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
  • Includes a pool: Seasonal outdoor pool
  • 3-star Suburban hotel
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From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Winchester
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1025 Early Dr., Winchester, KY 40391 +1-888-675-2083
  • With a pool!
  • Mid-scale Highway hotel
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From$134
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Lex Hotel & Conference - Lexington
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
5532 Athens Boonesboro Rd., Lexington, KY 40509 +1-800-716-8490 ~11.46 miles west of Winchester
  • Has swimming pool: . Indoor pool is open 365 days a year from 8:00 am - 11 pm.
  • High-end Suburban property
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites Lexington Hamburg
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2033 Bryant Rd., Lexington, KY 40509 +1-800-805-5223 ~12.65 miles west of Winchester
  • Pool details: Outdoor seasonal pool open 9 am - 10 pm.
  • Midscale Highway property
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Lexington
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2001 Bryant Rd., Lexington, KY 40509 +1-888-965-1860 ~12.71 miles west of Winchester
  • Has swimming pool: 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 Hotel Reviews Call BookMore Details
Holiday Inn Lexington Hamburg
+1-888-788-5576

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1976 Justice Dr., Lexington, KY 40509 +1-888-788-5576 ~12.76 miles west of Winchester
  • Pool details: The pool is open from 9am to 9pm.
  • Midscale Suburban hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Sleep Inn
+1-888-897-9207

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1920 Plaudit Pl, Lexington, KY 40509 +1-888-897-9207 ~12.93 miles west of Winchester
  • Has swimming pool: Outdoor seasonal pool
  • Midscale Rural property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1790 Vendor Way, Lexington, KY 40509 +1-888-311-4278 ~13.32 miles west of Winchester
  • Includes a pool: Indoor heated salt water pool
  • Midscale Suburban property
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From$78
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Mt. Sterling North An Ihg Hotel - Mt Sterling
+1-888-469-4795

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269 Evans Dr., Mt Sterling, KY 40353 +1-888-469-4795 ~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 Hotel Reviews Call BookMore Details
Quality Inn Lexington in Lexington
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2381 Buena Vista Dr., Lexington, KY 40505 +1-888-734-9421 ~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
  • Cheap Highway hotel
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From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites : 2400 Buena Vista
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2400 Buena Vista, Lexington, KY 40505 +1-888-841-5292 ~13.70 miles west of Winchester
  • Pool in hotel: Indoor pool.
  • Two-star Highway property
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From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Lexington Inn in Lexington
+1-888-455-5160

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2221 Elkhorn Rd., Lexington, KY 40505 +1-888-455-5160 ~13.77 miles west of Winchester
  • Includes a pool: Indoor salt water pool.
  • 2-star Highway property
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From$43
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington East/I-75 in Lexington
+1-888-965-8297

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2211 Elkhorn Rd., Lexington, KY 40505 +1-888-965-8297 ~13.81 miles west of Winchester
  • Pool details: Indoor pool open 7:00AM-11:00PM
  • Three Star Highway hotel
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From$76
Poor 2.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson, Lexington, KY : 2297 Executive Dr.
+1-888-906-6358

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2297 Executive Dr., Lexington, KY 40505 +1-888-906-6358 ~14.02 miles west of Winchester
  • Pool available: Come join our heated indoor pool. It is opened from the hours of 9 to 10p.m.
  • 3-star Downtown property
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From$85
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Paris Inn
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2011 Alverson Dr., Paris, KY 40361 +1-888-749-6785 ~15.67 miles north of Winchester
  • With a pool!
  • Cheap property
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From$45
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada Hotel & Conference Center Lexington in Lexington
+1-888-878-9982

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2143 North Broadway, Lexington, KY 40505 +1-888-878-9982 ~16.13 miles west of Winchester
  • Has swimming pool: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • Midscale Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Pointe in Richmond
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1751 Lexington Rd., Richmond, KY 40475 +1-888-389-4485 ~16.86 miles southwest of Winchester
  • Includes a pool: Outdoor pool
  • 3 star Highway property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Richmond, KY
+1-888-389-4121

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111 Bahama Court, Richmond, KY 40475 +1-888-389-4121 ~17.02 miles southwest of Winchester
  • Includes a pool: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Inexpensive property
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From$43
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Lexington North
+1-888-675-2083

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775 Newtown Court, Lexington, KY 40511 +1-888-675-2083 ~17.91 miles west of Winchester
  • Includes a pool: 6a.m to 11p.m.
  • Midscale Highway property
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From$109
Very Good 4.0 /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 +1-800-716-8490 ~18.10 miles west of Winchester
  • Has swimming pool
  • Three Star Highway hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Lexington/UK Coldstream in Lexington
+1-800-805-5223

