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
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
480 White Plains Rd., Tarrytown, NY 10591 +1-888-389-4121 ~1.70 miles southeast of Sleepy Hollow
  • Has swimming pool: Indoor Pool, Open 6AM to 10PM
  • Mid-scale Suburban hotel
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From$75
Average 3.0 /5 Reviews Call BookMore Details
Sheraton Tarrytown Hotel in Tarrytown
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
600 White Plains Rd., Tarrytown, NY 10591 +1-888-675-2083 ~2.01 miles southeast of Sleepy Hollow
  • Has swimming pool: 6am- 10pm, indoor pool and hot tub
  • Affordable Suburban hotel
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From$75
Very good 4.0 /5 Read Reviews Call BookMore Details
Tarrytown House Estate - Tarrytown
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
49 East Sunnyside Lane, Tarrytown, NY 10591 +1-800-716-8490 ~2.31 miles south of Sleepy Hollow
  • Pool details: Both indoor and outdoor pool, gym, sauna
  • Affordable Suburban hotel
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From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Dobbs Ferry - Dobbs Ferry
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
201 Ogden Ave., Dobbs Ferry, NY 10522 +1-800-805-5223 ~5.11 miles south of Sleepy Hollow
  • Pool available: Spacious Saltwater Heated pool will be open daily.
  • Affordable Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sonesta White Plains Downtown - White Plains
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
66 Hale Ave., White Plains, NY 10601 +1-888-965-1860 ~6.36 miles southeast of Sleepy Hollow
  • Pool details: 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
  • Four star Downtown property
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From$125
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Yonkers Westchester County
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
7 Executive Blvd., Yonkers, NY 10701 +1-888-788-5576 ~7.74 miles south of Sleepy Hollow
  • Pool details: In door heated pool and spa - open 7am to 10 pm
  • 3 star Suburban hotel
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From$159
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Yonkers Westchester County : 5 Executive Blvd.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
5 Executive Blvd., Yonkers, NY 10701 +1-888-897-9207 ~7.75 miles south of Sleepy Hollow
  • Has swimming pool: Indoor Pool with Terrace Access, 8AM-10PM
  • Affordable Suburban property
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From$98
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Yonkers - Yonkers
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
160 Corporate Blvd., Yonkers, NY 10701 +1-888-311-4278 ~7.90 miles south of Sleepy Hollow
  • Pool in hotel: Indoor pool
  • Midscale Suburban property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt House White Plains - White Plains
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
101 Corporate Park Dr., White Plains, NY 10604 +1-888-469-4795 ~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
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Yonkers Westchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
559 Tuckahoe Rd., Yonkers, NY 10710 +1-888-734-9421 ~9.03 miles south of Sleepy Hollow
  • Pool in hotel: Indoor pool
  • Mid-scale Suburban hotel
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From$89
Very good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Nanuet - Nanuet
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
270 West Rte 59, Nanuet, NY 10954 +1-888-841-5292 ~10.02 miles west of Sleepy Hollow
  • Pool available: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Midscale Suburban hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Nanuet - Nanuet
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
260 Ny 59, Nanuet, NY 10954 +1-888-455-5160 ~10.02 miles west of Sleepy Hollow
  • Includes a pool: Indoor Pool - 6 AM – 10 PM
  • 3 star Highway property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Montvale : 100 Chestnut Ridge Rd.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
100 Chestnut Ridge Rd., Montvale, NJ 07645 +1-888-965-8297 ~11.15 miles west of Sleepy Hollow
  • Pool available: We have an large Outdoor Pool along side our beautiful patio.
  • 3-star Suburban property
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From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Mtk Mount Kisco : 1 Holiday Inn Dr.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1 Holiday Inn Dr., Mount Kisco, NY 10549 +1-888-906-6358 ~11.77 miles northeast of Sleepy Hollow
  • Pool available: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Midscale Suburban hotel
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From$129
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel NoMa, Trademark Collection by Wyndham
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1 Radisson Plaza, New Rochelle, NY 10801 +1-888-749-6785 ~12.47 miles south of Sleepy Hollow
  • With a pool!
