Sleepy Hollow Hotels with Pools - Outdoor/Indoor Pools in Sleepy Hollow NY

Sleepy Hollow 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 Sleepy Hollow, NY for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Sleepy Hollow New York hotel and motel rooms for children. Review the list of Sleepy Hollow hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Sleepy Hollow Hotels with Outdoor or Indoor Pools

SpringHill Suites by Marriott Tarrytown Westchester County 480 White Plains Rd., Tarrytown, NY 10591 Call ~1.70 miles southeast of Sleepy Hollow
  • Pool in hotel: Indoor Pool, Open 6AM to 10PM
  • 3 star Suburban property
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From$90 total
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Sheraton Tarrytown Hotel 600 White Plains Rd., Tarrytown, NY 10591 Call ~2.01 miles southeast of Sleepy Hollow
  • Has swimming pool: 6am- 10pm, indoor pool and hot tub
  • Mid-scale Suburban hotel
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From$90 total
Very Good 4.0 /5 Review Score Call BookMore Details
Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown, NY 10591 Call ~2.31 miles south of Sleepy Hollow
  • Pool available: Both indoor and outdoor pool, gym, sauna
  • Affordable Suburban hotel
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From$106 total
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Hampton Inn White Plains / Tarrytown : 200 West Main St. 200 West Main St., Elmsford, NY 10523 Call ~2.49 miles southeast of Sleepy Hollow
  • Has swimming pool: Outdoor, Seasonal
  • 3 star Suburban property
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From$130 total
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Hilton Garden Inn Westchester Dobbs Ferry - Dobbs Ferry 201 Ogden Ave., Dobbs Ferry, NY 10522 Call ~5.11 miles south of Sleepy Hollow
  • Has swimming pool: Spacious Saltwater Heated pool will be open daily.
  • Affordable Suburban hotel
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From$96 total
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The Opus Westchester, Autograph Collection in White Plains 3 Renaissance Sq., White Plains, NY 10601 Call ~5.99 miles southeast of Sleepy Hollow
  • Pool in hotel: Pool access available Mon-Fri: 06:30-20:00; Sat-Sun: 07:30-20:00, indoor)
  • Luxury 5-star Downtown hotel
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From$238 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sonesta White Plains Downtown in White Plains 66 Hale Ave., White Plains, NY 10601 Call ~6.36 miles southeast of Sleepy Hollow
  • Includes a pool: Whether you're looking for a morning boost or an evening unwind, our indoor heated pool is the go-to place. Pool hours are: Monday - Thursday: 3 pm - 7 pm Friday - Saturday: 8 am - 8 pm Sunday: 8 am - 2 pm
  • Expensive Downtown property
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From$150 total
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Doubletree by Hilton Hotel Nanuet 425 East Route 59, Nanuet, NY 10954 Call ~7.10 miles west of Sleepy Hollow
  • Has swimming pool: Indoor Heated pool with whirlpool. 9am-9pm
  • Affordable Suburban hotel
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From$130 total
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Residence Inn by Marriott Yonkers Westchester County 7 Executive Blvd., Yonkers, NY 10701 Call ~7.74 miles south of Sleepy Hollow
  • Includes a pool: In door heated pool and spa - open 7am to 10 pm
  • Mid-scale Suburban hotel
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From$190 total
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Hilton Pearl River : 500 Veterans Memorial Dr. 500 Veterans Memorial Dr., Pearl River, NY 10965 Call ~7.78 miles west of Sleepy Hollow
  • Has swimming pool: Indoor
  • Mid-scale Suburban hotel
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From$190 total
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Hampton Inn & Suites Yonkers in Yonkers 160 Corporate Blvd., Yonkers, NY 10701 Call ~7.90 miles south of Sleepy Hollow
  • Has swimming pool: Indoor pool
  • Three Star Suburban property
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From$96 total
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Hyatt House White Plains Ny in White Plains 101 Corporate Park Dr., White Plains, NY 10604 Call ~8.32 miles southeast of Sleepy Hollow
  • Pool in hotel: Outdoor May-Sept timeframe Whirlpool Lounge chairs Umbrellas
  • 3-star Suburban hotel
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From$150 total
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Ramada by Wyndham Yonkers / Westchester in Yonkers 125 Tuckahoe Rd., Yonkers, NY 10710 Call ~8.87 miles south of Sleepy Hollow
  • With a pool!
