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Sleepy Hollow Hotels with Outdoor or Indoor Pools

The Castle Hotel & Spa : 400 Benedict Ave.
+1-888-389-4121
400 Benedict Ave., Tarrytown, NY 10591 ~1.29 miles southeast of Sleepy Hollow
  • Pool in hotel: Outdoor Seasonal Pool & Whirlpool. Open from 10:00 am - 6:00 pm
  • Expensive Suburban property
From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
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Tarrytown Springhill Suites by Marriott in Tarrytown
+1-888-675-2083
480 White Plains Rd., Tarrytown, NY 10591 ~1.70 miles southeast of Sleepy Hollow
  • Pool details: Indoor Pool, Open 6AM to 10PM
  • Mid-scale Suburban property
From$75
Average 3.0 /5 Review Score Call BookMore Details
Sheraton Tarrytown Hotel : 600 White Plains Rd.
+1-800-716-8490
600 White Plains Rd., Tarrytown, NY 10591 ~2.01 miles southeast of Sleepy Hollow
  • Pool details: 6am- 10pm, indoor pool and hot tub
  • Three Star Suburban property
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Tarrytown House Estate on the Hudson : 49 East Sunnyside Lane
+1-800-805-5223
49 East Sunnyside Lane, Tarrytown, NY 10591 ~2.31 miles south of Sleepy Hollow
  • Pool details: Both indoor and outdoor pool, gym, sauna
  • 3 star Suburban hotel
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel Nyack, a JdV by Hyatt Hotel
+1-888-965-1860
400 High Ave., Nyack, NY 10960 ~3.78 miles west of Sleepy Hollow
  • Has swimming pool: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • Four-star Suburban hotel
From$88
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Westchester Dobbs Ferry in Dobbs Ferry
+1-888-788-5576
201 Ogden Ave., Dobbs Ferry, NY 10522 ~5.11 miles south of Sleepy Hollow
  • Pool in hotel: Spacious Saltwater Heated pool will be open daily.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Yonkers - Yonkers
+1-888-897-9207
160 Corporate Blvd., Yonkers, NY 10701 ~7.90 miles south of Sleepy Hollow
  • Pool in hotel: Indoor pool
  • Affordable Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Nanuet / Spring Valley - Nanuet
+1-888-311-4278
367 West Route 59, Nanuet, NY 10954 ~8.84 miles west of Sleepy Hollow
  • Pool available: The Days Inn of Nanuet offers an outdoor heated pool from the hours of 9AM to 8PM.
  • 2 star Highway hotel
From$70
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Westchester : 699 Westchester Ave.
+1-888-469-4795
699 Westchester Ave., Rye Brook, NY 10573 ~10.31 miles southeast of Sleepy Hollow
  • Pool available: 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.
  • Midscale Suburban property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hotel Mtk Mount Kisco
+1-888-734-9421
1 Pat Reilly Way, Mount Kisco, NY 10549 ~11.59 miles northeast of Sleepy Hollow
  • Pool available: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Three Star Suburban property
From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott New Rochelle : 35 Lecount Place
+1-888-841-5292
35 Lecount Place, New Rochelle, NY 10801 ~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 property
From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill in Peekskill
+1-888-455-5160
2 John Walsh Blvd., Peekskill, NY 10566 ~13.96 miles north of Sleepy Hollow
  • Includes a pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Midscale Riverfront hotel
From$97
Average 3.0 /5 Hotel Reviews Call BookMore Details
J House Greenwich
+1-888-965-8297
1114 East Putnam Ave., Greenwich, CT 06878 ~14.64 miles east of Sleepy Hollow
  • We have a pool
  • Expensive property
From$189
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Inn on the Hudson in Peekskill
+1-888-906-6358
634 Main St., Peekskill, NY 10566 ~14.67 miles north of Sleepy Hollow
  • Has swimming pool: Pool is permanently closes
  • Cheap Riverfront hotel
From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
The Abbey Inn & Spa
+1-888-749-6785
900 Fort Hill Rd., Peekskill, NY 10566 ~14.81 miles north of Sleepy Hollow
  • Pool details: Seasonal Outdoor Pool: Monday - Friday- 11 am to 7 pm Saturday - Sunday- 10 am - 7:30 pm
  • Four-star Riverfront property
From$500
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Hyatt Regency Greenwich
+1-888-878-9982
1800 East Putnam Ave., Old Greenwich, CT 06870 ~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.
  • Four star Suburban property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Mahwah - Mahwah
+1-888-389-4485
180 Route 17 South, Mahwah, NJ 07430 ~15.57 miles west of Sleepy Hollow
  • Includes a pool: Your friends and family would be ecstatic at the ability to utilize our heated indoor pool, which is open for use for all of our hotel guests.