  • Affordable Suburban property
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From$99
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott New Rochelle in New Rochelle
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
35 Lecount Place, New Rochelle, NY 10801 +1-888-878-9982 ~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
  • Affordable Downtown hotel
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From$139
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Saddle River - Saddle River
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
7 Boroline Rd., Saddle River, NJ 07458 +1-888-389-4485 ~13.63 miles west of Sleepy Hollow
  • Pool available: Seasonal Outdoor Pool /open Memorial Day - Labor Day from 9AM - 9PM. (Weather restrictions may apply)
  • Affordable Suburban hotel
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From$129
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill in Peekskill
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2 John Walsh Blvd., Peekskill, NY 10566 +1-888-389-4121 ~13.96 miles north of Sleepy Hollow
  • Pool details: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Midscale Riverfront property
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From$97
Average 3.0 /5 Hotel Reviews Call BookMore Details
J House Greenwich : 1114 East Putnam Ave.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1114 East Putnam Ave., Greenwich, CT 06878 +1-888-675-2083 ~14.64 miles east of Sleepy Hollow
  • Has a pool!
  • High-end property
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From$189
Very good 4.0 /5 Latest Reviews Call BookMore Details
Inn on the Hudson
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
634 Main St., Peekskill, NY 10566 +1-800-716-8490 ~14.67 miles north of Sleepy Hollow
  • Includes a pool: Pool is permanently closes
  • Cheap Riverfront property
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From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Mahwah in Mahwah
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
290 Route 17 Corporate Dr., Mahwah, NJ 07430 +1-800-805-5223 ~15.29 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Pool : 8am - 10pm
  • Low-priced Suburban hotel
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From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Greenwich - Old Greenwich
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1800 East Putnam Ave., Old Greenwich, CT 06870 +1-888-965-1860 ~15.46 miles east of Sleepy Hollow
  • Pool details: 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
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Mahwah - Mahwah
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
180 Route 17 South, Mahwah, NJ 07430 +1-888-788-5576 ~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 hotel
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From$105
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree in Mahwah
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
180 Nj 17, Mahwah, NJ 07430 +1-888-897-9207 ~15.60 miles west of Sleepy Hollow
  • Includes a pool: Currently being renovated
  • Cheap property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Stamford / New York City : 135 Harvard Ave.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
135 Harvard Ave., Stamford, CT 06902 +1-888-311-4278 ~15.74 miles east of Sleepy Hollow
  • Pool in hotel: Pool Open From 8AM until 7PM
  • 3-star Downtown hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Mahwah - Mahwah
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
140 Nj 17, Mahwah, NJ 07430 +1-888-469-4795 ~15.87 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Heated Pool.
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
225 Ramapo Valley Rd., Mahwah, NJ 07430 +1-888-734-9421 ~15.91 miles west of Sleepy Hollow
  • Includes a pool: Indoor Pool is open 6AM-11PM Daily.
  • Affordable Suburban property
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From$89
Average 3.0 /5 Read Reviews Call BookMore Details
The Armon Stamford in Stamford
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2701 Summer St., Stamford, CT 06905 +1-888-841-5292 ~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$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Teaneck Glenpointe : 1 Glenwood Ave.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1 Glenwood Ave., Teaneck, NJ 07666 +1-888-455-5160 ~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$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Stamford Downtown
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
275 Summer St., Stamford, CT 06901 +1-888-965-8297 ~16.73 miles east of Sleepy Hollow
  • Pool details: Pool is 14’ by 19’ 10 people capacity.
  • 3 star Downtown property
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From$149
Very good 4.0 /5 Reviews Call BookMore Details
The Stamford Hotel - Stamford
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
700 East Main St., Stamford, CT 06901 +1-888-906-6358 ~17.15 miles east of Sleepy Hollow
  • Has swimming pool: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • High-end Downtown hotel
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Overlook Lodge at Bear Mountain
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
55 Hessian Dr., Bear Mountain, NY 10911 +1-888-749-6785 ~17.72 miles northwest of Sleepy Hollow
  • Pool in hotel: outdoor pool only open Memorial day to Labor day and open to the public
  • 3-star Mountain hotel
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From$40
Average 3.5 /5 Hotel Reviews Call BookMore Details
Mansion at Glen Cove - Glen Cove
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
200 Dosoris Ln, Glen Cove, NY 11542 +1-888-878-9982 ~18.24 miles southeast of Sleepy Hollow
  • We have a pool
  • 3 star hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Hasbrouck Heights
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
377 Route 17 South, Hasbrouck Heights, NJ 7604 +1-888-389-4485 ~18.68 miles southwest of Sleepy Hollow
  • Has swimming pool: Indoor saline pool. open until 10pm
  • Cheap Suburban property
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Hasbrouck Heights Meadowlands An Ihg Hotel in Hasbrouck Heights
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
283 Route 17 South, Hasbrouck Heights, NJ 07604 +1-888-389-4121 ~18.84 miles southwest of Sleepy Hollow
  • Includes a pool
  • 3 star Suburban property
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From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Harriman Woodbury in Central Valley
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
60 Centre Dr., Central Valley, NY 10917 +1-888-675-2083 ~21.02 miles northwest of Sleepy Hollow
  • Has a pool!
