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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
$900 nightly
The price is $1,002
Nov 25 - Nov 26
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)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
United States
Matthew W.
$1,108 nightly
The price is $1,141
Nov 25 - Nov 26
Total with taxes and fees
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
8.8 out of 10, Excellent, (1005)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
$103 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet
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, (1011)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
$105 nightly
The price is $119
Dec 2 - Dec 3
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, (1005)
"Staff were friendly and very helpful and the hotel was well cared after. "
United States
Jason
$95 nightly
The price is $117
Dec 11 - Dec 12
Total with taxes and fees
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
8.6 out of 10, Excellent, (1006)
"Awesome place"
United States
Nichole
$116 nightly
The price is $133
Nov 25 - Nov 26
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1052)
"Great Hotel!"
United States
Steven
$102 nightly
The price is $118
Dec 1 - Dec 2
Total with taxes and fees
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
9.2 out of 10, Wonderful, (277)
"breakfast good and quiet room "
United States
Robert
$107 nightly
The price is $123
Nov 30 - Dec 1
Total with taxes and fees
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
8.2 out of 10, Very Good, (1003)
"Everything was just perfect from the staff to the hotel facilities "
United States
Kristal
$127 nightly
The price is $146
Nov 23 - Nov 24
Total with taxes and fees
Hotel NoMa, Trademark Collection by Wyndham
Indoor pool, seasonal outdoor pool
Marriott Park Ridge

Marriott Park Ridge

3.5 star property
Park Ridge
8.8 out of 10, Excellent, (846)
"Great hotel"
United States
Christopher
$135 nightly
The price is $155
Nov 23 - Nov 24
Total with taxes and fees
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 Place New York/Yonkers

Hyatt Place New York/Yonkers

10/10 Excellent
"Easy parking and good breakfast "
Thomas 1-night trip
Posted 23 hours ago
Hyatt Place New York/Yonkers

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.

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