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Sleepy Hollow Hotels with Outdoor or Indoor Pools

Tarrytown Springhill Suites by Marriott in Tarrytown
+1-888-389-4121
480 White Plains Rd., Tarrytown, NY 10591 ~1.70 miles southeast of Sleepy Hollow
  • Pool details: Indoor Pool, Open 6AM to 10PM
  • Affordable Suburban property
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
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Sheraton Tarrytown Hotel in Tarrytown
+1-888-675-2083
600 White Plains Rd., Tarrytown, NY 10591 ~2.01 miles southeast of Sleepy Hollow
  • Pool available: 6am- 10pm, indoor pool and hot tub
  • 3 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
+1-800-716-8490
49 East Sunnyside Lane, Tarrytown, NY 10591 ~2.31 miles south of Sleepy Hollow
  • Has swimming pool: Both indoor and outdoor pool, gym, sauna
  • 3 star Suburban hotel
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel Nyack, a JdV by Hyatt Hotel - Nyack
+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 property
From$88
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Westchester Dobbs Ferry
+1-888-965-1860
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.
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Yonkers : 160 Corporate Blvd.
+1-888-788-5576
160 Corporate Blvd., Yonkers, NY 10701 ~7.90 miles south of Sleepy Hollow
  • Pool in hotel: Indoor pool
  • Midscale Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Nanuet / Spring Valley : 367 West Route 59
+1-888-897-9207
367 West Route 59, Nanuet, NY 10954 ~8.84 miles west of Sleepy Hollow
  • Pool in hotel: The Days Inn of Nanuet offers an outdoor heated pool from the hours of 9AM to 8PM.
  • Inexpensive Highway hotel
From$70
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Nanuet
+1-888-311-4278
270 West Rte 59, Nanuet, NY 10954 ~10.02 miles west of Sleepy Hollow
  • Pool available: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Three Star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Nanuet : 260 West Rte 59
+1-888-469-4795
260 West Rte 59, Nanuet, NY 10954 ~10.02 miles west of Sleepy Hollow
  • Has swimming pool: Indoor Pool - 6 AM – 10 PM
  • 3 star Highway property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Westchester
+1-888-734-9421
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.
  • Mid-scale Suburban hotel
From$80
Very good 4.0 /5 Reviews Call BookMore Details
Hotel Mtk Mount Kisco in Mount Kisco
+1-888-841-5292
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
  • Affordable Suburban hotel
From$129
Very good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott New Rochelle
+1-888-455-5160
35 Lecount Place, New Rochelle, NY 10801 ~12.64 miles south of Sleepy Hollow
  • Pool details: Our Out Door Pool is Open from Memorial Day until Labor Day from 9am-7pm
  • Affordable Downtown property
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
2 John Walsh Blvd., Peekskill, NY 10566 ~13.96 miles north of Sleepy Hollow
  • Pool details: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Affordable Riverfront hotel
From$97
Average 3.0 /5 Reviews Call BookMore Details
J House Greenwich
+1-888-906-6358
1114 East Putnam Ave., Greenwich, CT 06878 ~14.64 miles east of Sleepy Hollow
  • Pool in hotel
  • Four star property
From$189
Very good 4.0 /5 Reviews Call BookMore Details
Inn on the Hudson
+1-888-749-6785
634 Main St., Peekskill, NY 10566 ~14.67 miles north of Sleepy Hollow
  • Pool available: Pool is permanently closes
  • Low Cost Riverfront property
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
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The Abbey Inn & Spa
+1-888-878-9982
900 Fort Hill Rd., Peekskill, NY 10566 ~14.81 miles north of Sleepy Hollow
  • Has swimming pool: Seasonal Outdoor Pool: Monday - Friday- 11 am to 7 pm Saturday - Sunday- 10 am - 7:30 pm
  • Four-star Riverfront hotel
From$500
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Regency Greenwich
+1-888-389-4485
1800 East Putnam Ave., Old Greenwich, CT 06870 ~15.46 miles east of Sleepy Hollow
  • Pool in hotel: 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
From$89
Very good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Mahwah
+1-888-389-4121
180 Route 17 South, Mahwah, NJ 07430 ~15.57 miles west of Sleepy Hollow
  • Pool details: 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 property
From$105
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree - Mahwah
+1-888-675-2083
180 Nj 17, Mahwah, NJ 07430 ~15.60 miles west of Sleepy Hollow
  • Includes a pool: Currently being renovated
  • Low-priced hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Stamford / New York City
+1-800-716-8490
135 Harvard Ave., Stamford, CT 06902 ~15.74 miles east of Sleepy Hollow
  • Our hotel comes with a pool
  • Three Star Downtown hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Mahwah
+1-800-805-5223
140 Nj 17, Mahwah, NJ 07430 ~15.87 miles west of Sleepy Hollow
  • Includes a pool: Indoor Heated Pool.
