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Find Hotels with a Pool in Ossining, NY

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Check availability on Ossining Hotels with a Pool

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
$777 nightly
The price is $865
Nov 16 - Nov 17
Total with taxes and fees
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
9.0 out of 10, Wonderful, (6)
"This is an incredibly unique property with some upsides. It is a cool old (1920's) Tudor style house that is well-suited for large groups. While it was fine for a couple of nights, any longer would have made the downsides (deferred maintenance, insufficient silverware, stained carpeting) less tolerable. There were also some communication issues with the property management company and the host during the stay. Specifically, we counted on there being a crib available, as it was specified in the...
United States
Marnie O.
$881 nightly
The price is $905
Nov 16 - Nov 17
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
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, (1010)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
$104 nightly
The price is $118
Nov 16 - Nov 17
Total with taxes and fees
Overlook Lodge at Bear Mountain
Indoor pool
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1003)
"Very clean hotel , friendly staff and convenient to shopping. We will definitely stay here again. "
United States
John
$95 nightly
The price is $117
Dec 1 - Dec 2
Total with taxes and fees
Hampton Inn Harriman Woodbury
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, (1005)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
$106 nightly
The price is $123
Nov 30 - Dec 1
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1037)
"Great stay, very clean, beautiful hotel"
United States
JOHN
$93 nightly
The price is $108
Nov 23 - Nov 24
Total with taxes and fees
Ethan Allen Hotel
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, (1001)
"The bathroom/shower was very spacious and the bed very comfortable. Great place to stay!"
United States
Lawrence
$123 nightly
The price is $140
Nov 25 - Nov 26
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt 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
9.2 out of 10, Wonderful, (269)
"breakfast good and quiet room "
United States
Robert
$122 nightly
The price is $140
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Indoor pool
Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

2.5 star property
Mahwah
8.8 out of 10, Excellent, (1386)
"Great location easy access to all "
United States
G Robert
$111 nightly
The price is $127
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn & Suites Mahwah
Indoor pool
Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

2.5 star property
Northeast Yonkers
9.0 out of 10, Wonderful, (1001)
"Very polite & nice staff, especially at desk."
United States
Mark
$111 nightly
The price is $131
Dec 7 - Dec 8
Total with taxes and fees
Hampton Inn & Suites Yonkers - Westchester
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
"It’s was a very relaxing stay. Can’t wait to go back!"
Eleni 1-night trip
Posted 3 days ago
Hyatt Regency Greenwich

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: Provides continental, an indoor pool, and free self parking. Tarrytown House Estate: Features 2 restaurants, an indoor pool, and 2 bars.
What is there to see and do in Ossining?
Explore places like Woodbury Common Premium Outlets while you're in the area. Surround yourself with nature at Depot Square and Teatown Lake Reservation.
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.

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