  • 3 star Suburban hotel
From$105
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree - Mahwah
+1-888-389-4121
180 Nj 17, Mahwah, NJ 07430 ~15.60 miles west of Sleepy Hollow
  • Pool details: Currently being renovated
  • Cheap hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Stamford / New York City
+1-888-675-2083
135 Harvard Ave., Stamford, CT 06902 ~15.74 miles east of Sleepy Hollow
  • We have a pool ready for use
  • 3 star Downtown property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Mahwah in Mahwah
+1-800-716-8490
140 Nj 17, Mahwah, NJ 07430 ~15.87 miles west of Sleepy Hollow
  • Pool details: Indoor Heated Pool.
  • 3-star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah - Mahwah
+1-800-805-5223
225 Ramapo Valley Rd., Mahwah, NJ 07430 ~15.91 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Pool is open 6AM-11PM Daily.
  • Affordable Suburban property
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Sheraton Mahwah : 1 International Blvd.
+1-888-965-1860
1 International Blvd., Mahwah, NJ 07495 ~15.91 miles west of Sleepy Hollow
  • Pool available: Indoor heated pool
  • High end Suburban hotel
From$129
Average 3.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Teaeneck
+1-888-788-5576
Glenwood Ave. Teaneck, Teaneck, NJ 07666 ~16.21 miles southwest of Sleepy Hollow
  • Pool details: Indoor Pool
  • 3-star property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Stamford An Ihg Hotel in Stamford
+1-888-897-9207
2701 Summer St., Stamford, CT 06905 ~16.25 miles east of Sleepy Hollow
  • Pool details: We have an Indoor Pool, Sauna and Steam Room
  • Affordable Suburban hotel
From$86
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Stamford Hotel & Executive Meeting Center in Stamford
+1-888-311-4278
1 1st Stamford Place, Stamford, CT 06902 ~16.34 miles east of Sleepy Hollow
  • Pool available: Indoor Heated Pool and Heated Wirlpool, open daily from 6:00 AM to 11:00 PM.
  • Four-star Suburban hotel
From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Teaneck Glenpointe : 1 Glenwood Ave.
+1-888-469-4795
1 Glenwood Ave., Teaneck, NJ 07666 ~16.50 miles southwest of Sleepy Hollow
  • Pool available: Heated Indoor pool as deep as 5 feet
  • Affordable Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Stamford Downtown
+1-888-734-9421
275 Summer St., Stamford, CT 06901 ~16.73 miles east of Sleepy Hollow
  • Has swimming pool: Pool is 14’ by 19’ 10 people capacity.
  • Mid-scale Downtown property
From$149
Very Good 4.0 /5 Review Score Call BookMore Details
Stamford Suites - Stamford
+1-888-841-5292
720 Bedford St., Stamford, CT 06901 ~16.84 miles east of Sleepy Hollow
  • Pool details: 9am - 9pm indoor Olympic sized pool
  • Affordable Downtown hotel
From$99
Average 3.0 /5 Review Score Call BookMore Details
Bear Mountain Inn
+1-888-455-5160
3020 Seven Lakes Dr., Bear Mountain, NY 10911 ~16.91 miles northwest of Sleepy Hollow
  • Includes a pool: outdoor pool only open Memorial day to Labor day and open to the public
  • 3 star Mountain hotel
From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Stamford Marriott Hotel & Spa : 243 Tresser Blvd.
+1-888-965-8297
243 Tresser Blvd., Stamford, CT 06901 ~17.05 miles east of Sleepy Hollow
  • Has swimming pool: Indoor/Outdoor Pool, open 6am to 10pm daily (outdoor pool seasonal).
  • Four star Downtown property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Stamford Hotel in Stamford
+1-888-906-6358
700 East Main St., Stamford, CT 06901 ~17.15 miles east of Sleepy Hollow
  • Has swimming pool: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • High-end Downtown property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Mansion at Glen Cove in Glen Cove
+1-888-749-6785
200 Dosoris Ln, Glen Cove, NY 11542 ~18.24 miles southeast of Sleepy Hollow
  • Includes a pool
  • Three Star hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Hasbrouck Heights Meadowlands An Ihg Hotel
+1-888-878-9982
283 Route 17 South, Hasbrouck Heights, NJ 07604 ~18.84 miles southwest of Sleepy Hollow
  • Our hotel comes with a pool
  • Midscale Suburban hotel
From$149
Average 3.0 /5 Reviews Call BookMore Details
Lakota Oaks : 32 Weed Ave.