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Teaeneck - Teaneck
+1-888-965-1860
Glenwood Ave. Teaneck, Teaneck, NJ 07666 ~16.21 miles southwest of Sleepy Hollow
  • Includes a pool: Indoor Pool
  • Mid-scale hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Crowne Plaza Stamford An Ihg Hotel in Stamford
+1-888-788-5576
2701 Summer St., Stamford, CT 06905 ~16.25 miles east of Sleepy Hollow
  • Pool details: We have an Indoor Pool, Sauna and Steam Room
  • Midscale Suburban hotel
From$86
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Teaneck Glenpointe : 1 Glenwood Ave.
+1-888-897-9207
1 Glenwood Ave., Teaneck, NJ 07666 ~16.50 miles southwest of Sleepy Hollow
  • Pool available: Heated Indoor pool as deep as 5 feet
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Stamford Downtown : 275 Summer St.
+1-888-311-4278
275 Summer St., Stamford, CT 06901 ~16.73 miles east of Sleepy Hollow
  • Has swimming pool: Pool is 14’ by 19’ 10 people capacity.
  • 3 star Downtown hotel
From$149
Very good 4.0 /5 Review Score Call BookMore Details
Bear Mountain Inn
+1-888-469-4795
3020 Seven Lakes Dr., Bear Mountain, NY 10911 ~16.91 miles northwest of Sleepy Hollow
  • Has swimming pool: outdoor pool only open Memorial day to Labor day and open to the public
  • Three Star Mountain property
From$149
Very good 4.0 /5 Recent 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 details: 6am - 11pm daily Indoor, heated with ADA Accessible Lift
  • Four star Downtown property
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Mansion at Glen Cove : 200 Dosoris Ln
+1-888-841-5292
200 Dosoris Ln, Glen Cove, NY 11542 ~18.24 miles southeast of Sleepy Hollow
  • With a pool!
  • Three Star hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Hasbrouck Heights Meadowlands An Ihg Hotel
+1-888-455-5160
283 Route 17 South, Hasbrouck Heights, NJ 07604 ~18.84 miles southwest of Sleepy Hollow
  • Pool in hotel
  • 3 star Suburban hotel
From$149
Average 3.0 /5 Reviews Call BookMore Details
Lakota Oaks : 32 Weed Ave.
+1-888-965-8297
32 Weed Ave., Norwalk, CT 06850 ~21.05 miles east of Sleepy Hollow
  • Pool details: 75-foot Indoor Lap Pool Open 5:00am – 11:00pm
  • Three Star Suburban property
From$129
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott East Rutherford Meadowlands
+1-888-906-6358
10 Murray Hill Pkwy., East Rutherford, NJ 07073 ~21.17 miles southwest of Sleepy Hollow
  • Pool available: 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.
