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 - Winchester
+1-888-389-4121

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1307 West Lexington Ave., Winchester, KY 40391 +1-888-389-4121
  • Pool available: Seasonal outdoor pool
  • Midscale Suburban property
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From$65
Very good 4.0 /5 Read Reviews Call BookMore Details
Hotel Lex Hotel & Conference Center
+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 details: . Indoor pool is open 365 days a year from 8:00 am - 11 pm.
  • High end Suburban property
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From$70
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites Lexington-Hamburg in Lexington
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2033 Bryant Rd., Lexington, KY 40509 +1-800-716-8490 ~12.65 miles west of Winchester
  • Includes a pool: Outdoor seasonal pool open 9 am - 10 pm.
  • Affordable Highway hotel
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From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Lexington : 2001 Bryant Rd.
+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
  • Has swimming pool: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • Affordable Suburban hotel
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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
  • Pool available: The pool is open from 9am to 9pm.
  • 3-star Suburban hotel
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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
  • Pool available: Outdoor seasonal pool
  • Low-priced Rural property
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From$54
Average 3.0 /5 Reviews 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
  • Has swimming pool: Indoor heated salt water pool
  • Three Star Suburban hotel
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From$78
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Spark by Hilton Lexington Hamburg
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2381 Buena Vista Dr., Lexington, KY 40505 +1-888-311-4278 ~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
  • 2 star Highway property
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From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2400 Buena Vista, Lexington, KY 40505 +1-888-469-4795 ~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 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 +1-888-734-9421 ~13.77 miles west of Winchester
  • Includes a pool: Indoor salt water pool.
  • Two star Highway property
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From$43
Average 3.0 /5 Review Score Call BookMore Details
Best Western Paris Inn
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2011 Alverson Dr., Paris, KY 40361 +1-888-841-5292 ~15.67 miles north of Winchester
  • We have a pool
  • Low-priced property
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From$45
Very good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Lexington North Hotel & Conference Center : 2143 North Broadway
+1-888-455-5160

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2143 North Broadway, Lexington, KY 40505 +1-888-455-5160 ~16.13 miles west of Winchester
  • Has swimming pool: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lexington
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1987 North Broadway Lexington Kentucky, Lexington, KY 40505 +1-888-965-8297 ~16.23 miles west of Winchester
  • Pool available: Seasonal outdoor pool Hours 9am-9pm
  • Mid-scale Highway hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe - Richmond
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1751 Lexington Rd., Richmond, KY 40475 +1-888-906-6358 ~16.86 miles southwest of Winchester
  • Has swimming pool: Outdoor pool
  • 3 star Highway property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Richmond, KY in Richmond
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
111 Bahama Court, Richmond, KY 40475 +1-888-749-6785 ~17.02 miles southwest of Winchester
  • Has swimming pool: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Two-star property
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From$43
Average 3.0 /5 Recent Reviews Call BookMore Details
Extended Stay America Suites Lexington Tates Creek - Lexington
+1-888-878-9982

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3575 Tates Creek Rd., Lexington, KY 40517 +1-888-878-9982 ~17.13 miles west of Winchester
  • Pool details: Not applicable. We do not have a pool.
  • Cheap Downtown hotel
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From$39
Average 3.5 /5 Hotel Reviews Call BookMore Details
Everhome Suites Lexington Horse Park - Lexington
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
757 Newtown Springs Dr., Lexington, KY 40511 +1-888-389-4485 ~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.
  • 3-star Highway hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Lexington North
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1080 Newtown Pike, Lexington, KY 40511 +1-888-389-4121 ~18.05 miles west of Winchester
  • Pool details: Outdoor swimming pool - hours: 8 am - 10 pm
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn Lexington North - 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 +1-888-675-2083 ~18.09 miles west of Winchester
  • Includes a pool: We have an indoor pool, and hot tub. It is open from 7am-10pm.
  • Affordable Suburban hotel
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From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn by Wyndham 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 +1-800-716-8490 ~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 Hotel Reviews Call BookMore Details
Clarion Hotel Conference Center - North
+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 +1-800-805-5223 ~18.14 miles west of Winchester
  • Pool in hotel: Largest indoor pool in Lexington, open 7AM-11PM
  • Affordable Highway property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream in Lexington
+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 +1-888-965-1860 ~18.30 miles west of Winchester
  • Has a pool!
  • High-end Suburban property
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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

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1000 Export St., Lexington, KY 40504 +1-888-788-5576 ~18.44 miles west of Winchester
  • Pool available: 9am-11pm. Indoor Heated Pool.
  • Midscale Downtown property
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From$115
Very good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Lexington Fayette Mall
+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 +1-888-897-9207 ~19.00 miles west of Winchester
  • Pool details: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • 3 star Suburban property
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From$85
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Richmond Hotel - Richmond
+1-888-311-4278

How should we direct your call?