  • Affordable Mountain hotel
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From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Lakota Oaks
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
32 Weed Ave., Norwalk, CT 06850 +1-800-716-8490 ~21.05 miles east of Sleepy Hollow
  • Has swimming pool: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • Midscale Suburban hotel
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From$129
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott East Rutherford Meadowlands in East Rutherford
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
10 Murray Hill Pkwy., East Rutherford, NJ 07073 +1-800-805-5223 ~21.17 miles southwest of Sleepy Hollow
  • Includes a pool: Indoor pool on site.
  • Affordable Suburban hotel
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From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Meadowlands Area by Ihg
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
100 Paterson Plank Rd., Carlstadt, NJ 07072 +1-888-965-1860 ~21.19 miles southwest of Sleepy Hollow
  • Pool available: The hotel indoor heated pool open 9:00 am and closes at 9:00 pm.
  • Three Star Highway property
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From$99
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Suites - Woodbury
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
100 Estrada Rd., Woodbury, NY 10917 +1-888-788-5576 ~21.26 miles northwest of Sleepy Hollow
  • Pool in hotel: Indoor heated pool
  • Mid-scale Suburban hotel
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From$145
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn New York Laguardia : 102 40 Ditmars Blvd.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
102 40 Ditmars Blvd., Queens, NY 11369 +1-888-897-9207 ~21.86 miles south of Sleepy Hollow
  • We have a pool ready for use
  • 3-star Airport property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Empire Hotel
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
44 West 63rd St., New York, NY 10023 +1-888-311-4278 ~22.52 miles south of Sleepy Hollow
  • With a pool!
  • Four-star Downtown property
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Harmony Suites Secaucus Meadowlands in Secaucus
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
455 Plaza Dr., Secaucus, NJ 07094 +1-888-469-4795 ~22.55 miles southwest of Sleepy Hollow
  • Pool available: Heated Indoor Pool
  • Four-star Downtown hotel
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From$130
Average 3.0 /5 Review Score Call BookMore Details
AVE Clifton in Clifton
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
743 Passaic Ave., Clifton, NJ 07012 +1-888-734-9421 ~22.69 miles southwest of Sleepy Hollow
  • Pool in hotel: Outdoor pool, open seasonally from Memorial Day to Labor Day.
  • Four star Suburban hotel
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From$120
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Renaissance Meadowlands Hotel : 801 Rutherford Ave.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
801 Rutherford Ave., Rutherford, NJ 07070 +1-888-841-5292 ~22.74 miles southwest of Sleepy Hollow
  • Pool in hotel: Indoor pool
  • 4-star Suburban property
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From$129
Very good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Lyndhurst Meadowlands
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1 Polito Ave., Lyndhurst, NJ 07071 +1-888-455-5160 ~22.85 miles southwest of Sleepy Hollow
  • We have a pool
  • 3-star Suburban hotel
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From$189
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Secaucus / Meadowlands
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
875 State Route 3 East Service Rd., Secaucus, NJ 07094 +1-888-965-8297 ~23.06 miles southwest of Sleepy Hollow
  • Has swimming pool
  • Mid-scale Suburban property
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From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Premier NYC Gateway Hotel
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
2650 Paterson Plank Rd., North Bergen, NJ 07047 +1-888-906-6358 ~23.40 miles southwest of Sleepy Hollow
  • Pool available: Indoor Pool 9AM - 10PM Daily
  • 3-star Suburban property
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From$89
Very good 4.5 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Wayne - Wayne
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1850 Nj 23, Wayne, NJ 07470 +1-888-749-6785 ~23.50 miles west of Sleepy Hollow
  • Pool available: we have out door pool
  • Economy Suburban property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Norwalk Inn & Conference Center - Norwalk
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
99 East Ave., Norwalk, CT 06851 +1-888-878-9982 ~23.59 miles east of Sleepy Hollow
  • Pool available: Seasonal, salt water pool. Additional fees may apply.
  • 4-star Suburban property
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From$66
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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