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
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
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
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
From$66
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