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
  • Pool details: Seasonal outdoor pool
  • Affordable Suburban hotel
More Photos Photo of Best Western Winchester Hotel Pool
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Hampton Inn Winchester - Winchester
+1-888-675-2083

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1025 Early Dr., Winchester, KY 40391
  • Has swimming pool
  • 3-star Highway hotel
More Photos Pool image of Hampton Inn Winchester
From$134
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Lex Hotel & Conference : 5532 Athens Boonesboro Rd.
+1-800-716-8490

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5532 Athens Boonesboro Rd., Lexington, KY 40509 ~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 property
More Photos Pool image of Hotel Lex Hotel & Conference
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Lexington Hamburg
+1-800-805-5223

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2033 Bryant Rd., Lexington, KY 40509 ~12.65 miles west of Winchester
  • Pool details: Outdoor seasonal pool open 9 am - 10 pm.
  • 3 star Highway hotel
More Photos Photo of Homewood Suites Lexington Hamburg Pool
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Lexington
+1-888-965-1860

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2001 Bryant Rd., Lexington, KY 40509 ~12.71 miles west of Winchester
  • Has swimming pool: Hyatt Place Lexington offers an indoor pool open 6am - 10pm daily.
  • Three Star Suburban property
More Photos Swimming pool at Hyatt Place Lexington
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Lexington Hamburg
+1-888-788-5576

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

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1920 Plaudit Pl, Lexington, KY 40509 ~12.93 miles west of Winchester
  • Pool in hotel: Outdoor seasonal pool
  • Mid-scale Rural hotel
More Photos Photo of Sleep Inn Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place in Lexington
+1-888-311-4278

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1790 Vendor Way, Lexington, KY 40509 ~13.32 miles west of Winchester
  • Pool available: Indoor heated salt water pool
  • Affordable Suburban hotel
More Photos Swimming pool at Towneplace Suites Lexington South / Hamburg Place
From$78
Very Good 4.0 /5 Guest 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 ~13.65 miles east of Winchester
  • Includes a pool: Heated indoor pool, 20 x 40.
  • 3 star Highway hotel
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
+1-888-734-9421

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2381 Buena Vista Dr., Lexington, KY 40505 ~13.66 miles west of Winchester
  • Has swimming pool: Heated indoor pool holding over 40,000 gallons of water, one of the largest in Fayette County. Hours 9am - 10pm
  • Cheap Highway hotel
More Photos Photo of Quality Inn Lexington Pool
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites : 2400 Buena Vista
+1-888-841-5292

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2400 Buena Vista, Lexington, KY 40505 ~13.70 miles west of Winchester
  • Pool available: Indoor pool.
  • Two star Highway hotel
More Photos Swimming pool at Comfort Inn & Suites
From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Lexington Inn
+1-888-455-5160

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2221 Elkhorn Rd., Lexington, KY 40505 ~13.77 miles west of Winchester
  • Pool details: Indoor salt water pool.
  • 2-star Highway property
More Photos Photo of Best Western Lexington Inn Pool
From$43
Average 3.0 /5 Review Score 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 ~13.81 miles west of Winchester
  • Pool in hotel: Indoor pool open 7:00AM-11:00PM
  • Midscale Highway hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Lexington East/I-75
From$76
Poor 2.0 /5 Review Score Call BookMore Details
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Country Inn & Suites by Radisson Lexington Ky
+1-888-906-6358

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2297 Executive Dr., Lexington, KY 40505 ~14.02 miles west of Winchester
  • Pool details: Come join our heated indoor pool. It is opened from the hours of 9 to 10p.m.
  • Mid-scale Downtown hotel
More Photos Pool image of Country Inn & Suites by Radisson Lexington Ky
From$85
Average 3.0 /5 Review Score Call BookMore Details
Best Western Paris Inn
+1-888-749-6785

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2011 Alverson Dr., Paris, KY 40361 ~15.67 miles north of Winchester
  • Pool in hotel
  • 2-star property
More Photos Pool image of Best Western Paris Inn
From$45
Very Good 4.0 /5 Review Score Call BookMore Details
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Ramada Hotel & Conference Center Lexington - Lexington
+1-888-878-9982

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2143 North Broadway, Lexington, KY 40505 ~16.13 miles west of Winchester
  • Pool available: Indoor Pool & Out Door Pool (Seasonal) open from 7am-10pm
  • Midscale Suburban hotel
More Photos Photo of Ramada Hotel & Conference Center Lexington Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Pointe
+1-888-389-4485

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1751 Lexington Rd., Richmond, KY 40475 ~16.86 miles southwest of Winchester
  • Pool details: Outdoor pool
  • Midscale Highway hotel
More Photos Photo of Clarion Pointe Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Richmond, KY
+1-888-389-4121