  • Midscale Suburban hotel
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From$96 total
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Hampton Inn & Suites Yonkers Westchester - Yonkers 559 Tuckahoe Rd., Yonkers, NY 10710 Call ~9.03 miles south of Sleepy Hollow
  • Pool details: Indoor pool
  • Mid-scale Suburban property
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From$106 total
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Hilton Garden Inn Nanuet - Nanuet 270 West Rte 59, Nanuet, NY 10954 Call ~10.02 miles west of Sleepy Hollow
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Mid-scale Suburban hotel
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From$96 total
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Hampton Inn Nanuet : 260 Ny 59 260 Ny 59, Nanuet, NY 10954 Call ~10.02 miles west of Sleepy Hollow
  • Pool available: Indoor Pool - 6 AM – 10 PM
  • 3-star Highway property
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From$96 total
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Marriott Park Ridge - Park Ridge 300 Brae Blvd., Park Ridge, NJ 07656 Call ~10.98 miles west of Sleepy Hollow
  • Pool details: Indoor Pool Mon-Sun: 8:00 AM-10:00 PM Outdoor Pool (Seasonal) Mon-Sun: 8:00 AM-10:00 PM Outdoor Towels provided Heated Whirlpool Adjacent to the indoor pool Fitness Center Complimentary Open 7 days a week, 24 hours a day
  • High-end property
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From$130 total
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Courtyard by Marriott Montvale : 100 Chestnut Ridge Rd. 100 Chestnut Ridge Rd., Montvale, NJ 07645 Call ~11.15 miles west of Sleepy Hollow
  • Includes a pool: We have an large Outdoor Pool along side our beautiful patio.
  • Affordable Suburban property
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From$130 total
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Hotel Mtk Mount Kisco in Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549 Call ~11.77 miles northeast of Sleepy Hollow
  • Includes a pool: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Midscale Suburban property
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From$154 total
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Hilton Woodcliff Lake 200 Tice Blvd., Woodcliff Lake, NJ 07677 Call ~11.81 miles west of Sleepy Hollow
  • Pool in hotel: indoor pool access available from 7:00 AM to 10:00 PM
  • High end Suburban property
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From$126 total
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Hotel NoMa, Trademark Collection by Wyndham - New Rochelle 1 Radisson Plaza, New Rochelle, NY 10801 Call ~12.47 miles south of Sleepy Hollow
  • Has swimming pool
  • Three Star Suburban hotel
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From$118 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott New Rochelle 35 Lecount Place, New Rochelle, NY 10801 Call ~12.64 miles south of Sleepy Hollow
  • Has swimming pool: Our Out Door Pool is Open from Memorial Day until Labor Day from 9am-7pm
  • 3 star Downtown hotel
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From$166 total
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Saddle River 7 Boroline Rd., Saddle River, NJ 07458 Call ~13.63 miles west of Sleepy Hollow
  • Includes a pool: Seasonal Outdoor Pool /open Memorial Day - Labor Day from 9AM - 9PM. (Weather restrictions may apply)
  • Mid-scale Suburban property
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From$154 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill in Peekskill 2 John Walsh Blvd., Peekskill, NY 10566 Call ~13.96 miles north of Sleepy Hollow
  • Includes a pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Affordable Riverfront hotel
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From$116 total
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J House Greenwich - Greenwich 1114 East Putnam Ave., Greenwich, CT 06878 Call ~14.64 miles east of Sleepy Hollow
  • Has swimming pool
  • Four-star property
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From$226 total
Very Good 4.0 /5 Review Score Call BookMore Details
Inn on the Hudson 634 Main St., Peekskill, NY 10566 Call ~14.67 miles north of Sleepy Hollow
  • Pool details: Pool is permanently closes
  • Two star Riverfront property
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From$130 total
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Courtyard by Marriott Paramus : 320 North Route 17 320 North Route 17, Paramus, NJ 07652 Call ~14.70 miles southwest of Sleepy Hollow
  • We have a pool
  • Midscale Suburban property
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From$96 total
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Hampton Inn Mahwah Newly Renovated - Mahwah 290 Route 17 Corporate Dr., Mahwah, NJ 07430 Call ~15.29 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Pool : 8am - 10pm
  • 2-star Suburban property
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From$118 total
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Homewood Suites by Hilton Mahwah - Mahwah 375 Corporate Dr., Mahwah, NJ 07430 Call ~15.45 miles west of Sleepy Hollow
  • Pool in hotel
  • Affordable property
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From$121 total
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Hyatt Regency Greenwich 1800 East Putnam Ave., Old Greenwich, CT 06870 Call ~15.46 miles east of Sleepy Hollow
  • Has swimming pool: Take a refreshing swim in a heated, glass-enclosed lap pool, located indoors at Hyatt Regency Greenwich. Relax in the soothing whirlpool, or lounge on the atrium sundeck with natural light streaming in. After a day of business meetings or sightseeing, the pool at Hyatt Regency Greenwich is the perfect retreat for relaxation and recreation. Hours 5:00 a.m. to 11:00 p.m.
  • 4-star Suburban property
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From$106 total
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Doubletree by Hilton Mahwah in Mahwah 180 Route 17 South, Mahwah, NJ 07430 Call ~15.57 miles west of Sleepy Hollow
  • Includes a pool: Your friends and family would be ecstatic at the ability to utilize our heated indoor pool, which is open for use for all of our hotel guests.
