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

Sleepy Hollow Hotel a Dolce by Wyndham : 455 South Broadway 455 South Broadway, Tarrytown, NY 10591
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~1.63 miles south of Sleepy Hollow
  • Pool available: 6am - 11pm 800 sq. ft - 3-5 feet Indoor heated pool
  • Expensive Suburban property
More Photos Photo of Sleepy Hollow Hotel a Dolce by Wyndham Pool
From$119
Very good 4.0 /5 Review Score Call BookMore Details
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SpringHill Suites by Marriott Tarrytown Westchester County : 480 White Plains Rd. 480 White Plains Rd., Tarrytown, NY 10591
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~1.70 miles southeast of Sleepy Hollow
  • Has swimming pool: Indoor Pool, Open 6AM to 10PM
  • Midscale Suburban hotel
More Photos Swimming pool at SpringHill Suites by Marriott Tarrytown Westchester County
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Sheraton Tarrytown Hotel - Tarrytown 600 White Plains Rd., Tarrytown, NY 10591
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~2.01 miles southeast of Sleepy Hollow
  • Pool available: 6am- 10pm, indoor pool and hot tub
  • Three Star Suburban property
More Photos Swimming pool at Sheraton Tarrytown Hotel
From$75
Very good 4.0 /5 Recent Reviews Call BookMore Details
Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown, NY 10591
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~2.31 miles south of Sleepy Hollow
  • Pool available: Both indoor and outdoor pool, gym, sauna
  • Three Star Suburban hotel
More Photos Photo of Tarrytown House Estate Pool
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn White Plains / Tarrytown : 200 West Main St. 200 West Main St., Elmsford, NY 10523
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~2.49 miles southeast of Sleepy Hollow
  • Includes a pool: Outdoor, Seasonal
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn White Plains / Tarrytown Pool
From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Westchester Dobbs Ferry : 201 Ogden Ave. 201 Ogden Ave., Dobbs Ferry, NY 10522
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~5.11 miles south of Sleepy Hollow
  • Pool available: Spacious Saltwater Heated pool will be open daily.
  • 3-star Suburban hotel
More Photos Pool image of Hilton Garden Inn Westchester Dobbs Ferry
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
The Opus Westchester Autograph Collection : 3 Renaissance Sq. 3 Renaissance Sq., White Plains, NY 10601
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~5.99 miles southeast of Sleepy Hollow
  • Pool available: Pool access available Mon-Fri: 06:30-20:00; Sat-Sun: 07:30-20:00, indoor)
  • Luxury 5 star Downtown property
More Photos Photo of The Opus Westchester Autograph Collection Pool
From$199
Very good 4.0 /5 Latest Reviews Call BookMore Details
Sonesta White Plains Downtown in White Plains 66 Hale Ave., White Plains, NY 10601
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~6.36 miles southeast of Sleepy Hollow
  • Has swimming 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 hotel
More Photos Pool image of Sonesta White Plains Downtown
From$125
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Yonkers Westchester County 7 Executive Blvd., Yonkers, NY 10701
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~7.74 miles south of Sleepy Hollow
  • Pool details: In door heated pool and spa - open 7am to 10 pm
  • Three Star Suburban hotel
More Photos Photo of Residence Inn by Marriott Yonkers Westchester County Pool
From$159
Very good 4.0 /5 Read Reviews Call BookMore Details
Hilton Pearl River : 500 Veterans Memorial Dr. 500 Veterans Memorial Dr., Pearl River, NY 10965
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~7.78 miles west of Sleepy Hollow
  • Pool details: Indoor
  • 3-star Suburban hotel
More Photos Photo of Hilton Pearl River Pool
From$159
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Yonkers : 160 Corporate Blvd. 160 Corporate Blvd., Yonkers, NY 10701
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~7.90 miles south of Sleepy Hollow
  • Includes a pool: Indoor pool
  • Three Star Suburban property
More Photos Photo of Hampton Inn & Suites Yonkers Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt House White Plains Ny 101 Corporate Park Dr., White Plains, NY 10604
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~8.32 miles southeast of Sleepy Hollow
  • Has swimming pool: Outdoor May-Sept timeframe Whirlpool Lounge chairs Umbrellas
  • Affordable Suburban hotel
