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Sleepy Hollow Hotels with Outdoor or Indoor Pools

Tarrytown Springhill Suites by Marriott
+1-888-389-4121
480 White Plains Rd., Tarrytown, NY 10591 ~1.70 miles southeast of Sleepy Hollow
  • Has swimming pool: Indoor Pool, Open 6AM to 10PM
  • 3 star Suburban hotel
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
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Sheraton Tarrytown Hotel - Tarrytown
+1-888-675-2083
600 White Plains Rd., Tarrytown, NY 10591 ~2.01 miles southeast of Sleepy Hollow
  • Pool details: 6am- 10pm, indoor pool and hot tub
  • Affordable Suburban property
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Tarrytown House Estate on the Hudson - Tarrytown
+1-800-716-8490
49 East Sunnyside Lane, Tarrytown, NY 10591 ~2.31 miles south of Sleepy Hollow
  • Includes a pool: Both indoor and outdoor pool, gym, sauna
  • Midscale Suburban hotel
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel Nyack, a JdV by Hyatt Hotel
+1-800-805-5223
400 High Ave., Nyack, NY 10960 ~3.78 miles west of Sleepy Hollow
  • Has swimming pool: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • High-end Suburban hotel
From$88
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Westchester Dobbs Ferry : 201 Ogden Ave.
+1-888-965-1860
201 Ogden Ave., Dobbs Ferry, NY 10522 ~5.11 miles south of Sleepy Hollow
  • Includes a pool: Spacious Saltwater Heated pool will be open daily.
  • 3-star Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Yonkers
+1-888-788-5576
160 Corporate Blvd., Yonkers, NY 10701 ~7.90 miles south of Sleepy Hollow
  • Has swimming pool: Indoor pool
  • 3-star Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Nanuet / Spring Valley - Nanuet
+1-888-897-9207
367 West Route 59, Nanuet, NY 10954 ~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.
  • Two-star Highway hotel
From$70
Average 3.0 /5 Review Score Call BookMore Details
Hilton Westchester
+1-888-311-4278
699 Westchester Ave., Rye Brook, NY 10573 ~10.31 miles southeast of Sleepy Hollow
  • Pool in hotel: 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.
  • 3 star Suburban property
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Mtk Mount Kisco - Mount Kisco
+1-888-469-4795
1 Pat Reilly Way, Mount Kisco, NY 10549 ~11.59 miles northeast of Sleepy Hollow
  • Pool details: 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
+1-888-734-9421
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 Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill
+1-888-841-5292
2 John Walsh Blvd., Peekskill, NY 10566 ~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
From$97
Average 3.0 /5 Recent Reviews Call BookMore Details
J House Greenwich : 1114 East Putnam Ave.
+1-888-455-5160
1114 East Putnam Ave., Greenwich, CT 06878 ~14.64 miles east of Sleepy Hollow
  • Pool in hotel
  • High end property
From$189
Very Good 4.0 /5 Reviews Call BookMore Details
Inn on the Hudson : 634 Main St.
+1-888-965-8297
634 Main St., Peekskill, NY 10566 ~14.67 miles north of Sleepy Hollow
  • Pool in hotel: Pool is permanently closes
  • Low-priced Riverfront hotel
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Abbey Inn & Spa in Peekskill
+1-888-906-6358
900 Fort Hill Rd., Peekskill, NY 10566 ~14.81 miles north of Sleepy Hollow
  • Pool in hotel: 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 Read Reviews Call BookMore Details
Hyatt Regency Greenwich
+1-888-749-6785
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 Recent Reviews Call BookMore Details
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Doubletree by Hilton Mahwah : 180 Route 17 South
+1-888-878-9982
180 Route 17 South, Mahwah, NJ 07430 ~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 hotel
From$105
Average 3.0 /5 Reviews Call BookMore Details
Doubletree
+1-888-389-4485
180 Nj 17, Mahwah, NJ 07430 ~15.60 miles west of Sleepy Hollow
  • Includes a pool: Currently being renovated
  • 2-star hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Stamford / New York City
+1-888-389-4121
135 Harvard Ave., Stamford, CT 06902 ~15.74 miles east of Sleepy Hollow
  • We have a pool ready for use
  • Affordable Downtown hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Mahwah
+1-888-675-2083
140 Nj 17, Mahwah, NJ 07430 ~15.87 miles west of Sleepy Hollow
  • Pool in hotel: Indoor Heated Pool.