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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
  • Has swimming 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
+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
  • Has swimming pool: 9am-11pm. Indoor Heated Pool.
  • Three Star Downtown hotel
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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
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
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 property
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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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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.
  • Mid-scale Suburban hotel
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From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Richmond Hotel in 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 in hotel: Open from 7am to 11pm
  • Economical Highway hotel
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From$49
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Richmond : 1990 Colby Taylor Dr.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1990 Colby Taylor Dr., Richmond, KY 40475 +1-888-469-4795 ~19.31 miles southwest of Winchester
  • Pool in hotel: 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 Read Reviews Call BookMore Details
Quality Inn Richmond
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2006 Colby Taylor Dr., Richmond, KY 40475 +1-888-734-9421 ~19.32 miles southwest of Winchester
  • Pool in hotel: Outdoor pool Open from 9am-10pm
  • Cheap Highway property
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From$47
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Richmond
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1099 Barnes Mill Rd., Richmond, KY 40475 +1-888-841-5292 ~19.37 miles southwest of Winchester
  • Pool available: 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 Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel - Lexington
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
125 Louie Place, Lexington, KY 40511 +1-888-455-5160 ~19.70 miles west of Winchester
  • We have a 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
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1780 Sharkey Way, Lexington, KY 40511 +1-888-965-8297 ~19.79 miles west of Winchester
  • Includes a 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.
  • 3-star Downtown property
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Lexington Keeneland/Airport : 3110 Wall St.
+1-888-906-6358

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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
  • Pool details: 6a-12a
  • Three Star Airport hotel
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From$94
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard Lexington Keeneland / Airport : 3100 Wall St.
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3100 Wall St., Lexington, KY 40513 +1-888-749-6785 ~20.38 miles west of Winchester
  • Includes a pool
  • 3-star Airport hotel
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From$94
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Lexington Keeneland Airport - Lexington
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3050 Lakecrest Circle, Lexington, KY 40513 +1-888-878-9982 ~20.43 miles west of Winchester
  • Includes a pool: Indoor Pool
  • Affordable Airport property
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From$94
Very Good 4.0 /5 Guest 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
  • Has a pool!
  • Cheap Highway hotel
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From$54
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington Georgetown
+1-888-389-4121

How should we direct your call?

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.
  • Affordable Highway property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Suites : 121 Darby Dr.
+1-888-675-2083

How should we direct your call?

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
  • Has swimming pool: Indoor heated pool and Hot Tub We have a private grill area off of the pool with a fire pit and rocking chairs.
  • Two 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
+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 swimming pool
  • Midscale Highway property
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From$67
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Quality Inn : 365 Peggy Flats Rd.
+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
  • Low Cost hotel
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From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn - Georgetown
+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 hotel
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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
  • Includes a 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 Recent Reviews Call BookMore Details
Historic Boone Tavern Hotel & Restaurant
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
100 Main St. North, Berea, KY 40403 +1-888-897-9207 ~29.41 miles south of Winchester
  • We have a pool
  • Three Star Downtown property
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From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Berea : 219 Paint Lick Rd.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
219 Paint Lick Rd., Berea, KY 40403 +1-888-311-4278 ~30.00 miles south of Winchester
  • Pool in hotel: Indoor pool. 3 feet to 6 feet deep
  • Cheap Highway property
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites in 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
  • Has swimming pool: Our Beautifully located Outdoor heated pool is open to all guest from 8 am until 10 pm daily during operational seasons.
  • Low priced hotel
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From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Parkside Inn : 80 Chenault Rd.
+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
  • Pool available: 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 hotel
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From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Lawrenceburg Inn : 200 Plaza Dr.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
200 Plaza Dr., Lawrenceburg, KY 40342 +1-888-841-5292 ~39.86 miles west of Winchester
  • Pool details: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • Mid-scale Highway property
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From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Eagles Inn
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
110 Toms Dr., Morehead, KY 40351 +1-888-455-5160 ~40.46 miles east of Winchester
  • Includes a pool: Pool hours are from 9am to 1030pm. We do offer a indoor heated pool.
  • Midscale Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Capital Plaza Hotel : 405 Wilkinson Blvd.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
405 Wilkinson Blvd., Frankfort, KY 40601 +1-888-965-8297 ~40.70 miles west of Winchester
  • Pool details: Indoor Pool 6AM-11PM
  • Three Star Downtown property
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From$79
Average 3.5 /5 Review Score Call BookMore Details
Hampton by Hilton
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
100 Montgomery Way, Danville, KY 40422 +1-888-906-6358 ~40.73 miles southwest of Winchester
  • Has swimming pool: indoor heated pool open 6am-11pm daily
  • Mid-scale Rural property
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From$80
Very Good 4.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Danville : 200 Shannon Way
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
200 Shannon Way, Danville, KY 40422 +1-888-749-6785 ~40.88 miles southwest of Winchester
  • Pool details: Indoor Pool
  • Economy property
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From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Plus
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
Brenda Ave. Danville, Danville, KY 40422 +1-888-878-9982 ~41.19 miles southwest of Winchester
  • Includes a pool: Outdoor seasonal pool - memorial day- labor day.
  • Economy property
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From$60
Average 3.0 /5 Reviews Call BookMore Details
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