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.
+1-888-389-4121

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1307 West Lexington Ave., Winchester, KY 40391 +1-888-389-4121
  • Has swimming pool: Seasonal outdoor pool
  • Affordable Suburban property
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From$65
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Lex Hotel & Conference Center : 5532 Athens Boonesboro Rd.
+1-888-675-2083

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5532 Athens Boonesboro Rd., Lexington, KY 40509 +1-888-675-2083 ~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
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From$125
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites Lexington-Hamburg - Lexington
+1-800-716-8490

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2033 Bryant Rd., Lexington, KY 40509 +1-800-716-8490 ~12.65 miles west of Winchester
  • Pool available: Outdoor seasonal pool open 9 am - 10 pm.
  • Midscale Highway hotel
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From$99
Very good 4.0 /5 Review Score Call BookMore Details
Hyatt Place 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 +1-800-805-5223 ~12.71 miles west of Winchester
  • Includes a pool: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • 3 star Suburban property
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From$85
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Lexington Hamburg
+1-888-965-1860

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1976 Justice Dr., Lexington, KY 40509 +1-888-965-1860 ~12.76 miles west of Winchester
  • Includes a pool: The pool is open from 9am to 9pm.
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Sleep Inn Lexington
+1-888-788-5576

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1920 Plaudit Place, Lexington, KY 40509 +1-888-788-5576 ~12.93 miles west of Winchester
  • Includes a pool: Outdoor seasonal pool
  • Economical Rural property
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From$54
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place : 1790 Vendor Way
+1-888-897-9207

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1790 Vendor Way, Lexington, KY 40509 +1-888-897-9207 ~13.32 miles west of Winchester
  • Pool details: Indoor heated salt water pool
  • Three Star Suburban property
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From$78
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Mt Sterling North by IHG - Mt Sterling
+1-888-311-4278

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269 Evans Dr., Mt Sterling, KY 40353 +1-888-311-4278 ~13.65 miles east of Winchester
  • Pool available: Heated indoor pool, 20 x 40.
  • 3-star Highway property
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Spark by Hilton Lexington Hamburg
+1-888-469-4795

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2381 Buena Vista Dr., Lexington, KY 40505 +1-888-469-4795 ~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
  • Low Cost Highway hotel
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From$49
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites in 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 +1-888-734-9421 ~13.70 miles west of Winchester
  • Includes a pool: Indoor pool.
  • Two star Highway property
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From$68
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington East/I-75 - Lexington
+1-888-841-5292

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2211 Elkhorn Rd., Lexington, KY 40505 +1-888-841-5292 ~13.81 miles west of Winchester
  • Has swimming pool: Indoor pool open 7:00AM-11:00PM
  • Affordable Highway property
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From$76
Poor 2.0 /5 Read Reviews Call BookMore Details
Best Western Paris Inn in Paris
+1-888-455-5160

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2011 Alverson Dr., Paris, KY 40361 +1-888-455-5160 ~15.67 miles north of Winchester
  • Includes a pool
  • Cheap property
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From$45
Very good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Lexington North Hotel & Conference Center
+1-888-965-8297

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2143 North Broadway, Lexington, KY 40505 +1-888-965-8297 ~16.13 miles west of Winchester
  • Has swimming pool: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • 3-star Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Pointe in Richmond
+1-888-906-6358

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1751 Lexington Rd., Richmond, KY 40475 +1-888-906-6358 ~16.86 miles southwest of Winchester
  • Has swimming pool: Outdoor pool
  • Mid-scale Highway hotel
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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 +1-888-749-6785 ~17.02 miles southwest of Winchester
  • Pool available: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Inexpensive property
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From$43
Average 3.0 /5 Latest Reviews Call BookMore Details
Everhome Suites Lexington Horse Park - Lexington
+1-888-878-9982

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757 Newtown Springs Dr., Lexington, KY 40511 +1-888-878-9982 ~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.
  • Mid-scale Highway property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Lexington North - Lexington
+1-888-389-4485

