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
  • Pool in hotel: Indoor Pool, Open 6AM to 10PM
  • Mid-scale Suburban property
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From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Sheraton Tarrytown Hotel
+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
  • Pool details: 6am- 10pm, indoor pool and hot tub
  • Three Star Suburban property
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From$75
Very good 4.0 /5 Hotel 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
  • Includes a pool: Both indoor and outdoor pool, gym, sauna
  • Affordable Suburban property
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From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Hotel Nyack, a JdV by Hyatt Hotel
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
400 High Ave., Nyack, NY 10960 +1-800-805-5223 ~3.78 miles west of Sleepy Hollow
  • Pool details: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • 4 star Suburban hotel
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From$88
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Westchester Dobbs Ferry : 201 Ogden Ave.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
201 Ogden Ave., Dobbs Ferry, NY 10522 +1-888-965-1860 ~5.11 miles south of Sleepy Hollow
  • Pool details: Spacious Saltwater Heated pool will be open daily.
  • Midscale Suburban property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Sonesta White Plains Downtown in White Plains
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
66 Hale Ave., White Plains, NY 10601 +1-888-788-5576 ~6.36 miles southeast of Sleepy Hollow
  • Includes a 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
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From$125
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Yonkers : 160 Corporate Blvd.
+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
  • Includes a pool: Indoor pool
  • Affordable Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Nanuet / Spring Valley : 367 West Route 59
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
367 West Route 59, Nanuet, NY 10954 +1-888-311-4278 ~8.84 miles west of Sleepy Hollow
  • Has swimming pool: The Days Inn of Nanuet offers an outdoor heated pool from the hours of 9AM to 8PM.
  • Economy Highway property
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From$70
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Nanuet - Nanuet
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
270 West Rte 59, Nanuet, NY 10954 +1-888-469-4795 ~10.02 miles west of Sleepy Hollow
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Affordable Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Nanuet : 260 West Rte 59
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
260 West Rte 59, Nanuet, NY 10954 +1-888-734-9421 ~10.02 miles west of Sleepy Hollow
  • Pool available: Indoor Pool - 6 AM – 10 PM
  • 3 star Highway property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hotel Mtk Mount Kisco - Mount Kisco
+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 Reviews Call BookMore Details
Residence Inn by Marriott New Rochelle - 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 in hotel: Our Out Door Pool is Open from Memorial Day until Labor Day from 9am-7pm
  • Three Star Downtown property
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From$139
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill : 2 John Walsh Blvd.
+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 available: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3-star Riverfront property
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From$97
Average 3.0 /5 Review Score Call BookMore Details
J House Greenwich
+1-888-906-6358

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1114 East Putnam Ave., Greenwich, CT 06878 +1-888-906-6358 ~14.64 miles east of Sleepy Hollow
  • We have a pool ready for use
  • High end property
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From$189
Very good 4.0 /5 Reviews Call BookMore Details
Inn on the Hudson : 634 Main St.
+1-888-749-6785

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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 in hotel: Pool is permanently closes
  • 2-star Riverfront property
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From$109
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Mahwah : 290 Route 17 Corporate Dr.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
290 Route 17 Corporate Dr., Mahwah, NJ 07430 +1-888-878-9982 ~15.29 miles west of Sleepy Hollow
  • Includes a pool: Indoor Pool : 8am - 10pm
  • Two-star property
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From$99
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Regency Greenwich
+1-888-389-4485

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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
  • 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.
  • Four star Suburban hotel
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From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Mahwah : 180 Route 17 South
+1-888-389-4121

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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 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.
  • Midscale Suburban property
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From$105
Average 3.0 /5 Hotel Reviews Call BookMore Details
Doubletree in Mahwah
+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
  • Pool details: Currently being renovated
  • Economical 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 : 135 Harvard Ave.
+1-800-716-8490

