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Find Hotels with a Pool in Ossining, NY

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Check availability on Ossining Hotels with a Pool

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Dec 1 - Dec 2
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Dec 2 - Dec 3
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Dec 5 - Dec 7
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Dec 12 - Dec 14

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
The price is NT$13,330
NT$29,676 total
includes taxes & fees
Dec 8 - Dec 9
Foliage at Westchester Manor - Near Sleepy Hollow
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1023)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
The price is NT$3,736
NT$4,226 total
includes taxes & fees
Dec 2 - Dec 3
Overlook Lodge at Bear Mountain
Terrace/patio
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
Nyack
8.6 out of 10, Excellent, (1020)
"Room was clean, staff was pleasant, hotel overall was great"
United States
Cara
The price is NT$2,908
NT$4,177 total
includes taxes & fees
Dec 15 - Dec 16
Hotel Nyack, a JdV by Hyatt Hotel
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
8.8 out of 10, Excellent, (1016)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is NT$3,321
NT$3,864 total
includes taxes & fees
Dec 14 - Dec 15
DoubleTree by Hilton Hotel Nanuet
Indoor pool
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1025)
"Staff were friendly and very helpful and the hotel was well cared after. "
United States
Jason
The price is NT$2,988
NT$3,680 total
includes taxes & fees
Dec 11 - Dec 12
Hampton Inn Harriman Woodbury
Seasonal outdoor pool, open 8:00 AM to 9:00 PM, free cabanas
Heidi's Inn

Heidi's Inn

2.5 star property
Brewster
8.8 out of 10, Excellent, (806)
"Very nice clean motel! "
United States
James
The price is NT$3,453
NT$3,742 total
includes taxes & fees
Dec 4 - Dec 5
Heidi's Inn
Meeting facility
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3.0 star property
New Rochelle
8.2 out of 10, Very Good, (1016)
"Everything was just perfect from the staff to the hotel facilities "
United States
Kristal
The price is NT$3,415
NT$4,416 total
includes taxes & fees
Jan 1 - 2026/1/2
Hotel NoMa, Trademark Collection by Wyndham
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
9.2 out of 10, Wonderful, (288)
"The room was great, very clean. Bed was excellent!"
United States
Michael
The price is NT$3,491
NT$4,014 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1071)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
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

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent
"From the front desk staff to the room, and ease of getting around, everything met our needs for our stay at your facility. Many thanks!"
Kathy 2-night trip
Posted 7 hours ago
Baymont by Wyndham White Plains - Elmsford

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Frequently asked questions

What are some hotels with pools in Ossining?
Windrose On Hudson: Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Sonesta White Plains Downtown: Offers a seasonal outdoor pool, an indoor pool, and a sauna. Royal Regency Hotel: Provides a snack bar/deli, a pool, and free self parking. Ramada by Wyndham Bronx: Features complimentary wired internet access, an indoor pool, and LCD televisions. Tarrytown House Estate: Features 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 Sing Sing Prison Museum 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.