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

Tarrytown Springhill Suites by Marriott : 480 White Plains Rd. 480 White Plains Rd., Tarrytown, NY 10591 Call ~1.70 miles southeast of Sleepy Hollow
  • Pool details: Indoor Pool, Open 6AM to 10PM
  • Midscale Suburban hotel
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From$75
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Sheraton Tarrytown Hotel : 600 White Plains Rd. 600 White Plains Rd., Tarrytown, NY 10591 Call ~2.01 miles southeast of Sleepy Hollow
  • Pool available: 6am- 10pm, indoor pool and hot tub
  • Three Star Suburban property
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From$75
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Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown, NY 10591 Call ~2.31 miles south of Sleepy Hollow
  • Includes a pool: Both indoor and outdoor pool, gym, sauna
  • 3 star Suburban hotel
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From$89
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Hilton Garden Inn Dobbs Ferry 201 Ogden Ave., Dobbs Ferry, NY 10522 Call ~5.11 miles south of Sleepy Hollow
  • Pool details: Spacious Saltwater Heated pool will be open daily.
  • Affordable Suburban property
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From$80
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Sonesta White Plains Downtown - White Plains 66 Hale Ave., White Plains, NY 10601 Call ~6.36 miles southeast of Sleepy Hollow
  • Pool in hotel: 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
  • 4 star Downtown property
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From$125
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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
  • Pool in hotel: In door heated pool and spa - open 7am to 10 pm
  • 3 star Suburban property
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From$159
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Courtyard by Marriott Yonkers Westchester County 5 Executive Blvd., Yonkers, NY 10701 Call ~7.75 miles south of Sleepy Hollow
  • Pool in hotel: Indoor Pool with Terrace Access, 8AM-10PM
  • Affordable Suburban hotel
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From$98
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Hampton Inn & Suites Yonkers 160 Corporate Blvd., Yonkers, NY 10701 Call ~7.90 miles south of Sleepy Hollow
  • Pool details: Indoor pool
  • 3-star Suburban hotel
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From$80
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Hyatt House White Plains 101 Corporate Park Dr., White Plains, NY 10604 Call ~8.32 miles southeast of Sleepy Hollow
  • Includes a pool: Outdoor May-Sept timeframe Whirlpool Lounge chairs Umbrellas
  • 3 star Suburban hotel
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From$125
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Hampton Inn & Suites Yonkers Westchester 559 Tuckahoe Rd., Yonkers, NY 10710 Call ~9.03 miles south of Sleepy Hollow
  • Pool details: Indoor pool
  • Midscale Suburban hotel
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From$89
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Hilton Garden Inn Nanuet : 270 West Rte 59 270 West Rte 59, Nanuet, NY 10954 Call ~10.02 miles west of Sleepy Hollow
  • Pool details: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Mid-scale Suburban hotel
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From$80
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Hampton Inn Nanuet 260 Ny 59, Nanuet, NY 10954 Call ~10.02 miles west of Sleepy Hollow
  • Includes a pool: Indoor Pool - 6 AM – 10 PM
  • 3 star Highway hotel
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From$80
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Courtyard by Marriott Montvale - Montvale 100 Chestnut Ridge Rd., Montvale, NJ 07645 Call ~11.15 miles west of Sleepy Hollow
  • Pool in hotel: We have an large Outdoor Pool along side our beautiful patio.