More Photos Swimming pool at Hyatt House White Plains Ny
From$125
Very good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Yonkers / Westchester 125 Tuckahoe Rd., Yonkers, NY 10710
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~8.87 miles south of Sleepy Hollow
  • We have a pool ready for use
  • Affordable Suburban property
More Photos Swimming pool at Ramada by Wyndham Yonkers / Westchester
From$80
Poor 2.0 /5 Hotel Reviews Call BookMore Details
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Hampton Inn & Suites Yonkers Westchester : 559 Tuckahoe Rd. 559 Tuckahoe Rd., Yonkers, NY 10710
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~9.03 miles south of Sleepy Hollow
  • Pool available: Indoor pool
  • Three Star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Yonkers Westchester
From$89
Very good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Nanuet - Nanuet 270 West Rte 59, Nanuet, NY 10954
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~10.02 miles west of Sleepy Hollow
  • Pool available: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Three Star Suburban property
More Photos Pool image of Hilton Garden Inn Nanuet
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Hampton Inn Nanuet in Nanuet 260 Ny 59, Nanuet, NY 10954
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~10.02 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Pool - 6 AM – 10 PM
  • Mid-scale Highway property
More Photos Photo of Hampton Inn Nanuet Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Marriott Park Ridge : 300 Brae Blvd. 300 Brae Blvd., Park Ridge, NJ 07656
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~10.98 miles west of Sleepy Hollow
  • Includes a pool: 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 hotel
More Photos Swimming pool at Marriott Park Ridge
From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Montvale in Montvale 100 Chestnut Ridge Rd., Montvale, NJ 07645
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~11.15 miles west of Sleepy Hollow
  • Includes a pool: We have an large Outdoor Pool along side our beautiful patio.
  • Midscale Suburban hotel
More Photos Photo of Courtyard by Marriott Montvale Pool
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Mtk Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549
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~11.77 miles northeast of Sleepy Hollow
  • Pool available: Seasonal outdoor pool - open Memorial Day to Labor Day
  • 3 star Suburban property
More Photos Swimming pool at Hotel Mtk Mount Kisco
From$129
Average 3.0 /5 Reviews Call BookMore Details
Hotel NoMa, Trademark Collection by Wyndham 1 Radisson Plaza, New Rochelle, NY 10801
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~12.47 miles south of Sleepy Hollow
  • We have a pool ready for use
  • 3 star Suburban property
More Photos Photo of Hotel NoMa, Trademark Collection by Wyndham Pool
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Saddle River : 7 Boroline Rd. 7 Boroline Rd., Saddle River, NJ 07458
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~13.63 miles west of Sleepy Hollow
  • Has swimming pool: Seasonal Outdoor Pool /open Memorial Day - Labor Day from 9AM - 9PM. (Weather restrictions may apply)
  • Three Star Suburban property
More Photos Photo of Residence Inn by Marriott Saddle River Pool
From$129
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Peekskill in Peekskill 2 John Walsh Blvd., Peekskill, NY 10566
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~13.96 miles north of Sleepy Hollow
  • Pool details: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3 star Riverfront hotel
More Photos Photo of Holiday Inn Express & Suites Peekskill Pool
From$97
Average 3.0 /5 Guest Reviews Call BookMore Details
J House Greenwich 1114 East Putnam Ave., Greenwich, CT 06878
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~14.64 miles east of Sleepy Hollow
  • With a pool!
  • Four star hotel
More Photos Photo of J House Greenwich Pool
From$189
Very good 4.0 /5 Read Reviews Call BookMore Details
Inn on the Hudson - Peekskill 634 Main St., Peekskill, NY 10566
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~14.67 miles north of Sleepy Hollow
  • Pool details: Pool is permanently closes
  • Two star Riverfront hotel
More Photos Swimming pool at Inn on the Hudson
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Paramus - Paramus 320 North Route 17, Paramus, NJ 07652
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~14.70 miles southwest of Sleepy Hollow
  • Has a pool!