  • 3 star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Teaeneck
+1-800-716-8490
Glenwood Ave. Teaneck, Teaneck, NJ 07666 ~16.21 miles southwest of Sleepy Hollow
  • Pool details: Indoor Pool
  • Three Star property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Crowne Plaza Stamford An Ihg Hotel
+1-800-805-5223
2701 Summer St., Stamford, CT 06905 ~16.25 miles east of Sleepy Hollow
  • Pool details: We have an Indoor Pool, Sauna and Steam Room
  • 3-star Suburban property
From$86
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Stamford Hotel & Executive Meeting Center in Stamford
+1-888-965-1860
1 1st Stamford Place, Stamford, CT 06902 ~16.34 miles east of Sleepy Hollow
  • Pool details: Indoor Heated Pool and Heated Wirlpool, open daily from 6:00 AM to 11:00 PM.
  • Expensive Suburban hotel
From$109
Average 3.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites Teaneck Glenpointe : 1 Glenwood Ave.
+1-888-788-5576
1 Glenwood Ave., Teaneck, NJ 07666 ~16.50 miles southwest of Sleepy Hollow
  • Includes a pool: Heated Indoor pool as deep as 5 feet
  • Mid-scale Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Stamford Downtown in Stamford
+1-888-897-9207
275 Summer St., Stamford, CT 06901 ~16.73 miles east of Sleepy Hollow
  • Pool available: Pool is 14’ by 19’ 10 people capacity.
  • Affordable Downtown hotel
From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Bear Mountain Inn
+1-888-311-4278
3020 Seven Lakes Dr., Bear Mountain, NY 10911 ~16.91 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 property
From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Stamford Marriott Hotel & Spa in Stamford
+1-888-469-4795
243 Tresser Blvd., Stamford, CT 06901 ~17.05 miles east of Sleepy Hollow
  • Includes a pool: Indoor/Outdoor Pool, open 6am to 10pm daily (outdoor pool seasonal).
  • 4 star Downtown property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
The Stamford Hotel
+1-888-734-9421
700 East Main St., Stamford, CT 06901 ~17.15 miles east of Sleepy Hollow
  • Pool in hotel: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • 4-star Downtown property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Mansion at Glen Cove
+1-888-841-5292
200 Dosoris Ln, Glen Cove, NY 11542 ~18.24 miles southeast of Sleepy Hollow
  • Our hotel comes with a pool
  • 3-star hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Hasbrouck Heights Meadowlands An Ihg Hotel in Hasbrouck Heights
+1-888-455-5160
283 Route 17 South, Hasbrouck Heights, NJ 07604 ~18.84 miles southwest of Sleepy Hollow
  • Includes a pool
  • Affordable Suburban property
From$149
Average 3.0 /5 Guest Reviews Call BookMore Details
Lakota Oaks in Norwalk
+1-888-965-8297
32 Weed Ave., Norwalk, CT 06850 ~21.05 miles east of Sleepy Hollow
  • Includes a pool: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • Mid-scale Suburban property
From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott East Rutherford Meadowlands in East Rutherford
+1-888-906-6358
10 Murray Hill Pkwy., East Rutherford, NJ 07073 ~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.
  • Midscale Suburban property
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites - Woodbury
+1-888-749-6785
100 Estrada Rd., Woodbury, NY 10917 ~21.26 miles northwest of Sleepy Hollow
  • Includes a pool: Indoor heated pool
  • 3-star Suburban hotel
From$145
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn New York - LaGuardia Airport
+1-888-878-9982
102 40 Ditmars Blvd., East Elmhurst, NY 11369 ~21.84 miles south of Sleepy Hollow
  • Has swimming pool
  • Mid-scale Airport hotel
From$155
Very Good 4.0 /5 Reviews Call BookMore Details
Empire Hotel
+1-888-389-4485
44 West 63rd St., New York, NY 10023 ~22.52 miles south of Sleepy Hollow
  • With a pool!
  • High end Downtown property
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands
+1-888-389-4121
350 Lighting Way, Secaucus, NJ 07094 ~22.53 miles southwest of Sleepy Hollow
  • Has swimming pool: Indoor
  • Mid-scale Convention Center property
From$80
Average 3.5 /5 Guest Reviews Call BookMore Details
Harmony Suites Secaucus Meadowlands - Secaucus
+1-888-675-2083
455 Plaza Dr., Secaucus, NJ 07094 ~22.55 miles southwest of Sleepy Hollow
  • Pool available: Heated Indoor Pool
  • Expensive Downtown hotel
From$130
Average 3.0 /5 Guest Reviews Call BookMore Details
Ave Clifton - Clifton
+1-800-716-8490
743 Passaic Ave., Clifton, NJ 07012 ~22.69 miles southwest of Sleepy Hollow
  • Pool available: Outdoor pool, open seasonally from Memorial Day to Labor Day.
