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 +1-888-389-4121
  • Pool available: Seasonal outdoor pool
  • Affordable Suburban property
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From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Lex Hotel & Conference
+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 in hotel: . 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 Latest Reviews Call BookMore Details
Homewood Suites Lexington-Hamburg
+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 details: Outdoor seasonal pool open 9 am - 10 pm.
  • Mid-scale Highway property
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From$99
Very Good 4.0 /5 Latest Reviews 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
  • Pool available: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • 3 star Suburban hotel
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From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Lexington Hamburg : 1976 Justice Dr.
+1-888-965-1860

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1976 Justice Dr., Lexington, KY 40509 +1-888-965-1860 ~12.76 miles west of Winchester
  • Has swimming pool: The pool is open from 9am to 9pm.
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Sleep Inn Lexington : 1920 Plaudit Place
+1-888-788-5576

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1920 Plaudit Place, Lexington, KY 40509 +1-888-788-5576 ~12.93 miles west of Winchester
  • Pool details: Outdoor seasonal pool
  • Cheap Rural hotel
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From$54
Average 3.0 /5 Review Score Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place
+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 available: Indoor heated salt water pool
  • Affordable Suburban hotel
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From$78
Very Good 4.0 /5 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 +1-888-311-4278 ~13.65 miles east of Winchester
  • Pool available: Heated indoor pool, 20 x 40.
  • Mid-scale Highway hotel
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Lexington
+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
  • Includes a pool: Heated indoor pool holding over 40,000 gallons of water, one of the largest in Fayette County. Hours 9am - 10pm
  • Inexpensive Highway property
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From$49
Average 3.0 /5 Recent 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 +1-888-734-9421 ~13.70 miles west of Winchester
  • Pool in hotel: Indoor pool.
  • Economical Highway property
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From$68
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Lexington Inn
+1-888-841-5292

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2221 Elkhorn Rd., Lexington, KY 40505 +1-888-841-5292 ~13.77 miles west of Winchester
  • Pool details: Indoor salt water pool.
  • Cheap Highway hotel
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From$43
Average 3.0 /5 Review Score 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 +1-888-455-5160 ~13.81 miles west of Winchester
  • Has swimming pool: Indoor pool open 7:00AM-11:00PM
  • Midscale Highway property
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From$76
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington, KY in Lexington
+1-888-965-8297

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2297 Executive Dr., Lexington, KY 40505 +1-888-965-8297 ~14.02 miles west of Winchester
  • Has swimming pool: Come join our heated indoor pool. It is opened from the hours of 9 to 10p.m.
  • Three Star Downtown hotel
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From$85
Average 3.0 /5 Reviews Call BookMore Details
Best Western Paris Inn - Paris
+1-888-906-6358

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2011 Alverson Dr., Paris, KY 40361 +1-888-906-6358 ~15.67 miles north of Winchester
  • Includes a swimming pool
  • Two star hotel
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From$45
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Lexington North Hotel & Conference Center in Lexington
+1-888-749-6785

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2143 North Broadway, Lexington, KY 40505 +1-888-749-6785 ~16.13 miles west of Winchester
  • Includes a pool: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe in Richmond
+1-888-878-9982

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1751 Lexington Rd., Richmond, KY 40475 +1-888-878-9982 ~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 Guest Reviews Call BookMore Details
Red Roof Inn Richmond Ky
+1-888-389-4485

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111 Bahama Court, Richmond, KY 40475 +1-888-389-4485 ~17.02 miles southwest of Winchester
  • Includes a pool: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • 2 star property
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From$43
Average 3.0 /5 Reviews Call BookMore Details
Everhome Suites Lexington North
+1-888-389-4121

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757 Newtown Springs Dr., Lexington, KY 40511 +1-888-389-4121 ~17.98 miles west of Winchester
  • Pool details: Seasonal Outdoor pool. Open from Memorial Day to Labor Day. 8 AM to 10 PM each day.
  • 3-star Highway property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn Lexington North : 1080 Newtown Pike
+1-888-675-2083

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1080 Newtown Pike, Lexington, KY 40511 +1-888-675-2083 ~18.05 miles west of Winchester
  • Pool available: Outdoor swimming pool - hours: 8 am - 10 pm
  • Four star Suburban hotel
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From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington North in Lexington
+1-800-716-8490

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2100 Hackney Place, Lexington, KY 40511 +1-800-716-8490 ~18.09 miles west of Winchester
  • Includes a pool: We have an indoor heated pool, and hote tub. It is open from 7am-10pm.
  • Midscale Suburban hotel
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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 +1-800-805-5223 ~18.10 miles west of Winchester
  • Our hotel comes with a pool
  • Affordable Highway property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Hotel Conference Center North in Lexington
+1-888-965-1860

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1950 Newtown Pike, Lexington, KY 40511 +1-888-965-1860 ~18.14 miles west of Winchester
  • Pool available: Largest indoor pool in Lexington, open 7AM-11PM
  • Affordable Highway hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1801 Newtown Pike, Lexington, KY 40511 +1-888-788-5576 ~18.30 miles west of Winchester
  • Pool in hotel
  • Expensive Suburban hotel
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From$149
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Lexington Downt in 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 +1-888-897-9207 ~18.44 miles west of Winchester
  • Pool in hotel: 9am-11pm. Indoor Heated Pool.
  • Three Star Downtown property
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From$115
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Lexington Near The University of Ke - Lexington
+1-888-311-4278

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863 South Broadway, Lexington, KY 40504 +1-888-311-4278 ~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.
  • Affordable Downtown property
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From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall : 249 Ruccio Way
+1-888-469-4795