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111 Bahama Court, Richmond, KY 40475 ~17.02 miles southwest of Winchester
  • Pool details: Indoor pool Hours: 6AM-10PM Pool is currently closed due to COVID
  • Two-star hotel
More Photos Swimming pool at Red Roof Inn Richmond, KY
From$43
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Lexington North in Lexington
+1-888-675-2083

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775 Newtown Court, Lexington, KY 40511 ~17.91 miles west of Winchester
  • Pool in hotel: 6a.m to 11p.m.
  • Affordable Highway property
More Photos Photo of Courtyard by Marriott Lexington North Pool
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn by Wyndham Lexington - Lexington
+1-800-716-8490

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1920 Stanton Way, Lexington, KY 40511 ~18.10 miles west of Winchester
  • Pool in hotel
  • 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
Embassy Suites by Hilton Lexington/UK Coldstream : 1801 Newtown Pike
+1-800-805-5223

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1801 Newtown Pike, Lexington, KY 40511 ~18.30 miles west of Winchester
  • Has swimming pool
  • Four-star Suburban hotel
More Photos Pool image of Embassy Suites by Hilton Lexington/UK Coldstream
From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Lexington Downt
+1-888-965-1860

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1000 Export St., Lexington, KY 40504 ~18.44 miles west of Winchester
  • Pool in hotel: 9am-11pm. Indoor Heated Pool.
  • Three Star Downtown hotel
More Photos Pool image of Holiday Inn Express Hotel & Suites Lexington Downt
From$115
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Lexington Near The University of Ke
+1-888-788-5576

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863 South Broadway, Lexington, KY 40504 ~18.60 miles west of Winchester
  • Includes a pool: The pool is open from 8:00 am-11:00 pm, daily. It is an indoor pool w/ hot tub.
  • Mid-scale Downtown property
More Photos Swimming pool at Springhill Suites by Marriott Lexington Near The University of Ke
From$200
Average 3.0 /5 Latest 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 ~19.00 miles west of Winchester
  • Pool in hotel: Our hotel offers an outdoor pool, open seasonally from 9am-10pm.
  • 3 star Suburban hotel
More Photos Photo of Homewood Suites by Hilton Lexington Fayette Mall Pool
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Richmond Hotel
+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 ~19.13 miles southwest of Winchester
  • Includes a pool: Open from 7am to 11pm
  • 2 star Highway property
More Photos Pool image of Best Western Richmond Hotel
From$49
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Richmond
+1-888-469-4795

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1990 Colby Taylor Dr., Richmond, KY 40475 ~19.31 miles southwest of Winchester
  • Pool available: 7a.m to 10 p.m. 18 feet long. Dept is 3' to 6' deep
  • Midscale Highway property
More Photos Pool image of Holiday Inn Express & Suites Richmond
From$94
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Richmond - Richmond
+1-888-734-9421

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2006 Colby Taylor Dr., Richmond, KY 40475 ~19.32 miles southwest of Winchester
  • Has swimming pool: Outdoor pool Open from 9am-10pm
  • Cheap Highway hotel
More Photos Swimming pool at Quality Inn Richmond
From$47
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Richmond in Richmond
+1-888-841-5292

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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.
  • Affordable Highway hotel
More Photos Swimming pool at Hampton Inn Richmond
From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Richmond
+1-888-455-5160

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2018 Colby Taylor Dr., Richmond, KY 40475 ~19.40 miles southwest of Winchester
  • Has swimming pool: indoor 10:00a.m to 10:00 p.m
  • Three Star Highway property
More Photos Swimming pool at Towneplace Suites by Marriott Richmond
From$94
Very Good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites Lexington An Ihg Hotel : 125 Louie Place
+1-888-965-8297

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125 Louie Place, Lexington, KY 40511 ~19.70 miles west of Winchester
  • Has swimming pool
  • 3 star Suburban property
More Photos Swimming pool at Staybridge Suites Lexington An Ihg Hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites - Lexington
+1-888-906-6358

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1780 Sharkey Way, Lexington, KY 40511 ~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 hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Pool
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard Lexington Keeneland / Airport in Lexington
+1-888-749-6785

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3100 Wall St., Lexington, KY 40513 ~20.38 miles west of Winchester
  • Includes a swimming pool
  • 3-star Airport hotel
More Photos Swimming pool at Courtyard Lexington Keeneland / Airport
From$94
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
  • Pool in hotel: 6a-12a
  • 3 star Airport hotel
More Photos Swimming pool at Residence Inn Lexington Keeneland/Airport
From$94
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Lexington Keeneland Airport : 3050 Lakecrest Circle
+1-888-389-4485

