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.
Planning group travel? Get Sleepy Hollow NY Group Hotel Rates

Sleepy Hollow Hotels with Outdoor or Indoor Pools

The Castle Hotel & Spa
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
400 Benedict Ave., Tarrytown, NY 10591 +1-888-389-4121 ~1.29 miles southeast of Sleepy Hollow
  • Pool in hotel: Outdoor Seasonal Pool & Whirlpool. Open from 10:00 am - 6:00 pm
  • High end Suburban hotel
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From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
Tarrytown Springhill Suites by Marriott : 480 White Plains Rd.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
480 White Plains Rd., Tarrytown, NY 10591 +1-888-675-2083 ~1.70 miles southeast of Sleepy Hollow
  • Pool in hotel: Indoor Pool, Open 6AM to 10PM
  • Three Star Suburban property
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From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Sheraton Tarrytown Hotel - Tarrytown
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
600 White Plains Rd., Tarrytown, NY 10591 +1-800-716-8490 ~2.01 miles southeast of Sleepy Hollow
  • Pool in hotel: 6am- 10pm, indoor pool and hot tub
  • 3-star Suburban hotel
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From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Tarrytown House Estate on the Hudson in Tarrytown
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
49 East Sunnyside Lane, Tarrytown, NY 10591 +1-800-805-5223 ~2.31 miles south of Sleepy Hollow
  • Has swimming pool: Both indoor and outdoor pool, gym, sauna
  • 3-star Suburban property
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel Nyack, a JdV by Hyatt Hotel
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
400 High Ave., Nyack, NY 10960 +1-888-965-1860 ~3.78 miles west of Sleepy Hollow
  • Pool available: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • Expensive Suburban property
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From$88
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Westchester Dobbs Ferry : 201 Ogden Ave.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
201 Ogden Ave., Dobbs Ferry, NY 10522 +1-888-788-5576 ~5.11 miles south of Sleepy Hollow
  • Includes a pool: Spacious Saltwater Heated pool will be open daily.
  • Three Star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Yonkers in Yonkers
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
160 Corporate Blvd., Yonkers, NY 10701 +1-888-897-9207 ~7.90 miles south of Sleepy Hollow
  • Pool available: Indoor pool
  • 3 star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Nanuet in Nanuet
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
260 West Route 59, Nanuet, NY 10954 +1-888-311-4278 ~8.57 miles west of Sleepy Hollow
  • Has swimming pool
  • Midscale Highway property
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From$80
Poor 2.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Nanuet
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
270 West Route 59, Nanuet, FL 10954 +1-888-469-4795 ~8.57 miles west of Sleepy Hollow
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • 3 star Suburban property
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From$500
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Westchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
699 Westchester Ave., Rye Brook, NY 10573 +1-888-734-9421 ~10.31 miles southeast of Sleepy Hollow
  • Has swimming pool: Indoor - 6am to 10pm 4ft 8inc in deepth a large size swiming pool. outdoor - seasonal (memorial day to labor day weather permitting)8am to 8pm Mon-Fri and 9am to 6pm Sat-Sun.
  • Affordable Suburban hotel
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Mtk Mount Kisco : 1 Pat Reilly Way
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1 Pat Reilly Way, Mount Kisco, NY 10549 +1-888-841-5292 ~11.59 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
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott New Rochelle
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
35 Lecount Place, New Rochelle, NY 10801 +1-888-455-5160 ~12.64 miles south of Sleepy Hollow
  • Pool available: Our Out Door Pool is Open from Memorial Day until Labor Day from 9am-7pm
  • 3 star Downtown hotel
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From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2 John Walsh Blvd., Peekskill, NY 10566 +1-888-965-8297 ~13.96 miles north of Sleepy Hollow
  • Pool in hotel: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Affordable Riverfront property
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From$97
Average 3.0 /5 Hotel Reviews Call BookMore Details
J House Greenwich : 1114 East Putnam Ave.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1114 East Putnam Ave., Greenwich, CT 06878 +1-888-906-6358 ~14.64 miles east of Sleepy Hollow
  • Has swimming pool
  • Four star hotel
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From$189
Very Good 4.0 /5 Review Score Call BookMore Details
Inn on the Hudson : 634 Main St.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
634 Main St., Peekskill, NY 10566 +1-888-749-6785 ~14.67 miles north of Sleepy Hollow
  • Pool available: Pool is permanently closes
  • 2-star Riverfront property
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From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
The Abbey Inn & Spa
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
900 Fort Hill Rd., Peekskill, NY 10566 +1-888-878-9982 ~14.81 miles north of Sleepy Hollow
  • Pool available: Seasonal Outdoor Pool: Monday - Friday- 11 am to 7 pm Saturday - Sunday- 10 am - 7:30 pm
  • Expensive Riverfront hotel
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From$500
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Regency Greenwich - Old Greenwich
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1800 East Putnam Ave., Old Greenwich, CT 06870 +1-888-389-4485 ~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.
