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 in Tarrytown
+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
  • Includes a pool: Indoor Pool, Open 6AM to 10PM
  • Mid-scale Suburban property
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From$75
Average 3.0 /5 Recent 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 in hotel: 6am- 10pm, indoor pool and hot tub
  • Mid-scale Suburban hotel
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From$75
Very good 4.0 /5 Read Reviews Call BookMore Details
Tarrytown House Estate
+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
  • 3 star Suburban hotel
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From$89
Average 3.0 /5 Review Score Call BookMore Details
Hotel Nyack a Jdv by Hyatt Hotel : 400 High Ave.
+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 in hotel: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • High end Suburban property
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From$88
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Westchester Dobbs Ferry
+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 available: Spacious Saltwater Heated pool will be open daily.
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn Orangeburg
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
3 Stevens Way, Orangeburg, NY 10962 +1-888-788-5576 ~5.51 miles southwest of Sleepy Hollow
  • We have a pool
  • Affordable Suburban property
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From$90
Very good 4.0 /5 Reviews Call BookMore Details
Sonesta White Plains Downtown in White Plains
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
66 Hale Ave., White Plains, NY 10601 +1-888-897-9207 ~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
  • High end Downtown hotel
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From$125
Very good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Yonkers Westchester County
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7 Executive Blvd., Yonkers, NY 10701 +1-888-311-4278 ~7.74 miles south of Sleepy Hollow
  • Pool details: In door heated pool and spa - open 7am to 10 pm
  • Affordable Suburban property
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From$159
Very good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Yonkers Westchester County
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
5 Executive Blvd., Yonkers, NY 10701 +1-888-469-4795 ~7.75 miles south of Sleepy Hollow
  • Has swimming pool: Indoor Pool with Terrace Access, 8AM-10PM
  • 3-star Suburban property
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From$98
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Yonkers - Yonkers
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
160 Corporate Blvd., Yonkers, NY 10701 +1-888-734-9421 ~7.90 miles south of Sleepy Hollow
  • Includes a pool: Indoor pool
  • Midscale Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hyatt House White Plains - White Plains
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
101 Corporate Park Dr., White Plains, NY 10604 +1-888-841-5292 ~8.32 miles southeast of Sleepy Hollow
  • Pool available: Outdoor May-Sept timeframe Whirlpool Lounge chairs Umbrellas
  • Mid-scale Suburban hotel
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From$125
Very good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Nanuet / Spring Valley
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
367 West Route 59, Nanuet, NY 10954 +1-888-455-5160 ~8.84 miles west of Sleepy Hollow
  • Pool details: The Days Inn of Nanuet offers an outdoor heated pool from the hours of 9AM to 8PM.
  • Low priced Highway property
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From$70
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Nanuet in Nanuet
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
270 West Rte 59, Nanuet, NY 10954 +1-888-965-8297 ~10.02 miles west of Sleepy Hollow
  • Has swimming pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • 3-star Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Nanuet
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
260 West Rte 59, Nanuet, NY 10954 +1-888-906-6358 ~10.02 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Pool - 6 AM – 10 PM
  • 3-star Highway property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Montvale : 100 Chestnut Ridge Rd.
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
100 Chestnut Ridge Rd., Montvale, NJ 07645 +1-888-749-6785 ~11.15 miles west of Sleepy Hollow
  • Has swimming pool: We have an large Outdoor Pool along side our beautiful patio.
  • 3 star Suburban hotel
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From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel Mtk Mount Kisco
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1 Pat Reilly Way, Mount Kisco, NY 10549 +1-888-878-9982 ~11.59 miles northeast of Sleepy Hollow
  • Pool in hotel: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Mid-scale 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
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
35 Lecount Place, New Rochelle, NY 10801 +1-888-389-4485 ~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
  • 3 star Downtown property
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From$139
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Saddle River
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
7 Boroline Rd., Saddle River, NJ 07458 +1-888-389-4121 ~13.63 miles west of Sleepy Hollow
  • Pool details: Seasonal Outdoor Pool /open Memorial Day - Labor Day from 9AM - 9PM. (Weather restrictions may apply)
  • Midscale Suburban hotel
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From$129
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill : 2 John Walsh Blvd.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2 John Walsh Blvd., Peekskill, NY 10566 +1-888-675-2083 ~13.96 miles north of Sleepy Hollow
  • Pool details: 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 Guest Reviews Call BookMore Details
J House Greenwich
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1114 East Putnam Ave., Greenwich, CT 06878 +1-800-716-8490 ~14.64 miles east of Sleepy Hollow
  • We have a pool
  • Four star property
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From$189
Very good 4.0 /5 Reviews Call BookMore Details
Inn on the Hudson
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
634 Main St., Peekskill, NY 10566 +1-800-805-5223 ~14.67 miles north of Sleepy Hollow
  • Has swimming pool: Pool is permanently closes
  • Cheap Riverfront property
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From$109
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Mahwah - Mahwah
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
290 Route 17 Corporate Dr., Mahwah, NJ 07430 +1-888-965-1860 ~15.29 miles west of Sleepy Hollow
  • Pool details: Indoor Pool : 8am - 10pm
  • Low Cost hotel
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From$99
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Regency Greenwich
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1800 East Putnam Ave., Old Greenwich, CT 06870 +1-888-788-5576 ~15.46 miles east of Sleepy Hollow
  • Has swimming 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.
  • High-end Suburban hotel
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From$89
Very good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Mahwah - Mahwah
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
180 Route 17 South, Mahwah, NJ 07430 +1-888-897-9207 ~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.
  • Three Star Suburban hotel
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From$105
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree : 180 Nj 17
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
180 Nj 17, Mahwah, NJ 07430 +1-888-311-4278 ~15.60 miles west of Sleepy Hollow
  • Pool in hotel: Currently being renovated
  • Two-star property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Stamford / New York City - Stamford
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
135 Harvard Ave., Stamford, CT 06902 +1-888-469-4795 ~15.74 miles east of Sleepy Hollow
  • Pool details: Pool Open From 8AM until 7PM
  • Midscale Downtown hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Mahwah
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
140 Nj 17, Mahwah, NJ 07430 +1-888-734-9421 ~15.87 miles west of Sleepy Hollow
  • Has swimming pool: Indoor Heated Pool.
  • 3-star Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Mahwah - Mahwah
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
225 Ramapo Valley Rd., Mahwah, NJ 07430 +1-888-841-5292 ~15.91 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Pool is open 6AM-11PM Daily.
  • Midscale Suburban property
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From$89
Average 3.0 /5 Recent Reviews 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
  • 3-star Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Stamford Downtown - Stamford
+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
  • Includes a pool: Pool is 14’ by 19’ 10 people capacity.
  • Three Star Downtown property
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From$149
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Bear Mountain Inn
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3020 Seven Lakes Dr., Bear Mountain, NY 10911 +1-888-906-6358 ~16.91 miles northwest of Sleepy Hollow
  • Pool available: 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 Hotel Reviews Call BookMore Details
The Stamford Hotel : 700 East Main St.
+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 available: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • Four-star Downtown property
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Overlook Lodge at Bear Mountain
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
55 Hessian Dr., Bear Mountain, NY 10911 +1-888-878-9982 ~17.72 miles northwest of Sleepy Hollow
  • Pool available: outdoor pool only open Memorial day to Labor day and open to the public
  • Affordable Mountain hotel
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From$40
Average 3.5 /5 Hotel Reviews Call BookMore Details
Mansion at Glen Cove
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
200 Dosoris Ln, Glen Cove, NY 11542 +1-888-389-4485 ~18.24 miles southeast of Sleepy Hollow
  • With a pool!
  • Three Star hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Hasbrouck Heights Meadowlands An Ihg Hotel
+1-888-389-4121