  • Affordable Suburban hotel
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From$109
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Hotel Mtk Mount Kisco - Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549 Call ~11.77 miles northeast of Sleepy Hollow
  • Pool details: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Mid-scale Suburban hotel
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From$129
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Hotel NoMa, Trademark Collection by Wyndham 1 Radisson Plaza, New Rochelle, NY 10801 Call ~12.47 miles south of Sleepy Hollow
  • Our hotel comes with a pool
  • Three Star Suburban hotel
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From$99
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Residence Inn by Marriott New Rochelle : 35 Lecount Place 35 Lecount Place, New Rochelle, NY 10801 Call ~12.64 miles south of Sleepy Hollow
  • Pool details: Our Out Door Pool is Open from Memorial Day until Labor Day from 9am-7pm
  • Three Star Downtown property
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From$139
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Residence Inn by Marriott Saddle River in Saddle River 7 Boroline Rd., Saddle River, NJ 07458 Call ~13.63 miles west of Sleepy Hollow
  • Pool in hotel: Seasonal Outdoor Pool /open Memorial Day - Labor Day from 9AM - 9PM. (Weather restrictions may apply)
  • Mid-scale Suburban property
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From$129
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Holiday Inn Express & Suites Peekskill : 2 John Walsh Blvd. 2 John Walsh Blvd., Peekskill, NY 10566 Call ~13.96 miles north of Sleepy Hollow
  • Pool details: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Mid-scale Riverfront hotel
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From$97
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J House Greenwich 1114 East Putnam Ave., Greenwich, CT 06878 Call ~14.64 miles east of Sleepy Hollow
  • We have a pool ready for use
  • 4-star hotel
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From$189
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Inn on the Hudson 634 Main St., Peekskill, NY 10566 Call ~14.67 miles north of Sleepy Hollow
  • Has swimming pool: Pool is permanently closes
  • Economical Riverfront hotel
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From$109
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Hampton Inn Mahwah 290 Route 17 Corporate Dr., Mahwah, NJ 07430 Call ~15.29 miles west of Sleepy Hollow
  • Has swimming pool: Indoor Pool : 8am - 10pm
  • Low priced Suburban hotel
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From$99
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Hyatt Regency Greenwich - Old Greenwich 1800 East Putnam Ave., Old Greenwich, CT 06870 Call ~15.46 miles east of Sleepy Hollow
  • Includes a 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.
  • Expensive Suburban property
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From$89
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Doubletree by Hilton Mahwah - Mahwah 180 Route 17 South, Mahwah, NJ 07430 Call ~15.57 miles west of Sleepy Hollow
  • Pool in hotel: 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$105
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Doubletree in Mahwah 180 Nj 17, Mahwah, NJ 07430 Call ~15.60 miles west of Sleepy Hollow
  • Includes a pool: Currently being renovated
  • Inexpensive hotel
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From$60
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La Quinta Inn & Suites by Wyndham Stamford / New York City - Stamford 135 Harvard Ave., Stamford, CT 06902 Call ~15.74 miles east of Sleepy Hollow
  • Has swimming pool: Pool Open From 8AM until 7PM
  • 3 star Downtown property
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From$80
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Courtyard by Marriott Mahwah : 140 Nj 17 140 Nj 17, Mahwah, NJ 07430 Call ~15.87 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Heated Pool.
  • Mid-scale Suburban property
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From$80
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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
  • Has swimming pool: Indoor Pool is open 6AM-11PM Daily.
  • 3 star Suburban property
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From$89
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The Armon Stamford 2701 Summer St., Stamford, CT 06905 Call ~16.25 miles east of Sleepy Hollow
  • Pool available: We have an Indoor Pool, Sauna and Steam Room
  • 3 star Suburban property
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From$80
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Hampton Inn & Suites Teaneck Glenpointe in Teaneck 1 Glenwood Ave., Teaneck, NJ 07666 Call ~16.50 miles southwest of Sleepy Hollow
  • Includes a pool: Heated Indoor pool as deep as 5 feet
  • 3 star Suburban hotel
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From$80
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Courtyard by Marriott Stamford Downtown in Stamford 275 Summer St., Stamford, CT 06901 Call ~16.73 miles east of Sleepy Hollow
  • Pool available: Pool is 14’ by 19’ 10 people capacity.