  • Affordable Suburban hotel
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From$126 total
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Doubletree - Mahwah 180 Nj 17, Mahwah, NJ 07430 Call ~15.60 miles west of Sleepy Hollow
  • Has swimming pool: Currently being renovated
  • 2 star hotel
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From$72 total
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La Quinta Inn & Suites by Wyndham Stamford / New York City 135 Harvard Ave., Stamford, CT 06902 Call ~15.74 miles east of Sleepy Hollow
  • Has swimming pool: Pool Open From 8AM until 7PM
  • Mid-scale Downtown hotel
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From$96 total
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Courtyard by Marriorr 140 Nj 17, Mahwah, NJ 07430 Call ~15.87 miles west of Sleepy Hollow
  • Includes a pool: Indoor Heated Pool with outdoor terrace
  • 3-star Suburban hotel
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From$142 total
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Fairfield Inn & Suites Mahwah : 225 Ramapo Valley Rd. 225 Ramapo Valley Rd., Mahwah, NJ 07430 Call ~15.91 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Pool is open 6AM-11PM Daily.
  • Mid-scale Suburban hotel
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From$106 total
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Sheraton Mahwah 1 International Blvd., Mahwah, NJ 07495 Call ~15.91 miles west of Sleepy Hollow
  • Pool details: Indoor heated pool
  • High-end Suburban property
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From$154 total
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The Armon Stamford 2701 Summer St., Stamford, CT 06905 Call ~16.25 miles east of Sleepy Hollow
  • Pool details: We have an Indoor Pool, Sauna and Steam Room
  • Affordable Suburban property
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From$96 total
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Hyatt Place Fair Lawn Paramus - Fair Lawn 4101 Broadway (Rte. 4 West), Fair Lawn, NJ 07410 Call ~16.29 miles southwest of Sleepy Hollow
  • Pool details: Hotel has an oversized indoor pool Open from 6am-10pm
  • Three Star Suburban hotel
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From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Stamford - Stamford 1 1st Stamford Place, Stamford, CT 06902 Call ~16.34 miles east of Sleepy Hollow
  • Pool available: Indoor Heated Pool and Heated Wirlpool, open daily from 6:00 AM to 11:00 PM.
  • Expensive Suburban property
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From$130 total
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Hampton Inn & Suites Teaneck Glenpointe : 1 Glenwood Ave. 1 Glenwood Ave., Teaneck, NJ 07666 Call ~16.50 miles southwest of Sleepy Hollow
  • Pool in hotel: Heated Indoor pool as deep as 5 feet
  • Mid-scale Suburban hotel
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From$96 total
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The Stamford Hotel 700 East Main St., Stamford, CT 06901 Call ~17.15 miles east of Sleepy Hollow
  • Pool details: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • Expensive Downtown hotel
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From$150 total
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Overlook Lodge at Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911 Call ~17.72 miles northwest of Sleepy Hollow
  • Pool in hotel: outdoor pool only open Memorial day to Labor day and open to the public
  • Three Star Mountain hotel
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From$48 total
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Hilton Garden Inn Ridgefield Park in Ridgefield Park 70 Challenger Rd., Ridgefield Park, NJ 07660 Call ~17.94 miles southwest of Sleepy Hollow
  • Has swimming pool: Swim in the indoor swimming pool.
  • Three Star Suburban property
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From$166 total
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Home2 Suites by Hilton Hasbrouck Heights 377 Route 17 South, Hasbrouck Heights, NJ 7604 Call ~18.68 miles southwest of Sleepy Hollow
  • Has swimming pool: Indoor saline pool. open until 10pm
  • Economy Suburban hotel
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From$118 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Hasbrouck Heights Meadowlands by IHG - Hasbrouck Heights 283 Route 17 South, Hasbrouck Heights, NJ 07604 Call ~18.84 miles southwest of Sleepy Hollow
  • We have a pool
  • Mid-scale Suburban property
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From$178 total
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Courtyard by Marriott Edgewater Nyc Area 3 Pembroke Place, Edgewater, NJ 07020 Call ~20.63 miles south of Sleepy Hollow
  • Pool available: Yes
  • Midscale Suburban hotel
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From$166 total
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Hilton Garden Inn Wayne in Wayne 15 Nevins Rd., Wayne, NJ 07470 Call ~20.73 miles west of Sleepy Hollow
  • Pool available: Dive into relaxation in our indoor swimming pool. After an intense workout, soothe your sore muscles in the whirlpool. The pool area is open daily 8:00 AM until 11:00 PM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • Three Star Suburban hotel
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From$123 total
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Lakota Oaks 32 Weed Ave., Norwalk, CT 06850 Call ~21.05 miles east of Sleepy Hollow
  • Pool available: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • Mid-scale Suburban hotel
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From$154 total
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Residence Inn by Marriott East Rutherford Meadowlands 10 Murray Hill Pkwy., East Rutherford, NJ 07073 Call ~21.17 miles southwest of Sleepy Hollow
  • Has swimming pool: Indoor pool on site.
  • Midscale Suburban hotel
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From$178 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Meadowlands Area by IHG in Carlstadt 100 Paterson Plank Rd., Carlstadt, NJ 07072 Call ~21.19 miles southwest of Sleepy Hollow
  • Has swimming pool: The hotel indoor heated pool open 9:00 am and closes at 9:00 pm.
  • Three Star Highway property
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From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
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