  • Three Star Suburban property
More Photos Pool image of Courtyard by Marriott Paramus
From$80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Mahwah : 290 Route 17 Corporate Dr. 290 Route 17 Corporate Dr., Mahwah, NJ 07430
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~15.29 miles west of Sleepy Hollow
  • Pool available: Indoor Pool : 8am - 10pm
  • Low-priced Suburban property
More Photos Photo of Hampton Inn Mahwah Pool
From$99
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Mahwah in Mahwah 375 Corporate Dr., Mahwah, NJ 07430
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~15.45 miles west of Sleepy Hollow
  • We have a pool
  • 3-star hotel
More Photos Swimming pool at Homewood Suites by Hilton Mahwah
From$101
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Mahwah : 180 Route 17 South 180 Route 17 South, Mahwah, NJ 07430
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~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.
  • 3-star Suburban hotel
More Photos Swimming pool at Doubletree by Hilton Mahwah
From$105
Average 3.0 /5 Reviews Call BookMore Details
Doubletree - Mahwah 180 Nj 17, Mahwah, NJ 07430
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~15.60 miles west of Sleepy Hollow
  • Includes a pool: Currently being renovated
  • Cheap hotel
More Photos Swimming pool at Doubletree
From$60
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Stamford / New York City in Stamford 135 Harvard Ave., Stamford, CT 06902
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~15.74 miles east of Sleepy Hollow
  • Includes a pool: Pool Open From 8AM until 7PM
  • 3 star Downtown hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Stamford / New York City
From$80
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah in Mahwah 225 Ramapo Valley Rd., Mahwah, NJ 07430
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~15.91 miles west of Sleepy Hollow
  • Includes a pool: Indoor Pool is open 6AM-11PM Daily.
  • 3 star Suburban property
More Photos Pool image of Fairfield Inn & Suites Mahwah
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
The Armon Stamford : 2701 Summer St. 2701 Summer St., Stamford, CT 06905
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~16.25 miles east of Sleepy Hollow
  • Pool details: We have an Indoor Pool, Sauna and Steam Room
  • Midscale Suburban hotel
More Photos Swimming pool at The Armon Stamford
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Place Fair Lawn Paramus 4101 Broadway (Rte. 4 West), Fair Lawn, NJ 07410
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~16.29 miles southwest of Sleepy Hollow
  • Has swimming pool: Hotel has an oversized indoor pool Open from 6am-10pm
  • 3-star Suburban property
More Photos Photo of Hyatt Place Fair Lawn Paramus Pool
From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Stamford 1 1st Stamford Place, Stamford, CT 06902
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~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 hotel
More Photos Photo of Doubletree by Hilton Stamford Pool
From$109
Average 3.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites Teaneck Glenpointe 1 Glenwood Ave., Teaneck, NJ 07666
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~16.50 miles southwest of Sleepy Hollow
  • Includes a pool: Heated Indoor pool as deep as 5 feet
  • Mid-scale Suburban property
More Photos Swimming pool at Hampton Inn & Suites Teaneck Glenpointe
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Stamford Downtown 275 Summer St., Stamford, CT 06901
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~16.73 miles east of Sleepy Hollow
  • Has swimming pool: Pool is 14’ by 19’ 10 people capacity.
  • 3-star Downtown property
More Photos Pool image of Courtyard by Marriott Stamford Downtown
From$149
Very good 4.0 /5 Read Reviews Call BookMore Details
The Stamford Hotel : 700 East Main St. 700 East Main St., Stamford, CT 06901
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~17.15 miles east of Sleepy Hollow
  • Includes a pool: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • 4-star Downtown property
More Photos Swimming pool at The Stamford Hotel
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Overlook Lodge at Bear Mountain : 55 Hessian Dr. 55 Hessian Dr., Bear Mountain, NY 10911
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~17.72 miles northwest of Sleepy Hollow
  • Pool in hotel: outdoor pool only open Memorial day to Labor day and open to the public
  • Midscale Mountain hotel
More Photos Swimming pool at Overlook Lodge at Bear Mountain
From$40
Average 3.5 /5 Review Score Call BookMore Details
Hilton Garden Inn Ridgefield Park in Ridgefield Park 70 Challenger Rd., Ridgefield Park, NJ 07660
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~17.94 miles southwest of Sleepy Hollow
  • Includes a pool: Swim in the indoor swimming pool.