  • 4-star Suburban hotel
From$120
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Courtyard Marriott in Lyndhurst
+1-800-805-5223
1 Polito Ave., Lyndhurst, NJ 07071 ~22.85 miles southwest of Sleepy Hollow
  • With a pool!
  • Midscale Suburban property
From$189
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Secaucus / Meadowlands
+1-888-965-1860
875 State Route 3 East Service Rd., Secaucus, NJ 07094 ~23.06 miles southwest of Sleepy Hollow
  • With a pool!
  • Affordable Suburban property
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Norwalk
+1-888-788-5576
560 Main Ave., Norwalk, CT 06851 ~23.28 miles east of Sleepy Hollow
  • Pool available: Indoor pool 7AM-10PM
  • 3 star Suburban hotel
From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Wayne - Wayne
+1-888-897-9207
350 Route 46, Wayne, NJ 07470 ~23.34 miles southwest of Sleepy Hollow
  • Pool in hotel: Indoor saline pool is chemical-free and a pledge to sustainability.
  • Affordable Highway property
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Premier NYC Gateway Hotel
+1-888-311-4278
2650 Paterson Plank Rd., North Bergen, NJ 07047 ~23.40 miles southwest of Sleepy Hollow
  • Includes a pool: Indoor Pool 9AM - 10PM Daily
  • Midscale Suburban hotel
From$89
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Wayne - Wayne
+1-888-469-4795
1850 Nj 23, Wayne, NJ 07470 ~23.50 miles west of Sleepy Hollow
  • Has swimming pool: we have out door pool
  • Cheap Suburban property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Norwalk Inn & Conference Center
+1-888-734-9421
99 East Ave., Norwalk, CT 06851 ~23.59 miles east of Sleepy Hollow
  • Includes a pool: Seasonal, salt water pool. Additional fees may apply.
  • Four star Suburban hotel
From$66
Very Good 4.0 /5 Reviews Call BookMore Details
Margaritaville Resort Times Square : 560 7th Ave.
+1-888-841-5292
560 7th Ave., New York, NY 10018 ~23.69 miles south of Sleepy Hollow
  • Pool available: Outdoor heated pool that is open from 8am to dusk.
  • 4-star Downtown property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Alameda at the Highline
+1-888-455-5160
518 West 27th St., New York, NY 10001 ~24.23 miles south of Sleepy Hollow
  • Pool available: Seasonal from 9am - 7pm
  • Midscale Downtown property
From$75
Average 3.0 /5 Review Score Call BookMore Details
Royalton Park Avenue in New York
+1-888-965-8297
420 Park Ave. South, New York, NY 10016 ~24.38 miles south of Sleepy Hollow
  • Has swimming pool: Seasonal Hours, please contact Hotel directly
  • 4-star Downtown property
From$75
Average 3.0 /5 Reviews Call BookMore Details
Dream Downtown by Hyatt - New York
+1-888-906-6358
355 West 16th St., New York, NY 10011 ~24.77 miles south of Sleepy Hollow
  • Includes a pool: Seasonal 11am - 5pm; open Memorial Day - Labor Day Weekend 2023. Chairs available for purchase at dreambeach.club
  • Four star Downtown hotel
From$179
Average 3.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Fairfield Hotel & Suites in Fairfield
+1-888-749-6785
690 Us 46, Fairfield, NJ 07004 ~25.17 miles southwest of Sleepy Hollow
  • Pool in hotel: Indoor Swimming pool open from 6:am - 10:pm daily
  • Midscale Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Sixty Lower East Side : 190 Allen St.
+1-888-878-9982
190 Allen St., New York, NY 10002 ~25.89 miles south of Sleepy Hollow
  • Includes a pool: A truly unique venue amid Manhattan’s pulsing Lower East Side, the SIXTY LES guest-only pool features Andy Warhol’s visage looking up from the outdoor swimming pool’s bottom and is surrounded by modern, plush lounge seating, cocktail tables, and an outdoor shower. Guests can also enjoy full beverage service and small plates by Blue Ribbon Sushi Izakaya by the pool.
  • High end Downtown hotel
From$150
Very Good 4.0 /5 Reviews Call BookMore Details

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