  • 4 star Suburban property
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From$89
Very Good 4.0 /5 Review Score Call BookMore Details
DoubleTree by Hilton Mahwah - Mahwah
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
180 Route 17 South, Mahwah, NJ 07430 +1-888-389-4121 ~15.57 miles west of Sleepy Hollow
  • Pool available: 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.
  • Midscale Suburban hotel
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From$105
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
180 Nj 17, Mahwah, NJ 07430 +1-888-675-2083 ~15.60 miles west of Sleepy Hollow
  • Has swimming pool: Currently being renovated
  • Cheap property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Stamford / New York City
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
135 Harvard Ave., Stamford, CT 06902 +1-800-716-8490 ~15.74 miles east of Sleepy Hollow
  • We have a pool ready for use
  • Midscale Downtown property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Mahwah
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
140 Nj 17, Mahwah, NJ 07430 +1-800-805-5223 ~15.87 miles west of Sleepy Hollow
  • Includes a pool: Indoor Heated Pool.
  • Affordable Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
225 Ramapo Valley Rd., Mahwah, NJ 07430 +1-888-965-1860 ~15.91 miles west of Sleepy Hollow
  • Pool details: Indoor Pool is open 6AM-11PM Daily.
  • Three Star Suburban hotel
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From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Sheraton Mahwah
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1 International Blvd., Mahwah, NJ 07495 +1-888-788-5576 ~15.91 miles west of Sleepy Hollow
  • Pool available: Indoor heated pool
  • 4-star Suburban property
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From$129
Average 3.5 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Teaeneck
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
Glenwood Ave. Teaneck, Teaneck, NJ 07666 +1-888-897-9207 ~16.21 miles southwest of Sleepy Hollow
  • Pool available: Indoor Pool
  • 3 star hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Crowne Plaza Stamford An Ihg Hotel : 2701 Summer St.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2701 Summer St., Stamford, CT 06905 +1-888-311-4278 ~16.25 miles east of Sleepy Hollow
  • Has swimming pool: We have an Indoor Pool, Sauna and Steam Room
  • 3 star Suburban hotel
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From$86
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Stamford Hotel & Executive Meeting Center
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1 1st Stamford Place, Stamford, CT 06902 +1-888-469-4795 ~16.34 miles east of Sleepy Hollow
  • Pool in hotel: Indoor Heated Pool and Heated Wirlpool, open daily from 6:00 AM to 11:00 PM.
  • Four-star Suburban hotel
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From$109
Average 3.5 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Teaneck Glenpointe - Teaneck
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 Glenwood Ave., Teaneck, NJ 07666 +1-888-734-9421 ~16.50 miles southwest of Sleepy Hollow
  • Pool available: Heated Indoor pool as deep as 5 feet
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Stamford Downtown
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
275 Summer St., Stamford, CT 06901 +1-888-841-5292 ~16.73 miles east of Sleepy Hollow
  • Pool details: Pool is 14’ by 19’ 10 people capacity.
  • Midscale Downtown property
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From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Stamford Suites in Stamford
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
720 Bedford St., Stamford, CT 06901 +1-888-455-5160 ~16.84 miles east of Sleepy Hollow
  • Pool details: 9am - 9pm indoor Olympic sized pool
  • Three Star Downtown property
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From$99
Average 3.0 /5 Reviews Call BookMore Details
Bear Mountain Inn in Bear Mountain
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3020 Seven Lakes Dr., Bear Mountain, NY 10911 +1-888-965-8297 ~16.91 miles northwest of Sleepy Hollow
  • Has swimming pool: outdoor pool only open Memorial day to Labor day and open to the public
  • Mid-scale Mountain property
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From$149
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Stamford Marriott Hotel & Spa
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
243 Tresser Blvd., Stamford, CT 06901 +1-888-906-6358 ~17.05 miles east of Sleepy Hollow
  • Includes a pool: Indoor/Outdoor Pool, open 6am to 10pm daily (outdoor pool seasonal).
  • Four-star Downtown property
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Stamford Hotel in Stamford
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
700 East Main St., Stamford, CT 06901 +1-888-749-6785 ~17.15 miles east of Sleepy Hollow
  • Pool details: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • Four-star Downtown hotel
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From$125
Average 3.0 /5 Review Score Call BookMore Details
Mansion at Glen Cove : 200 Dosoris Ln
+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
  • With a pool!
