond
+1-888-965-8297

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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.
  • Mid-scale Highway property
More Photos Pool image of Hampton Inn Richmond
From$74
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel
+1-888-906-6358

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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 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites : 1780 Sharkey Way
+1-888-749-6785

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New Reservations: +1-888-749-6785 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.
  • Midscale Downtown hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Pool
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn Lexington Keeneland / Airport
+1-888-878-9982

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3110 Wall St., Lexington, KY 40513 ~20.38 miles west of Winchester
  • Has swimming pool: 6a-12a
  • 3 star Airport property
More Photos Pool image of Residence Inn Lexington Keeneland / Airport
From$94
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard Lexington Keeneland / Airport : 3100 Wall St.
+1-888-389-4485

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3100 Wall St., Lexington, KY 40513 ~20.38 miles west of Winchester
  • We have a pool ready for use
  • 3-star Airport property
More Photos Swimming pool at Courtyard Lexington Keeneland / Airport
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Lexington Keeneland Airport in Lexington
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
3050 Lakecrest Circle, Lexington, KY 40513 ~20.43 miles west of Winchester
  • Includes a pool: Indoor Pool
  • 3-star Airport hotel
More Photos Pool image of Fairfield Inn & Suites Lexington Keeneland Airport
From$94
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Lexington South Keeneland / Airport - Lexington
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
3060 Lakecrest Circle, Lexington, KY 40513 ~20.45 miles west of Winchester
  • Includes a pool
  • 3 star Suburban property
More Photos Pool image of Hampton Inn Lexington South Keeneland / Airport
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Georgetown in Georgetown
+1-800-716-8490

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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 hotel
More Photos Photo of Baymont by Wyndham Georgetown Pool
From$54
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington Georgetown
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
200 Tiger Way, Georgetown, KY 40324 ~25.20 miles northwest of Winchester
  • Includes a pool: Our pool is outdoor and seasonal.
  • Mid-scale Highway property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Lexington Georgetown
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Lexington / Georgetown
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
128 Darby Dr., Georgetown, KY 40324 ~25.35 miles northwest of Winchester
  • Has swimming pool: Indoor 10 AM to 10 PM
  • Midscale Highway property
More Photos Swimming pool at Hampton Inn Lexington / Georgetown
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Suites
+1-888-788-5576

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New Reservations: +1-888-788-5576 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
  • Inexpensive Highway hotel
More Photos Swimming pool at Comfort Suites
From$66
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel in Georgetown
+1-888-897-9207

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132 Darby Dr., Georgetown, KY 40324 ~25.42 miles northwest of Winchester
  • We have a pool ready for use
  • Midscale Highway property
More Photos Swimming pool at Best Western Plus Georgetown Corporate Center Hotel
From$67
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Quality Inn - Berea
+1-888-311-4278

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New Reservations: +1-888-311-4278 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
  • Cheap hotel
More Photos Swimming pool at Quality Inn
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Historic Boone Tavern Hotel & Restaurant : 100 Main St. North
+1-888-469-4795

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100 Main St. North, Berea, KY 40403 ~29.41 miles south of Winchester
  • We have a pool
  • 3-star Downtown property
More Photos Swimming pool at Historic Boone Tavern Hotel & Restaurant
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Berea, an IHG Hotel - Berea
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
219 Paint Lick Rd., Berea, KY 40403 ~30.00 miles south of Winchester
  • Pool in hotel: Indoor pool. 3 feet to 6 feet deep
  • Low-priced Highway hotel
More Photos Pool image of Holiday Inn Express Berea, an IHG Hotel
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites - Morehead
+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.
  • Economical property
More Photos Pool image of Comfort Inn & Suites
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Parkside Inn - Frankfort
+1-888-455-5160

How should we direct your call?

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80 Chenault Rd., Frankfort, KY 40601 ~36.61 miles west of Winchester
  • Pool details: 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 hotel
More Photos Pool image of Best Western Parkside Inn
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn - Harrodsburg
+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 property
More Photos Photo of Quality Inn Pool
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Lawrenceburg Inn : 200 Plaza Dr.
+1-888-906-6358

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200 Plaza Dr., Lawrenceburg, KY 40342 ~39.86 miles west of Winchester
  • Pool available: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • Affordable Highway property
More Photos Photo of Best Western Lawrenceburg Inn Pool
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Eagles Inn : 110 Toms Dr.
+1-888-749-6785

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110 Toms Dr., Morehead, KY 40351 ~40.46 miles east of Winchester
  • Pool in hotel: Pool hours are from 9am to 1030pm. We do offer a indoor heated pool.
  • Mid-scale Suburban hotel
More Photos Swimming pool at Best Western Eagles Inn
From$80
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn - Danville
+1-888-878-9982

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96 Daniel Dr., Danville, KY 40422 ~40.72 miles southwest of Winchester
  • Has swimming pool
  • Midscale Rural property
More Photos Pool image of Quality Inn
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details

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