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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
  • Has swimming pool: Pool Open From 8AM until 7PM
  • Midscale Downtown hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Mahwah - 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
  • Pool available: Indoor Heated Pool.
  • 3 star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah in 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.
  • 3-star Suburban property
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From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Teaeneck
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
Glenwood Ave. Teaneck, Teaneck, NJ 07666 +1-888-788-5576 ~16.21 miles southwest of Sleepy Hollow
  • Pool available: Indoor Pool
  • Three Star hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Crowne Plaza Stamford An Ihg Hotel
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2701 Summer St., Stamford, CT 06905 +1-888-897-9207 ~16.25 miles east of Sleepy Hollow
  • Pool details: We have an Indoor Pool, Sauna and Steam Room
  • Mid-scale Suburban property
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From$86
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Teaneck Glenpointe : 1 Glenwood Ave.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1 Glenwood Ave., Teaneck, NJ 07666 +1-888-311-4278 ~16.50 miles southwest of Sleepy Hollow
  • Includes a pool: Heated Indoor pool as deep as 5 feet
  • Midscale Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Stamford Downtown : 275 Summer St.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
275 Summer St., Stamford, CT 06901 +1-888-469-4795 ~16.73 miles east of Sleepy Hollow
  • Has swimming pool: Pool is 14’ by 19’ 10 people capacity.
  • 3-star Downtown property
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From$149
Very good 4.0 /5 Review Score Call BookMore Details
Bear Mountain Inn
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3020 Seven Lakes Dr., Bear Mountain, NY 10911 +1-888-734-9421 ~16.91 miles northwest of Sleepy Hollow
  • Pool in hotel: outdoor pool only open Memorial day to Labor day and open to the public
  • Affordable Mountain property
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From$149
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Stamford Hotel
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
700 East Main St., Stamford, CT 06901 +1-888-841-5292 ~17.15 miles east of Sleepy Hollow
  • Includes a pool: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • 4 star Downtown hotel
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From$125
Average 3.0 /5 Reviews Call BookMore Details
Overlook Lodge at Bear Mountain
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
55 Hessian Dr., Bear Mountain, NY 10911 +1-888-455-5160 ~17.72 miles northwest of Sleepy Hollow
  • Pool details: outdoor pool only open Memorial day to Labor day and open to the public
  • Mid-scale Mountain hotel
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From$40
Average 3.5 /5 Recent Reviews Call BookMore Details
Mansion at Glen Cove in Glen Cove
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
200 Dosoris Ln, Glen Cove, NY 11542 +1-888-965-8297 ~18.24 miles southeast of Sleepy Hollow
  • We have a pool
  • Midscale hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Hasbrouck Heights Meadowlands An Ihg Hotel
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
283 Route 17 South, Hasbrouck Heights, NJ 07604 +1-888-906-6358 ~18.84 miles southwest of Sleepy Hollow
  • With a pool!
  • Three Star Suburban hotel
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From$149
Average 3.0 /5 Read Reviews Call BookMore Details
Lakota Oaks in Norwalk
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
32 Weed Ave., Norwalk, CT 06850 +1-888-749-6785 ~21.05 miles east of Sleepy Hollow
  • Includes a pool: 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 Guest Reviews Call BookMore Details
Residence Inn by Marriott East Rutherford Meadowlands
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
10 Murray Hill Pkwy., East Rutherford, NJ 07073 +1-888-878-9982 ~21.17 miles southwest of Sleepy Hollow
  • Has swimming pool: Indoor pool on site.
  • Three Star Suburban hotel
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From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Suites in Woodbury
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
100 Estrada Rd., Woodbury, NY 10917 +1-888-389-4485 ~21.26 miles northwest of Sleepy Hollow
  • Has swimming pool: Indoor heated pool
  • Mid-scale Suburban property
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From$145
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn New York - LaGuardia Airport
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
102 40 Ditmars Blvd., East Elmhurst, NY 11369 +1-888-389-4121 ~21.84 miles south of Sleepy Hollow
  • With a pool!
  • Three Star Airport property
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From$155
Very good 4.0 /5 Latest Reviews Call BookMore Details
Empire Hotel in New York
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