  • Affordable Suburban property
From$75
Average 3.0 /5 Review Score Call BookMore Details
Comfort Suites - Woodbury
+1-888-749-6785
100 Estrada Rd., Woodbury, NY 10917 ~21.26 miles northwest of Sleepy Hollow
  • Pool details: Indoor heated pool
  • Three Star Suburban hotel
From$145
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn New York - LaGuardia Airport : 102 40 Ditmars Blvd.
+1-888-878-9982
102 40 Ditmars Blvd., East Elmhurst, NY 11369 ~21.84 miles south of Sleepy Hollow
  • With a pool!
  • Affordable Airport hotel
From$155
Very good 4.0 /5 Read Reviews Call BookMore Details
Empire Hotel in New York
+1-888-389-4485
44 West 63rd St., New York, NY 10023 ~22.52 miles south of Sleepy Hollow
  • We have a pool
  • 4-star Downtown property
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands : 350 Lighting Way
+1-888-389-4121
350 Lighting Way, Secaucus, NJ 07094 ~22.53 miles southwest of Sleepy Hollow
  • Pool available: Indoor
  • Three Star Convention Center property
From$80
Average 3.5 /5 Read Reviews Call BookMore Details
Harmony Suites Secaucus Meadowlands
+1-888-675-2083
455 Plaza Dr., Secaucus, NJ 07094 ~22.55 miles southwest of Sleepy Hollow
  • Has swimming pool: Heated Indoor Pool
  • 4 star Downtown property
From$130
Average 3.0 /5 Guest Reviews Call BookMore Details
AVE Clifton
+1-800-716-8490
743 Passaic Ave., Clifton, NJ 07012 ~22.69 miles southwest of Sleepy Hollow
  • Includes a pool: Outdoor pool, open seasonally from Memorial Day to Labor Day.
  • Four star Suburban property
From$120
Excellent 5.0 /5 Read Reviews Call BookMore Details
Courtyard Marriott
+1-800-805-5223
1 Polito Ave., Lyndhurst, NJ 07071 ~22.85 miles southwest of Sleepy Hollow
  • We have a pool
  • Affordable Suburban hotel
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
  • Includes a swimming pool
  • Mid-scale Suburban property
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Norwalk - 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 property
From$68
Very good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton 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.
  • 3 star Highway property
From$80
Very good 4.0 /5 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
  • Has swimming pool: Indoor Pool 9AM - 10PM Daily
  • Midscale Suburban property
From$89
Very good 4.5 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Wayne
+1-888-469-4795
1850 Nj 23, Wayne, NJ 07470 ~23.50 miles west of Sleepy Hollow
  • Pool in hotel: we have out door pool
  • Economical Suburban property
From$60
Average 3.0 /5 Latest Reviews 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.
  • 4-star Suburban hotel
From$66
Very good 4.0 /5 Latest 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
  • Includes a pool: Outdoor heated pool that is open from 8am to dusk.
  • 4 star Downtown hotel
From$125
Average 3.0 /5 Review Score 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
  • Three Star Downtown hotel
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Royalton Park Avenue : 420 Park Ave. South
+1-888-965-8297
420 Park Ave. South, New York, NY 10016 ~24.38 miles south of Sleepy Hollow
  • Pool available: Seasonal Hours, please contact Hotel directly
  • Expensive Downtown property
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Dream Downtown by Hyatt
+1-888-906-6358
355 West 16th St., New York, NY 10011 ~24.77 miles south of Sleepy Hollow
  • Pool available: Seasonal 11am - 5pm; open Memorial Day - Labor Day Weekend 2023. Chairs available for purchase at dreambeach.club
  • High end Downtown property
From$179
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Fairfield Hotel & Suites
+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
  • Affordable Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Sixty Lower East Side - New York
+1-888-878-9982
190 Allen St., New York, NY 10002 ~25.89 miles south of Sleepy Hollow
  • Has swimming 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 property
From$150
Very good 4.0 /5 Read Reviews Call BookMore Details

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