  • Affordable Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Ridgefield Park
From$139
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Hasbrouck Heights - Hasbrouck Heights 377 Route 17 South, Hasbrouck Heights, NJ 7604
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~18.68 miles southwest of Sleepy Hollow
  • Pool details: Indoor saline pool. open until 10pm
  • Two-star Suburban property
More Photos Swimming pool at Home2 Suites by Hilton Hasbrouck Heights
From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Hasbrouck Heights-Meadowlands by IHG in Hasbrouck Heights 283 Route 17 South, Hasbrouck Heights, NJ 07604
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~18.84 miles southwest of Sleepy Hollow
  • Includes a swimming pool
  • 3-star Suburban property
More Photos Photo of Holiday Inn Hasbrouck Heights-Meadowlands by IHG Pool
From$149
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Courtyard by Marriott Edgewater Nyc Area : 3 Pembroke Place 3 Pembroke Place, Edgewater, NJ 07020
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~20.63 miles south of Sleepy Hollow
  • Has swimming pool: Yes
  • 3-star Suburban property
More Photos Photo of Courtyard by Marriott Edgewater Nyc Area Pool
From$139
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Wayne in Wayne 15 Nevins Rd., Wayne, NJ 07470
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~20.73 miles west of Sleepy Hollow
  • Includes a pool: 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.
  • 3 star Suburban property
More Photos Photo of Hilton Garden Inn Wayne Pool
From$103
Very good 4.5 /5 Review Score Call BookMore Details
Lakota Oaks 32 Weed Ave., Norwalk, CT 06850
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~21.05 miles east of Sleepy Hollow
  • Includes a pool: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • Three Star Suburban hotel
More Photos Swimming pool at Lakota Oaks
From$129
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott East Rutherford Meadowlands - East Rutherford 10 Murray Hill Pkwy., East Rutherford, NJ 07073
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~21.17 miles southwest of Sleepy Hollow
  • Pool details: Indoor pool on site.
  • Midscale Suburban property
More Photos Photo of Residence Inn by Marriott East Rutherford Meadowlands Pool
From$149
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Meadowlands Area by IHG in Carlstadt 100 Paterson Plank Rd., Carlstadt, NJ 07072
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~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.
  • 3-star Highway hotel
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Meadowlands Area by IHG
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
Comfort Suites in Woodbury 100 Estrada Rd., Woodbury, NY 10917
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~21.26 miles northwest of Sleepy Hollow
  • Includes a pool: Indoor heated pool
  • Affordable Suburban property
More Photos hotel room
From$145
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn New York Laguardia : 102 40 Ditmars Blvd. 102 40 Ditmars Blvd., Queens, NY 11369
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~21.86 miles south of Sleepy Hollow
  • We have a pool ready for use
  • Mid-scale Airport property
More Photos Photo of Hampton Inn New York Laguardia Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Empire Hotel 44 West 63rd St., New York, NY 10023
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~22.52 miles south of Sleepy Hollow
  • Includes a pool
  • Four star Downtown property
More Photos Swimming pool at Empire Hotel
From$125
Average 3.0 /5 Reviews Call BookMore Details
Harmony Suites Secaucus Meadowlands - Secaucus 455 Plaza Dr., Secaucus, NJ 07094
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~22.55 miles southwest of Sleepy Hollow
  • Includes a pool: Heated Indoor Pool
  • High-end Downtown property
More Photos Pool image of Harmony Suites Secaucus Meadowlands
From$130
Average 3.0 /5 Read Reviews Call BookMore Details

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