44 West 63rd St., New York, NY 10023 +1-888-675-2083 ~22.52 miles south of Sleepy Hollow
  • With a pool!
  • Four-star Downtown hotel
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From$125
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands in Secaucus
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
350 Lighting Way, Secaucus, NJ 07094 +1-800-716-8490 ~22.53 miles southwest of Sleepy Hollow
  • Includes a pool: Indoor
  • 3-star Convention Center hotel
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From$80
Average 3.5 /5 Guest Reviews Call BookMore Details
Harmony Suites Secaucus Meadowlands
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
455 Plaza Dr., Secaucus, NJ 07094 +1-800-805-5223 ~22.55 miles southwest of Sleepy Hollow
  • Has swimming pool: Heated Indoor Pool
  • 4-star Downtown hotel
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From$130
Average 3.0 /5 Recent Reviews Call BookMore Details
AVE Clifton : 743 Passaic Ave.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
743 Passaic Ave., Clifton, NJ 07012 +1-888-965-1860 ~22.69 miles southwest of Sleepy Hollow
  • Pool available: Outdoor pool, open seasonally from Memorial Day to Labor Day.
  • 4 star Suburban hotel
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From$120
Excellent 5.0 /5 Reviews Call BookMore Details
Courtyard Marriott
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1 Polito Ave., Lyndhurst, NJ 07071 +1-888-788-5576 ~22.85 miles southwest of Sleepy Hollow
  • We have a pool
  • Affordable Suburban hotel
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From$189
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Secaucus / Meadowlands - Secaucus
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
875 State Route 3 East Service Rd., Secaucus, NJ 07094 +1-888-897-9207 ~23.06 miles southwest of Sleepy Hollow
  • With a pool!
  • 3 star Suburban property
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From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Norwalk
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
560 Main Ave., Norwalk, CT 06851 +1-888-311-4278 ~23.28 miles east of Sleepy Hollow
  • Pool details: Indoor pool 7AM-10PM
  • Mid-scale Suburban property
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From$68
Very good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Wayne in Wayne
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
350 Route 46, Wayne, NJ 07470 +1-888-469-4795 ~23.34 miles southwest of Sleepy Hollow
  • Pool details: Indoor saline pool is chemical-free and a pledge to sustainability.
  • 3-star Highway property
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From$80
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Premier NYC Gateway Hotel
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2650 Paterson Plank Rd., North Bergen, NJ 07047 +1-888-734-9421 ~23.40 miles southwest of Sleepy Hollow
  • Pool in hotel: Indoor Pool 9AM - 10PM Daily
  • Three Star Suburban property
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From$89
Very good 4.5 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Wayne in Wayne
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1850 Nj 23, Wayne, NJ 07470 +1-888-841-5292 ~23.50 miles west of Sleepy Hollow
  • Pool available: we have out door pool
  • Low-priced Suburban property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Norwalk Inn & Conference Center
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
99 East Ave., Norwalk, CT 06851 +1-888-455-5160 ~23.59 miles east of Sleepy Hollow
  • Pool in hotel: Seasonal, salt water pool. Additional fees may apply.
  • Expensive Suburban hotel
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From$66
Very good 4.0 /5 Review Score Call BookMore Details
Margaritaville Resort Times Square : 560 7th Ave.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
560 7th Ave., New York, NY 10018 +1-888-965-8297 ~23.69 miles south of Sleepy Hollow
  • Pool in hotel: Outdoor heated pool that is open from 8am to dusk.
  • Four star Downtown property
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Sheraton Lincoln Harbor Hotel in Weehawken
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
500 Harbor Blvd., Weehawken, NJ 07086 +1-888-906-6358 ~24.04 miles south of Sleepy Hollow
  • Has swimming pool: Indoor heated pool from 8AM to 11PM
  • High end Riverfront property
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From$209
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Alameda at the Highline
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
518 West 27th St., New York, NY 10001 +1-888-749-6785 ~24.23 miles south of Sleepy Hollow
  • Pool details: Seasonal from 9am - 7pm
  • Midscale Downtown hotel
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From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Royalton Park Avenue in New York
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
420 Park Ave. South, New York, NY 10016 +1-888-878-9982 ~24.38 miles south of Sleepy Hollow
  • Has swimming pool: Seasonal Hours, please contact Hotel directly
  • High end Downtown hotel
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
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