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249 Ruccio Way, Lexington, KY 40503 +1-888-469-4795 ~19.00 miles west of Winchester
  • Pool available: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • Three Star Suburban property
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From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Richmond Hotel in Richmond
+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 +1-888-734-9421 ~19.13 miles southwest of Winchester
  • Pool details: Open from 7am to 11pm
  • Low-priced Highway hotel
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From$49
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Richmond, an IHG Hotel in Richmond
+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 +1-888-841-5292 ~19.31 miles southwest of Winchester
  • Has swimming pool: 7a.m to 10 p.m. 18 feet long. Dept is 3' to 6' deep
  • 3-star Highway property
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From$94
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn 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 +1-888-455-5160 ~19.32 miles southwest of Winchester
  • Pool in hotel: Outdoor pool Open from 9am-10pm
  • Low Cost Highway property
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From$47
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Richmond : 1099 Barnes Mill Rd.
+1-888-965-8297

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1099 Barnes Mill Rd., Richmond, KY 40475 +1-888-965-8297 ~19.37 miles southwest of Winchester
  • Pool details: We offer an indoor heated pool from 6:00 am - 12:00 am.
  • 3 star Highway property
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From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
125 Louie Place, Lexington, KY 40511 +1-888-906-6358 ~19.70 miles west of Winchester
  • Has a pool!
  • Midscale Suburban hotel
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites
+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 +1-888-749-6785 ~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 Guest Reviews Call BookMore Details
Residence Inn Lexington Keeneland / Airport : 3110 Wall St.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3110 Wall St., Lexington, KY 40513 +1-888-878-9982 ~20.38 miles west of Winchester
  • Pool details: 6a-12a
  • 3 star Airport property
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From$94
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard Lexington Keeneland / Airport
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
3100 Wall St., Lexington, KY 40513 +1-888-389-4485 ~20.38 miles west of Winchester
  • With a pool!
  • Three Star Airport property
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From$79
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Lexington Keeneland Airport
+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 +1-888-389-4121 ~20.43 miles west of Winchester
  • Pool in hotel: Indoor Pool
  • Three Star Airport property
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From$94
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington South Keeneland / Airport in 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 +1-888-675-2083 ~20.45 miles west of Winchester
  • Has a pool!
  • Mid-scale Suburban hotel
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From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Georgetown
+1-800-716-8490

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250 Outlet Center Dr., Georgetown, KY 40324 +1-800-716-8490 ~25.12 miles northwest of Winchester
  • Pool in hotel
  • 2 star Highway hotel
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From$54
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington Georgetown in 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 +1-800-805-5223 ~25.20 miles northwest of Winchester
  • Includes a pool: Our pool is outdoor and seasonal.
  • Mid-scale Highway property
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From$80
Average 3.0 /5 Read 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 +1-888-965-1860 ~25.35 miles northwest of Winchester
  • Pool available: Indoor 10 AM to 10 PM
  • Affordable Highway property
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From$85
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Suites : 121 Darby Dr.
+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 +1-888-788-5576 ~25.41 miles northwest of Winchester
  • Pool details: Indoor heated pool and Hot Tub Rocking chair
  • 2 star Highway property
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From$66
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel - Georgetown
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
132 Darby Dr., Georgetown, KY 40324 +1-888-897-9207 ~25.42 miles northwest of Winchester
  • With a pool!
  • Affordable Highway hotel
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From$67
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Quality Inn : 365 Peggy Flats Rd.
+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 +1-888-311-4278 ~27.87 miles south of Winchester
  • Pool available: Pool is open daily from 10:00 AM-9:00 PM
  • 2-star hotel
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From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Historic Boone Tavern Hotel & Restaurant
+1-888-469-4795

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100 Main St. North, Berea, KY 40403 +1-888-469-4795 ~29.41 miles south of Winchester
  • Includes a swimming pool
  • Midscale Downtown property
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From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Berea, an IHG Hotel in Berea
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
219 Paint Lick Rd., Berea, KY 40403 +1-888-734-9421 ~30.00 miles south of Winchester
  • Pool in hotel: Indoor pool. 3 feet to 6 feet deep
  • Cheap Highway hotel
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From$90
Very Good 4.0 /5 Read Reviews 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 +1-888-841-5292 ~36.47 miles east of Winchester
  • Includes a pool: Our Beautifully located Outdoor heated pool is open to all guest from 8 am until 10 pm daily during operational seasons.
  • 2 star hotel
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From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Parkside Inn
+1-888-455-5160

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80 Chenault Rd., Frankfort, KY 40601 +1-888-455-5160 ~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.
  • Two star Highway hotel
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn - Harrodsburg
+1-888-965-8297

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1680 Danville Rd., Harrodsburg, KY 40330 +1-888-965-8297 ~39.41 miles west of Winchester
  • Includes a pool: 60*40
  • 3 star Golf Course property
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From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Lawrenceburg Inn - Lawrenceburg
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
200 Plaza Dr., Lawrenceburg, KY 40342 +1-888-906-6358 ~39.86 miles west of Winchester
  • Pool in hotel: 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 Latest Reviews Call BookMore Details
Best Western Eagles Inn in Morehead
+1-888-749-6785

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110 Toms Dr., Morehead, KY 40351 +1-888-749-6785 ~40.46 miles east of Winchester
  • Pool in hotel: Pool hours are from 9am to 1030pm. We do offer a indoor heated pool.
  • Three Star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn in Danville
+1-888-878-9982

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96 Daniel Dr., Danville, KY 40422 +1-888-878-9982 ~40.72 miles southwest of Winchester
  • We have a pool
  • Three Star Rural hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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