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 available: Indoor Pool, Open 6AM to 10PM
  • Mid-scale Suburban property
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From$75
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Sheraton Tarrytown Hotel 600 White Plains Rd., Tarrytown, NY 10591 Call ~2.01 miles southeast of Sleepy Hollow
  • Includes a pool: 6am- 10pm, indoor pool and hot tub
  • Midscale Suburban property
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From$75
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Tarrytown House Estate - Tarrytown 49 East Sunnyside Lane, Tarrytown, NY 10591 Call ~2.31 miles south of Sleepy Hollow
  • Pool details: 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 - Dobbs Ferry 201 Ogden Ave., Dobbs Ferry, NY 10522 Call ~5.11 miles south of Sleepy Hollow
  • Pool available: Spacious Saltwater Heated pool will be open daily.
  • Affordable Suburban hotel
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From$80
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Sonesta White Plains Downtown 66 Hale Ave., White Plains, NY 10601 Call ~6.36 miles southeast of Sleepy Hollow
  • Pool available: 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 hotel
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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
  • Has swimming pool: In door heated pool and spa - open 7am to 10 pm
  • Three Star Suburban hotel
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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
  • Three Star Suburban hotel
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From$98
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Hampton Inn & Suites Yonkers : 160 Corporate Blvd. 160 Corporate Blvd., Yonkers, NY 10701 Call ~7.90 miles south of Sleepy Hollow
  • Has swimming pool: Indoor pool
  • Three Star Suburban hotel
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From$80
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Hyatt House White Plains : 101 Corporate Park Dr. 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 property
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From$125
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Hampton Inn & Suites Yonkers Westchester : 559 Tuckahoe Rd. 559 Tuckahoe Rd., Yonkers, NY 10710 Call ~9.03 miles south of Sleepy Hollow
  • Pool details: Indoor pool
  • Affordable Suburban property
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From$89
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Hilton Garden Inn Nanuet 270 West Rte 59, Nanuet, NY 10954 Call ~10.02 miles west of Sleepy Hollow
  • Has swimming pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Affordable 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
  • Has swimming 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 in 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.
  • Three Star Suburban property
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From$109
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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
  • Pool available: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Midscale Suburban property
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From$129
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Hotel NoMa, Trademark Collection by Wyndham in New Rochelle 1 Radisson Plaza, New Rochelle, NY 10801 Call ~12.47 miles south of Sleepy Hollow
  • Includes a swimming pool
  • Midscale Suburban property
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From$99
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Residence Inn by Marriott New Rochelle 35 Lecount Place, New Rochelle, NY 10801 Call ~12.64 miles south of Sleepy Hollow
  • Pool in hotel: Our Out Door Pool is Open from Memorial Day until Labor Day from 9am-7pm
  • 3 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 in Peekskill 2 John Walsh Blvd., Peekskill, NY 10566 Call ~13.96 miles north of Sleepy Hollow
  • Has swimming pool: 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
  • With a pool!
  • 4 star property
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From$189
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Inn on the Hudson in Peekskill 634 Main St., Peekskill, NY 10566 Call ~14.67 miles north of Sleepy Hollow
  • Pool in hotel: Pool is permanently closes
  • Economical Riverfront hotel
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From$109
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Hampton Inn Mahwah - 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 Cost Suburban hotel
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From$99
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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.
  • Four star Suburban property
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From$89
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Doubletree by Hilton Mahwah : 180 Route 17 South 180 Route 17 South, Mahwah, NJ 07430 Call ~15.57 miles west of Sleepy Hollow
  • Pool details: 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.
  • Three Star Suburban property
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From$105
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Doubletree - Mahwah 180 Nj 17, Mahwah, NJ 07430 Call ~15.60 miles west of Sleepy Hollow
  • Pool in hotel: Currently being renovated
  • 2-star property
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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
  • Includes a pool: Pool Open From 8AM until 7PM
  • Mid-scale Downtown hotel
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From$80
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Courtyard by Marriott Mahwah in Mahwah 140 Nj 17, Mahwah, NJ 07430 Call ~15.87 miles west of Sleepy Hollow
  • Pool available: Indoor Heated Pool.
  • Three Star Suburban hotel
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From$80
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Fairfield Inn & Suites Mahwah 225 Ramapo Valley Rd., Mahwah, NJ 07430 Call ~15.91 miles west of Sleepy Hollow
  • Pool available: Indoor Pool is open 6AM-11PM Daily.