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
  • Our hotel comes with a pool
  • Affordable Suburban property
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From$149
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Harriman Woodbury - 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
  • We have a pool
  • Affordable Mountain property
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From$80
Very good 4.0 /5 Read 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
  • Pool in hotel: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • 3 star Suburban hotel
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From$129
Very good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott East Rutherford Meadowlands - 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.
  • 3-star Suburban property
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From$149
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Suites in Woodbury
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
100 Estrada Rd., Woodbury, NY 10917 +1-888-965-1860 ~21.26 miles northwest of Sleepy Hollow
  • Includes a pool: Indoor heated pool
  • Affordable Suburban hotel
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From$145
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn New York Laguardia : 102 40 Ditmars Blvd.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
102 40 Ditmars Blvd., Queens, NY 11369 +1-888-788-5576 ~21.86 miles south of Sleepy Hollow
  • With a pool!
  • Midscale Airport hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Empire Hotel in New York
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
44 West 63rd St., New York, NY 10023 +1-888-897-9207 ~22.52 miles south of Sleepy Hollow
  • Has a pool!
  • Expensive Downtown property
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From$125
Average 3.0 /5 Review Score Call BookMore Details
Harmony Suites Secaucus Meadowlands
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
455 Plaza Dr., Secaucus, NJ 07094 +1-888-311-4278 ~22.55 miles southwest of Sleepy Hollow
  • Pool in hotel: Heated Indoor Pool
  • 4 star Downtown property
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From$130
Average 3.0 /5 Hotel Reviews Call BookMore Details
AVE Clifton : 743 Passaic Ave.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
743 Passaic Ave., Clifton, NJ 07012 +1-888-469-4795 ~22.69 miles southwest of Sleepy Hollow
  • Pool details: Outdoor pool, open seasonally from Memorial Day to Labor Day.
  • 4-star Suburban property
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From$120
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Lyndhurst Meadowlands : 1 Polito Ave.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 Polito Ave., Lyndhurst, NJ 07071 +1-888-734-9421 ~22.85 miles southwest of Sleepy Hollow
  • Includes a swimming pool
  • Affordable Suburban property
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From$189
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Secaucus / Meadowlands - Secaucus
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
875 State Route 3 East Service Rd., Secaucus, NJ 07094 +1-888-841-5292 ~23.06 miles southwest of Sleepy Hollow
  • We have a pool ready for use
  • Midscale Suburban hotel
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From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Norwalk : 560 Main Ave.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
560 Main Ave., Norwalk, CT 06851 +1-888-455-5160 ~23.28 miles east of Sleepy Hollow
  • Includes a pool: Indoor pool 7AM-10PM
  • Affordable Suburban property
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From$68
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Premier NYC Gateway Hotel
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2650 Paterson Plank Rd., North Bergen, NJ 07047 +1-888-965-8297 ~23.40 miles southwest of Sleepy Hollow
  • Includes a pool: 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
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1850 Nj 23, Wayne, NJ 07470 +1-888-906-6358 ~23.50 miles west of Sleepy Hollow
  • Includes a pool: we have out door pool
  • Two star Suburban property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Norwalk Inn & Conference Center
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
99 East Ave., Norwalk, CT 06851 +1-888-749-6785 ~23.59 miles east of Sleepy Hollow
  • Has swimming pool: Seasonal, salt water pool. Additional fees may apply.
  • Four star Suburban property
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From$66
Very good 4.0 /5 Reviews Call BookMore Details
Margaritaville Resort Times Square
+1-888-878-9982

How should we direct your call?

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