  • 3 star Downtown hotel
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From$149
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The Stamford Hotel : 700 East Main St. 700 East Main St., Stamford, CT 06901 Call ~17.15 miles east of Sleepy Hollow
  • Includes a pool: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • High end Downtown property
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From$125
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Overlook Lodge at Bear Mountain - Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911 Call ~17.72 miles northwest of Sleepy Hollow
  • Has swimming pool: outdoor pool only open Memorial day to Labor day and open to the public
  • Midscale Mountain hotel
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From$40
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Mansion at Glen Cove : 200 Dosoris Ln 200 Dosoris Ln, Glen Cove, NY 11542 Call ~18.24 miles southeast of Sleepy Hollow
  • We have a pool
  • Midscale hotel
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From$80
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Home2 Suites by Hilton Hasbrouck Heights in Hasbrouck Heights 377 Route 17 South, Hasbrouck Heights, NJ 7604 Call ~18.68 miles southwest of Sleepy Hollow
  • Pool details: Indoor saline pool. open until 10pm
  • Cheap Suburban hotel
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From$99
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Holiday Inn Hasbrouck Heights Meadowlands An Ihg Hotel 283 Route 17 South, Hasbrouck Heights, NJ 07604 Call ~18.84 miles southwest of Sleepy Hollow
  • Our hotel comes with a pool
  • 3 star Suburban hotel
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From$149
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Hampton Inn Harriman Woodbury - Central Valley 60 Centre Dr., Central Valley, NY 10917 Call ~21.02 miles northwest of Sleepy Hollow
  • Includes a swimming pool
  • Three Star Mountain property
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From$80
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Lakota Oaks - Norwalk 32 Weed Ave., Norwalk, CT 06850 Call ~21.05 miles east of Sleepy Hollow
  • Pool in hotel: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • 3 star Suburban property
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From$129
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Residence Inn by Marriott East Rutherford Meadowlands in East Rutherford 10 Murray Hill Pkwy., East Rutherford, NJ 07073 Call ~21.17 miles southwest of Sleepy Hollow
  • Has swimming pool: Indoor pool on site.
  • Three Star Suburban property
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From$149
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Holiday Inn Express Hotel & Suites Meadowlands Area by IHG 100 Paterson Plank Rd., Carlstadt, NJ 07072 Call ~21.19 miles southwest of Sleepy Hollow
  • Pool available: The hotel indoor heated pool open 9:00 am and closes at 9:00 pm.
  • 3 star Highway property
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From$99
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Comfort Suites - Woodbury 100 Estrada Rd., Woodbury, NY 10917 Call ~21.26 miles northwest of Sleepy Hollow
  • Pool in hotel: Indoor heated pool
  • 3 star Suburban property
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From$145
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Hampton Inn New York Laguardia : 102 40 Ditmars Blvd. 102 40 Ditmars Blvd., Queens, NY 11369 Call ~21.86 miles south of Sleepy Hollow
  • Pool in hotel
  • Midscale Airport hotel
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From$80
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Empire Hotel - New York 44 West 63rd St., New York, NY 10023 Call ~22.52 miles south of Sleepy Hollow
  • Has swimming pool
  • Expensive Downtown property
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From$125
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Harmony Suites Secaucus Meadowlands in Secaucus 455 Plaza Dr., Secaucus, NJ 07094 Website Call ~22.55 miles southwest of Sleepy Hollow
  • Includes a pool: Heated Indoor Pool
  • High-end Downtown property
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From$130
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AVE Clifton 743 Passaic Ave., Clifton, NJ 07012 Call ~22.69 miles southwest of Sleepy Hollow
  • Has swimming pool: Outdoor pool, open seasonally from Memorial Day to Labor Day.
  • 4 star Suburban hotel
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From$120
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Renaissance Meadowlands Hotel in Rutherford 801 Rutherford Ave., Rutherford, NJ 07070 Call ~22.74 miles southwest of Sleepy Hollow
  • Pool details: Indoor pool
  • Four star Suburban hotel
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From$129
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Courtyard by Marriott Lyndhurst Meadowlands - Lyndhurst 1 Polito Ave., Lyndhurst, NJ 07071 Call ~22.85 miles southwest of Sleepy Hollow
  • With a pool!
  • 3 star Suburban property
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From$189
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Hilton Garden Inn Secaucus / Meadowlands in Secaucus 875 State Route 3 East Service Rd., Secaucus, NJ 07094 Call ~23.06 miles southwest of Sleepy Hollow
  • With a pool!
  • 3 star Suburban property
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From$89
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Best Western Premier NYC Gateway Hotel in North Bergen 2650 Paterson Plank Rd., North Bergen, NJ 07047 Call ~23.40 miles southwest of Sleepy Hollow
  • Pool details: Indoor Pool 9AM - 10PM Daily
  • 3-star Suburban hotel
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From$89
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Days Inn by Wyndham Wayne 1850 Nj 23, Wayne, NJ 07470 Call ~23.50 miles west of Sleepy Hollow
  • Pool in hotel: we have out door pool
  • Two star Suburban hotel
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From$60
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Norwalk Inn & Conference Center in Norwalk 99 East Ave., Norwalk, CT 06851 Call ~23.59 miles east of Sleepy Hollow
  • Includes a pool: Seasonal, salt water pool. Additional fees may apply.
  • High-end Suburban property
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From$66
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