  • Affordable Suburban hotel
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From$89
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The Armon Stamford in 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 hotel
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From$80
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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 available: Heated Indoor pool as deep as 5 feet
  • Affordable Suburban hotel
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From$80
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Courtyard by Marriott Stamford Downtown 275 Summer St., Stamford, CT 06901 Call ~16.73 miles east of Sleepy Hollow
  • Pool available: Pool is 14’ by 19’ 10 people capacity.
  • Mid-scale Downtown property
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From$149
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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
  • 4 star Downtown hotel
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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
  • Pool details: outdoor pool only open Memorial day to Labor day and open to the public
  • Three Star Mountain hotel
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From$40
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Mansion at Glen Cove in Glen Cove 200 Dosoris Ln, Glen Cove, NY 11542 Call ~18.24 miles southeast of Sleepy Hollow
  • Our hotel comes with a pool
  • Affordable hotel
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From$80
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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
  • Pool available: Indoor saline pool. open until 10pm
  • Low priced 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
  • Pool in hotel
  • Mid-scale Suburban hotel
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From$149
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Hampton Inn Harriman Woodbury : 60 Centre Dr. 60 Centre Dr., Central Valley, NY 10917 Call ~21.02 miles northwest of Sleepy Hollow
  • We have a pool ready for use
  • 3-star Mountain property
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From$80
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Lakota Oaks : 32 Weed Ave. 32 Weed Ave., Norwalk, CT 06850 Call ~21.05 miles east of Sleepy Hollow
  • Has swimming pool: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • Mid-scale Suburban property
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From$129
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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.
  • Mid-scale Suburban hotel
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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
  • Has swimming pool: The hotel indoor heated pool open 9:00 am and closes at 9:00 pm.
  • Mid-scale Highway hotel
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From$99
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Comfort Suites in Woodbury 100 Estrada Rd., Woodbury, NY 10917 Call ~21.26 miles northwest of Sleepy Hollow
  • Includes a pool: Indoor heated pool
  • 3 star Suburban hotel
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From$145
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Hampton Inn New York Laguardia - Queens 102 40 Ditmars Blvd., Queens, NY 11369 Call ~21.86 miles south of Sleepy Hollow
  • Pool in hotel
  • Affordable Airport property
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From$80
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Empire Hotel : 44 West 63rd St. 44 West 63rd St., New York, NY 10023 Call ~22.52 miles south of Sleepy Hollow
  • Our hotel comes with a pool
  • Four star Downtown property
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From$125
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Harmony Suites Secaucus Meadowlands 455 Plaza Dr., Secaucus, NJ 07094 Call ~22.55 miles southwest of Sleepy Hollow
  • Includes a pool: Heated Indoor Pool
  • Four-star Downtown hotel
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From$130
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AVE Clifton in Clifton 743 Passaic Ave., Clifton, NJ 07012 Call ~22.69 miles southwest of Sleepy Hollow
  • Pool in hotel: Outdoor pool, open seasonally from Memorial Day to Labor Day.
  • High-end Suburban hotel
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From$120
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Renaissance Meadowlands Hotel - Rutherford 801 Rutherford Ave., Rutherford, NJ 07070 Call ~22.74 miles southwest of Sleepy Hollow
  • Has swimming pool: Indoor pool
  • High end Suburban property
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From$129
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Courtyard by Marriott Lyndhurst Meadowlands in Lyndhurst 1 Polito Ave., Lyndhurst, NJ 07071 Call ~22.85 miles southwest of Sleepy Hollow
  • With a pool!
  • Three Star Suburban hotel
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From$189
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Hilton Garden Inn Secaucus / Meadowlands : 875 State Route 3 East Service Rd. 875 State Route 3 East Service Rd., Secaucus, NJ 07094 Call ~23.06 miles southwest of Sleepy Hollow
  • We have a pool
  • 3 star Suburban property
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From$89
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Best Western Premier NYC Gateway Hotel - North Bergen 2650 Paterson Plank Rd., North Bergen, NJ 07047 Call ~23.40 miles southwest of Sleepy Hollow
  • Has swimming pool: Indoor Pool 9AM - 10PM Daily
  • Affordable Suburban property
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From$89
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Days Inn by Wyndham Wayne in Wayne 1850 Nj 23, Wayne, NJ 07470 Call ~23.50 miles west of Sleepy Hollow
  • Pool in hotel: we have out door pool
  • Inexpensive Suburban property
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From$60
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Norwalk Inn & Conference Center 99 East Ave., Norwalk, CT 06851 Call ~23.59 miles east of Sleepy Hollow
  • Pool details: Seasonal, salt water pool. Additional fees may apply.
  • 4-star Suburban hotel
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From$66
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