Find Hotels with a Pool in Ossining, NY

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Check availability on Ossining Hotels with a Pool

Tonight
22 Nov - 23 Nov
Tomorrow
23 Nov - 24 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Top Ossining Hotels with a Pool

House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
  • Full-service spa
The price is AED 1,611
AED 3,532 total
includes taxes & fees
25 Nov - 26 Nov
Foliage at Westchester Manor - Near Sleepy Hollow
Pool
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Ossining
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
9.0 out of 10, Wonderful, (6)
The price is AED 2,329
AED 4,191 total
includes taxes & fees
25 Nov - 26 Nov
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
  • Indoor pool
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (1006)
Gliding through crystal-clear waters, swimmers enjoy this hotel's immaculate indoor pool before unwinding in the rejuvenating hot tub. Clean, comfortable rooms complement the fitness center and Windsor Grille restaurant, creating a peaceful retreat near Palisades Center.
The price is AED 389
AED 452 total
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Hotel Nanuet
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
  • Full-service spa
8.4 out of 10, Very Good, (1012)
Seasonal outdoor swimming invites summer splashes amid breathtaking mountain scenery. After hiking local trails, guests rejuvenate with spa treatments, including deep-tissue massages and facials, before enjoying fresh cuisine at the onsite café.
The price is AED 380
AED 430 total
includes taxes & fees
23 Nov - 24 Nov
Overlook Lodge at Bear Mountain
Indoor pool
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
  • Indoor pool
9.2 out of 10, Wonderful, (1008)
Sparkling clean waters await in the spacious indoor pool, where families splash and adults unwind until midnight. Complimentary shuttle service whisks guests to nearby shopping outlets, while a hearty breakfast fuels exciting days ahead.
The price is AED 350
AED 431 total
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn Harriman Woodbury
Terrace/patio
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
Nyack
  • Pool loungers
  • Hot tub
8.6 out of 10, Excellent, (1008)
Floating in the seasonal outdoor pool marks the perfect end to days spent exploring nearby attractions. Guests savor cold drinks from the poolside bar while relaxing beneath complimentary cabanas in this stylishly designed hotel.
The price is AED 340
AED 489 total
includes taxes & fees
1 Dec - 2 Dec
Hotel Nyack, a JdV by Hyatt Hotel
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

3.5 star property
Danbury
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
7.8 out of 10, Good, (1054)
Refreshing swims await at this hotel's seasonal outdoor pool, open May through August. After exploring nearby Candlewood Lake or hiking local trails, guests can unwind with dinner at 21 Lake Restaurant & Bar before retreating to spacious, individually furnished rooms.
Ethan Allen Hotel
Outdoor pool
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

2.5 star property
Danbury
  • Outdoor pool
9.2 out of 10, Wonderful, (279)
Dive into summer fun at the seasonal outdoor pool, available July through September for refreshing relaxation. Guests appreciate the exceptionally clean facilities, comfortable accommodations, and friendly staff who provide attentive service at this well-maintained hotel.
The price is AED 394
AED 453 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Meeting facility
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3.0 star property
New Rochelle
  • Outdoor pool
  • Near the beach
8.2 out of 10, Very Good, (1006)
Mediterranean cuisine at the on-site restaurant enhances poolside relaxation at this centrally located hotel. Guests praise the helpful staff, clean rooms, and comfortable beds while enjoying seasonal swimming from June through August.
The price is AED 415
AED 535 total
includes taxes & fees
23 Nov - 24 Nov
Hotel NoMa, Trademark Collection by Wyndham
Indoor pool, seasonal outdoor pool
Marriott Park Ridge

Marriott Park Ridge

3.5 star property
Park Ridge
  • Indoor pool
8.8 out of 10, Excellent, (847)
Aquatic adventures await with pristine indoor and seasonal outdoor pools complemented by a soothing jacuzzi. Guests consistently praise the immaculate facilities and exceptional staff service at this comfortable retreat featuring on-site dining and two inviting bars.
The price is AED 497
AED 569 total
includes taxes & fees
23 Nov - 24 Nov
Marriott Park Ridge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ossining Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"The room was clean and tidy, and the staff were very helpful and friendly. "
Yanny 2-night trip
Posted 2 days ago
Hyatt Regency Greenwich

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Frequently asked questions

What are some hotels with pools in Ossining?
Windrose On Hudson: Offers complimentary wired internet access, an indoor pool, and LCD televisions. DoubleTree by Hilton Stamford: Features complimentary wired internet access, a seasonal outdoor pool, and free self parking. Royal Regency Hotel: Offers a seasonal outdoor pool, an indoor pool, and a sauna. Armoni Inn & Suites: Features continental, an indoor pool, and free self parking. Tarrytown House Estate: Offers a sauna, an indoor pool, and free self parking.
What is there to see and do in Ossining?
Surround yourself with nature at Teatown Lake Reservation and Kitchawan Preserve. Discover sights such as Sing Sing Correctional Facility, Thomas J. Watson Research Center, and Travelers Rest during your stay.
When is the best time to book a hotel with a pool in Ossining?
You may want to consider an accommodation with an outdoor swimming pool if you're planning to visit Ossining in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 34°F.
What's the best way to travel around Ossining?
Knowing the transportation options in Ossining can help you enjoy the area beyond your hotel pool. If you want to explore the larger area, hop on a train at Ossining Station. Ossining may not have many public transit options to choose from so consider renting a car to explore more.