+1-888-389-4485
32 Weed Ave., Norwalk, CT 06850 ~21.05 miles east of Sleepy Hollow
  • Pool in hotel: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • 3-star Suburban hotel
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott East Rutherford Meadowlands
+1-888-389-4121
10 Murray Hill Pkwy., East Rutherford, NJ 07073 ~21.17 miles southwest of Sleepy Hollow
  • Pool details: 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.
  • Three Star Suburban hotel
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton East Rutherford - Meadowlands in East Rutherford
+1-888-675-2083
125 Route 17 South, East Rutherford, NJ 07073 ~21.39 miles southwest of Sleepy Hollow
  • Pool in hotel: Heated indoor pool open from 8am-10pm
  • Mid-scale Suburban hotel
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn New York Laguardia Airport : 102 40 Ditmars Blvd.
+1-800-716-8490
102 40 Ditmars Blvd., East Elmhurst, NY 11369 ~21.84 miles south of Sleepy Hollow
  • We have a pool
  • Mid-scale Airport property
From$155
Very Good 4.0 /5 Read Reviews Call BookMore Details
Empire Hotel
+1-800-805-5223
44 West 63rd St., New York, NY 10023 ~22.52 miles south of Sleepy Hollow
  • Has swimming pool
  • High end Downtown hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands in Secaucus
+1-888-965-1860
350 Lighting Way, Secaucus, NJ 07094 ~22.53 miles southwest of Sleepy Hollow
  • Pool details: Indoor
  • 3 star Convention Center property
From$80
Average 3.5 /5 Review Score Call BookMore Details
Harmony Suites Secaucus Meadowlands : 455 Plaza Dr.
+1-888-788-5576
455 Plaza Dr., Secaucus, NJ 07094 ~22.55 miles southwest of Sleepy Hollow
  • Includes a pool: Heated Indoor Pool
  • Four-star Downtown hotel
From$130
Average 3.0 /5 Guest Reviews Call BookMore Details
Ave Clifton : 743 Passaic Ave.
+1-888-897-9207
743 Passaic Ave., Clifton, NJ 07012 ~22.69 miles southwest of Sleepy Hollow
  • Has swimming pool: Outdoor pool, open seasonally from Memorial Day to Labor Day.
  • Four star Suburban hotel
From$120
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Courtyard Marriott
+1-888-311-4278
1 Polito Ave., Lyndhurst, NJ 07071 ~22.85 miles southwest of Sleepy Hollow
  • Includes a pool
  • Mid-scale Suburban property
From$189
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Secaucus / Meadowlands : 875 State Route 3 East Service Rd.
+1-888-469-4795
875 State Route 3 East Service Rd., Secaucus, NJ 07094 ~23.06 miles southwest of Sleepy Hollow
  • Includes a swimming pool
  • Three Star Suburban property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Norwalk
+1-888-734-9421
560 Main Ave., Norwalk, CT 06851 ~23.28 miles east of Sleepy Hollow
  • Includes a pool: Indoor pool 7AM-10PM
  • Three Star Suburban property
From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Wayne
+1-888-841-5292
350 Route 46, Wayne, NJ 07470 ~23.34 miles southwest of Sleepy Hollow
  • Has swimming pool: Indoor saline pool is chemical-free and a pledge to sustainability.
  • Mid-scale Highway property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Premier NYC Gateway Hotel in North Bergen
+1-888-455-5160
2650 Paterson Plank Rd., North Bergen, NJ 07047 ~23.40 miles southwest of Sleepy Hollow
  • Includes a pool: Indoor Pool 9AM - 10PM Daily
  • Three Star Suburban property
From$89
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Wayne - Wayne
+1-888-965-8297
1850 Nj 23, Wayne, NJ 07470 ~23.50 miles west of Sleepy Hollow
  • Pool in hotel: we have out door pool
  • Cheap Suburban property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Norwalk Inn & Conference Center in Norwalk
+1-888-906-6358
99 East Ave., Norwalk, CT 06851 ~23.59 miles east of Sleepy Hollow
  • Pool details: Seasonal, salt water pool. Additional fees may apply.
  • 4 star Suburban hotel
From$66
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Margaritaville Resort Times Square - New York
+1-888-749-6785
560 7th Ave., New York, NY 10018 ~23.69 miles south of Sleepy Hollow
  • Pool in hotel: Outdoor heated pool that is open from 8am to dusk.
  • 4 star Downtown property
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel Alameda at the Highline
+1-888-878-9982
518 West 27th St., New York, NY 10001 ~24.23 miles south of Sleepy Hollow
  • Pool details: Seasonal from 9am - 7pm
  • Affordable Downtown hotel
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details

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