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1080 Newtown Pike, Lexington, KY 40511 +1-888-389-4485 ~18.05 miles west of Winchester
  • Has swimming pool: Outdoor swimming pool - hours: 8 am - 10 pm
  • Affordable Suburban hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn Lexington North
+1-888-389-4121

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2100 Hackney Pl, Lexington, KY 40511 +1-888-389-4121 ~18.09 miles west of Winchester
  • Has swimming pool: We have an indoor pool, and hot tub. It is open from 7am-10pm.
  • Mid-scale Suburban hotel
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From$109
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn by Wyndham Lexington
+1-888-675-2083

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1920 Stanton Way, Lexington, KY 40511 +1-888-675-2083 ~18.10 miles west of Winchester
  • We have a pool ready for use
  • 3-star Highway hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Clarion Hotel Conference Center - North
+1-800-716-8490

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1950 Newtown Pike, Lexington, KY 40511 +1-800-716-8490 ~18.14 miles west of Winchester
  • Pool in hotel: Largest indoor pool in Lexington, open 7AM-11PM
  • Midscale Highway hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1801 Newtown Pike, Lexington, KY 40511 +1-800-805-5223 ~18.30 miles west of Winchester
  • Includes a swimming pool
  • 4 star Suburban hotel
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From$149
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Lexington Downt : 1000 Export St.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1000 Export St., Lexington, KY 40504 +1-888-965-1860 ~18.44 miles west of Winchester
  • Pool available: 9am-11pm. Indoor Heated Pool.
  • Mid-scale Downtown property
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From$115
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Lexington Near The University of Ke - Lexington
+1-888-788-5576

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863 South Broadway, Lexington, KY 40504 +1-888-788-5576 ~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.
  • Midscale Downtown hotel
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From$200
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall
+1-888-897-9207

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249 Ruccio Way, Lexington, KY 40503 +1-888-897-9207 ~19.00 miles west of Winchester
  • Includes a pool: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • Midscale Suburban property
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From$85
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Richmond Hotel : 100 Eastern Bypass
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
100 Eastern Bypass, Richmond, KY 40475 +1-888-311-4278 ~19.13 miles southwest of Winchester
  • Has swimming pool: Open from 7am to 11pm
  • Cheap Highway property
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From$49
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Richmond : 2006 Colby Taylor Dr.
+1-888-469-4795

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2006 Colby Taylor Dr., Richmond, KY 40475 +1-888-469-4795 ~19.32 miles southwest of Winchester
  • Has swimming pool: Seasonal Outdoor Pool Open from 9am-10pm
  • 2-star Highway property
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From$47
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Richmond
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1099 Barnes Mill Rd., Richmond, KY 40475 +1-888-734-9421 ~19.37 miles southwest of Winchester
  • Pool in hotel: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • Affordable Highway hotel
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From$74
Very good 4.0 /5 Review Score Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel in Lexington
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
125 Louie Place, Lexington, KY 40511 +1-888-841-5292 ~19.70 miles west of Winchester
  • We have a pool ready for use
  • Three Star Suburban property
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From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites : 1780 Sharkey Way
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1780 Sharkey Way, Lexington, KY 40511 +1-888-455-5160 ~19.79 miles west of Winchester
  • Has swimming 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 property
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From$90
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Lexington Keeneland / Airport - Lexington
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3110 Wall St., Lexington, KY 40513 +1-888-965-8297 ~20.38 miles west of Winchester
  • Pool in hotel: 6a-12a
  • 3-star Airport property
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From$94
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard Lexington Keeneland / Airport - Lexington
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3100 Wall St., Lexington, KY 40513 +1-888-906-6358 ~20.38 miles west of Winchester
  • Has swimming pool: Indoor Pool. Open Daily from 6am-11pm.
  • 3-star Airport hotel
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From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Lexington Keeneland Airport - Lexington
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3050 Lakecrest Circle, Lexington, KY 40513 +1-888-749-6785 ~20.43 miles west of Winchester
  • Includes a pool: Indoor Pool Open From 6am-11pm daily.
  • 3 star Airport hotel
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From$94
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Lexington South Keeneland / Airport in Lexington
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3060 Lakecrest Circle, Lexington, KY 40513 +1-888-878-9982 ~20.45 miles west of Winchester
  • Has a pool!
  • Three Star Suburban property
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From$75
Very good 4.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Georgetown - Georgetown
+1-888-389-4485