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3050 Lakecrest Circle, Lexington, KY 40513 ~20.43 miles west of Winchester
  • Includes a pool: Indoor Pool
  • 3 star Airport hotel
More Photos Photo of Fairfield Inn & Suites Lexington Keeneland Airport Pool
From$94
Very Good 4.0 /5 Reviews Call BookMore Details
Baymont by Wyndham Georgetown - Georgetown
+1-888-389-4121

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250 Outlet Center Dr., Georgetown, KY 40324 ~25.12 miles northwest of Winchester
  • Has swimming pool
  • Low-priced Highway property
More Photos Swimming pool at Baymont by Wyndham Georgetown
From$54
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield by Marriott Lexington Georgetown in Georgetown
+1-888-675-2083

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200 Tiger Way, Georgetown, KY 40324 ~25.20 miles northwest of Winchester
  • Includes a pool: Our pool is outdoor and seasonal.
  • 3 star Highway property
More Photos Pool image of Fairfield by Marriott Lexington Georgetown
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Suites
+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 ~25.41 miles northwest of Winchester
  • Pool available: 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 hotel
More Photos Swimming pool at Comfort Suites
From$66
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Georgetown Corporate Center Hotel - Georgetown
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
132 Darby Dr., Georgetown, KY 40324 ~25.42 miles northwest of Winchester
  • We have a pool ready for use
  • Affordable Highway property
More Photos Swimming pool at Best Western Plus Georgetown Corporate Center Hotel
From$67
Very Good 4.5 /5 Review Score Call BookMore Details
Quality Inn
+1-888-965-1860

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365 Peggy Flats Rd., Berea, KY 40403 ~27.87 miles south of Winchester
  • Pool available: Pool is open daily from 10:00 AM-9:00 PM
  • Two star hotel
More Photos Swimming pool at Quality Inn
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn
+1-888-788-5576

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407 Cherry Blossom Way, Georgetown, KY 40324 ~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.
  • Mid-scale Highway hotel
More Photos hotel room
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Mainstay Suites
+1-888-897-9207

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407 Cherry Blossom Way, Georgetown, KY 40324 ~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.
  • Inexpensive Highway hotel
More Photos hotel room
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Historic Boone Tavern Hotel & Restaurant
+1-888-311-4278

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100 Main St. North, Berea, KY 40403 ~29.41 miles south of Winchester
  • Includes a pool
  • Midscale 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 in Berea
+1-888-469-4795

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219 Paint Lick Rd., Berea, KY 40403 ~30.00 miles south of Winchester
  • Pool in hotel: Indoor pool. 3 feet to 6 feet deep
  • Inexpensive Highway hotel
More Photos Photo of Holiday Inn Express Berea Pool
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites in Morehead
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
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.
  • Low Cost hotel
More Photos Photo of Comfort Inn & Suites Pool
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Parkside Inn
+1-888-841-5292

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80 Chenault Rd., Frankfort, KY 40601 ~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.
  • Low priced Highway property
More Photos Pool image of Best Western Parkside Inn
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Lawrenceburg Inn - Lawrenceburg
+1-888-455-5160

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200 Plaza Dr., Lawrenceburg, KY 40342 ~39.86 miles west of Winchester
  • Has swimming pool: Outdoor pool. Open summer months 10am - 11pm. 4ft - 8ft deep.
  • 3-star Highway hotel
More Photos Swimming pool at Best Western Lawrenceburg Inn
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Eagles Inn - Morehead
+1-888-965-8297

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110 Toms Dr., Morehead, KY 40351 ~40.46 miles east of Winchester
  • Includes a pool: Pool hours are from 9am to 1030pm. We do offer a indoor heated pool.
  • 3 star Suburban hotel
More Photos Photo of Best Western Eagles Inn Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Capital Plaza Hotel - Frankfort
+1-888-906-6358

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405 Wilkinson Blvd., Frankfort, KY 40601 ~40.70 miles west of Winchester
  • Has swimming pool: Indoor Pool 6AM-11PM
  • 3-star Downtown property
More Photos Photo of Capital Plaza Hotel Pool
From$79
Average 3.5 /5 Reviews Call BookMore Details
Hampton by Hilton
+1-888-749-6785

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100 Montgomery Way, Danville, KY 40422 ~40.73 miles southwest of Winchester
  • Pool details: indoor heated pool open 6am-11pm daily
  • Mid-scale Rural property
More Photos Photo of Hampton by Hilton Pool
From$80
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Danville
+1-888-878-9982

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200 Shannon Way, Danville, KY 40422 ~40.88 miles southwest of Winchester
  • Includes a pool: Indoor Pool
  • Two-star property
More Photos Swimming pool at Holiday Inn Express & Suites Danville
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details

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