  • 3-star property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Hasbrouck Heights Meadowlands An Ihg Hotel
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
283 Route 17 South, Hasbrouck Heights, NJ 07604 +1-888-389-4485 ~18.84 miles southwest of Sleepy Hollow
  • Has a pool!
  • Three Star Suburban property
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From$149
Average 3.0 /5 Review Score Call BookMore Details
Lakota Oaks in Norwalk
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
32 Weed Ave., Norwalk, CT 06850 +1-888-389-4121 ~21.05 miles east of Sleepy Hollow
  • Pool available: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • Mid-scale Suburban property
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From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott East Rutherford Meadowlands in East Rutherford
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
10 Murray Hill Pkwy., East Rutherford, NJ 07073 +1-888-675-2083 ~21.17 miles southwest of Sleepy Hollow
  • Includes a pool: Indoor pool & hot tub on site. Max capacity of 12 people in the pool. Reservations required for registered guests. QR code available at check in for all guests to make appointments throughout their stay.
  • 3 star Suburban property
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton East Rutherford - Meadowlands : 125 Route 17 South
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
125 Route 17 South, East Rutherford, NJ 07073 +1-800-716-8490 ~21.39 miles southwest of Sleepy Hollow
  • Pool details: Heated indoor pool open from 8am-10pm
  • Mid-scale Suburban hotel
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Empire Hotel : 44 West 63rd St.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
44 West 63rd St., New York, NY 10023 +1-800-805-5223 ~22.52 miles south of Sleepy Hollow
  • With a pool!
  • Four star Downtown hotel
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands : 350 Lighting Way
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
350 Lighting Way, Secaucus, NJ 07094 +1-888-965-1860 ~22.53 miles southwest of Sleepy Hollow
  • Pool details: Indoor
  • Mid-scale Convention Center hotel
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From$80
Average 3.5 /5 Hotel Reviews Call BookMore Details
Harmony Suites Secaucus Meadowlands : 455 Plaza Dr.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
455 Plaza Dr., Secaucus, NJ 07094 +1-888-788-5576 ~22.55 miles southwest of Sleepy Hollow
  • Pool in hotel: Heated Indoor Pool
  • 4-star Downtown hotel
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From$130
Average 3.0 /5 Reviews Call BookMore Details
Ave Clifton - Clifton
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
743 Passaic Ave., Clifton, NJ 07012 +1-888-897-9207 ~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
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Courtyard Marriott - Lyndhurst
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1 Polito Ave., Lyndhurst, NJ 07071 +1-888-311-4278 ~22.85 miles southwest of Sleepy Hollow
  • We have a pool
  • Mid-scale Suburban property
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From$189
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Secaucus / Meadowlands
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
875 State Route 3 East Service Rd., Secaucus, NJ 07094 +1-888-469-4795 ~23.06 miles southwest of Sleepy Hollow
  • Has swimming pool
  • 3 star Suburban property
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From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Norwalk : 560 Main Ave.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
560 Main Ave., Norwalk, CT 06851 +1-888-734-9421 ~23.28 miles east of Sleepy Hollow
  • Has swimming pool: Indoor pool 7AM-10PM
  • Affordable Suburban hotel
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From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Wayne - Wayne
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
350 Route 46, Wayne, NJ 07470 +1-888-841-5292 ~23.34 miles southwest of Sleepy Hollow
  • Pool details: Indoor saline pool is chemical-free and a pledge to sustainability.
  • Three Star Highway hotel
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Premier NYC Gateway Hotel
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2650 Paterson Plank Rd., North Bergen, NJ 07047 +1-888-455-5160 ~23.40 miles southwest of Sleepy Hollow
  • Pool in hotel: Indoor Pool 9AM - 10PM Daily
  • Mid-scale Suburban property
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From$89
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Wayne
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1850 Nj 23, Wayne, NJ 07470 +1-888-965-8297 ~23.50 miles west of Sleepy Hollow
  • Pool details: we have out door pool
  • Cheap Suburban hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Norwalk Inn in Norwalk
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
99 East Ave., Norwalk, CT 06851 +1-888-906-6358 ~23.59 miles east of Sleepy Hollow
  • Pool in hotel: Seasonal, salt water pool. Additional fees may apply.
  • Four-star Suburban hotel
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From$66
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Margaritaville Resort Times Square
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
560 7th Ave., New York, NY 10018 +1-888-749-6785 ~23.69 miles south of Sleepy Hollow
  • Pool in hotel: Outdoor heated pool that is open from 8am to dusk.
  • Four-star Downtown hotel
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From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Selina Chelsea New York City
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
518 West 27th St., New York, NY 10001 +1-888-878-9982 ~24.23 miles south of Sleepy Hollow
  • Includes a pool: Seasonal from 9am - 7pm
  • Midscale Downtown property
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
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