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250 Outlet Center Dr., Georgetown, KY 40324 +1-888-389-4485 ~25.12 miles northwest of Winchester
  • Includes a swimming pool
  • Cheap Highway hotel
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From$54
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington Georgetown - Georgetown
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
200 Tiger Way, Georgetown, KY 40324 +1-888-389-4121 ~25.20 miles northwest of Winchester
  • Has swimming pool: Our pool is outdoor and seasonal.
  • Three Star Highway hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington / Georgetown : 128 Darby Dr.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
128 Darby Dr., Georgetown, KY 40324 +1-888-675-2083 ~25.35 miles northwest of Winchester
  • Pool available: Indoor 10 AM to 10 PM
  • Mid-scale Highway property
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From$85
Average 3.0 /5 Reviews Call BookMore Details
Comfort Suites in Georgetown
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
121 Darby Dr., Georgetown, KY 40324 +1-800-716-8490 ~25.41 miles northwest of Winchester
  • Pool in hotel: Indoor heated pool and Hot Tub Rocking chair
  • Low Cost Highway property
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From$66
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel - Georgetown
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
132 Darby Dr., Georgetown, KY 40324 +1-800-805-5223 ~25.42 miles northwest of Winchester
  • We have a pool
  • 3-star Highway property
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From$67
Very good 4.5 /5 Review Score Call BookMore Details
Quality Inn - Berea
+1-888-965-1860

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365 Peggy Flats Rd., Berea, KY 40403 +1-888-965-1860 ~27.87 miles south of Winchester
  • Pool details: Pool is open daily from 10:00 AM-9:00 PM
  • Two-star hotel
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From$60
Very good 4.0 /5 Read Reviews Call BookMore Details
Sleep Inn
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
407a Cherry Blossom Way, Georgetown, KY 40324 +1-888-788-5576 ~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.
  • 2 star Highway hotel
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Mainstay Suites - Georgetown
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
407b Cherry Blossom Way, Georgetown, KY 40324 +1-888-897-9207 ~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 property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Historic Boone Tavern Hotel & Restaurant
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
100 Main St. North, Berea, KY 40403 +1-888-311-4278 ~29.41 miles south of Winchester
  • We have a pool ready for use
  • Affordable Downtown property
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From$85
Very good 4.0 /5 Guest 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 +1-888-469-4795 ~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.
  • Economy property
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From$69
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Parkside Inn
+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 +1-888-734-9421 ~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 property
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From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn in Harrodsburg
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1680 Danville Rd., Harrodsburg, KY 40330 +1-888-841-5292 ~39.41 miles west of Winchester
  • Pool in hotel: 60*40
  • Three Star Golf Course property
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From$80
Very good 4.0 /5 Reviews 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 +1-888-455-5160 ~39.86 miles west of Winchester
  • Includes a pool: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • 3-star Highway hotel
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From$70
Very good 4.0 /5 Guest 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 +1-888-965-8297 ~39.90 miles west of Winchester
  • Has swimming pool: Indoor Pool 6AM-11PM
  • 3 star Downtown hotel
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From$110
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Eagles Inn
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
110 Toms Dr., Morehead, KY 40351 +1-888-906-6358 ~40.46 miles east of Winchester
  • Has swimming pool: Pool hours are from 9am to 1030pm. We do offer a indoor heated pool.
  • Affordable Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn - Danville
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
96 Daniel Dr., Danville, KY 40422 +1-888-749-6785 ~40.72 miles southwest of Winchester
  • We have a pool ready for use
  • Affordable Rural property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Redroof Plus
+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 +1-888-878-9982 ~41.14 miles southwest of Winchester
  • We have a pool ready for use
  • 2 star Rural hotel
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From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
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