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
  • Pool available: Open from 7am to 11pm
  • Economy Highway property
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From$49
Very good 4.0 /5 Latest 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
  • Pool details: Seasonal Outdoor Pool Open from 9am-10pm
  • Low Cost Highway hotel
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From$47
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Richmond in Richmond
+1-888-734-9421

How should we direct your call?

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.
  • 3 star Highway hotel
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From$74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel
+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
  • Includes a pool: Large Indoor Pool
  • 3-star Suburban property
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From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites - Lexington
+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
  • 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.
  • 3 star Downtown hotel
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From$90
Very good 4.0 /5 Reviews Call BookMore Details
Courtyard Lexington Keeneland / Airport in Lexington
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3100 Wall St., Lexington, KY 40513 +1-888-965-8297 ~20.38 miles west of Winchester
  • Includes a pool: Indoor Pool. Open Daily from 6am-11pm.
  • Mid-scale Airport hotel
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From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn Lexington Keeneland / Airport
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3110 Wall St., Lexington, KY 40513 +1-888-906-6358 ~20.38 miles west of Winchester
  • Has swimming pool: 6a-12a
  • 3-star Airport hotel
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From$94
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Lexington Keeneland Airport in Lexington
+1-888-749-6785

How should we direct your call?

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.
  • Midscale Airport property
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From$94
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington South Keeneland / Airport : 3060 Lakecrest Circle
+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 swimming pool: Indoor Pool
  • 3 star Suburban property
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From$75
Very good 4.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham Georgetown - Georgetown
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
250 Outlet Center Dr., Georgetown, KY 40324 +1-888-389-4485 ~25.12 miles northwest of Winchester
  • Pool in hotel
  • Two star Highway property
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From$54
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Lexington / Georgetown
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
128 Darby Dr., Georgetown, KY 40324 +1-888-389-4121 ~25.35 miles northwest of Winchester
  • Has swimming pool: Indoor 10 AM to 10 PM
  • 3 star Highway property
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From$85
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Suites
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
121 Darby Dr., Georgetown, KY 40324 +1-888-675-2083 ~25.41 miles northwest of Winchester
  • Pool available: Indoor heated pool and Hot Tub Rocking chair
  • 2 star Highway property
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From$66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
132 Darby Dr., Georgetown, KY 40324 +1-800-716-8490 ~25.42 miles northwest of Winchester
  • Has a pool!
  • Affordable Highway hotel
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From$67
Very good 4.5 /5 Guest Reviews Call BookMore Details
Quality Inn
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
365 Peggy Flats Rd., Berea, KY 40403 +1-800-805-5223 ~27.87 miles south of Winchester
  • Pool details: Pool is open daily from 10:00 AM-9:00 PM
  • Economy hotel
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From$60
Very good 4.0 /5 Reviews Call BookMore Details
Sleep Inn
+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 +1-888-965-1860 ~28.17 miles northwest of Winchester
  • Has swimming pool: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • 2-star Highway property
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Mainstay Suites - Georgetown
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
407b Cherry Blossom Way, Georgetown, KY 40324 +1-888-788-5576 ~28.17 miles northwest of Winchester
  • Pool available: We have an indoor heated salt water pool. It is open from 5am till 11pm daily.
  • Economical Highway property
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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 +1-888-897-9207 ~28.27 miles northwest of Winchester
  • We have a pool
  • 2 star Highway property
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From$48
Average 3.0 /5 Latest Reviews Call BookMore Details
Historic Boone Tavern Hotel and Restaurant
+1-888-311-4278

How should we direct your call?

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
  • Includes a swimming pool
  • Mid-scale Downtown hotel
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From$85
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites
+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 available: Our Beautifully located Outdoor heated pool is open to all guest from 8 am until 10 pm daily during operational seasons.
  • Cheap property
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From$69
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Parkside Inn in Frankfort
+1-888-734-9421

How should we direct your call?

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
  • Has swimming 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.
  • Economical Highway property
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From$89
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn : 1680 Danville Rd.
+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 details: 60*40
  • 3 star Golf Course hotel
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From$80
Very good 4.0 /5 Recent 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
  • Pool in hotel: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • Affordable Highway property
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From$70
Very good 4.0 /5 Reviews Call BookMore Details
Capital Plaza Hotel
+1-888-965-8297

How should we direct your call?

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
  • Includes a pool: Indoor Pool 6AM-11PM
  • Affordable Downtown hotel
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From$110
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Eagles Inn in Morehead
+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
  • Pool in hotel: 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.
  • Midscale Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Capital Plaza Hotel
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
405 Wilkinson Blvd., Frankfort, KY 40601 +1-888-749-6785 ~40.67 miles west of Winchester
  • Pool available: Indoor Pool 6AM-11PM
  • 3-star Downtown hotel
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From$80
Average 3.0 /5 Read 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
  • With a pool!
  • Cheap Rural property
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From$69
Average 3.0 /5 Review Score Call BookMore Details
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