A wooden boardwalk winding through a forest with autumn foliage.

Best Resorts in Ossining

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Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9
In one month
Aug 21 - Aug 23
In two months
Sep 18 - Sep 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Ossining

Restaurant

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (192 reviews)
"Good stay overall."
United States
Faisal
$181 nightly
The price is $202
Jul 27 - Jul 28
Total with taxes and fees
Windrose On Hudson
Interior

Near NYC! | Stylish Guestroom

Near NYC! | Stylish Guestroom
Ossining
$262 nightly
The price is $292
Jul 26 - Jul 27
Total with taxes and fees
Near NYC! | Stylish Guestroom
Interior

1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
$244 nightly
The price is $272
Jul 26 - Jul 27
Total with taxes and fees
1BR Queen near NYC | Trails, Biking & Sauna Bliss
House | 5 bedrooms

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
$1,330 nightly
The price is $1,482
Jul 27 - Jul 28
Total with taxes and fees
Summer Pool Oasis Custom Bar Arcade Pool Table
Outdoor banquet area

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

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
9.2 out of 10, Wonderful, (7 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
$1,201 nightly
The price is $1,239
Jul 27 - Jul 28
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Interior

Polished 1BR w/ Accessible Room Features + Sauna

Polished 1BR w/ Accessible Room Features + Sauna
Ossining
6.0 out of 10, (1 review)
"We could not find location in dark and rain. Only given GPS info and no name of hotel or property. Once we arrived guard at guardhouse could not assist as we could not affirm name. When finally able to track down contact info for the vacation property company that listed the rental they had to share hotel front desk info and that’s when we learned name was Windrose On Hudson. Very stressful situation- enjoyed historical location. Great facility, not so great TV/streaming set-up… cable. "
United States
Nada S.
$261 nightly
The price is $291
Jul 26 - Jul 27
Total with taxes and fees
Polished 1BR w/ Accessible Room Features + Sauna
Exterior

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
9.0 out of 10, Wonderful, (1,003 reviews)
"Great stay"
United States
Lorraine
$99 nightly
The price is $113
Aug 16 - Aug 17
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Interior entrance

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,381 reviews)
"Very good hot breakfast available. Good selection."
United States
Brenda
$86 nightly
The price is $98
Jul 21 - Jul 22
Total with taxes and fees
West Gate Inn Nyack
Free daily on-the-go breakfast

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
Nyack
7.8 out of 10, Good, (1,005 reviews)
"Clean room, Breakfast"
United States
Jorge
$92 nightly
The price is $110
Jul 26 - Jul 27
Total with taxes and fees
FairBridge Inn Express Nyack
Free daily self-serve breakfast

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.4 out of 10, Very Good, (1,751 reviews)
"Enjoyed our stay. Would go again"
United States
Khadia
$135 nightly
The price is $155
Jul 27 - Jul 28
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford
Restaurant

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, (1,189 reviews)
"Great hotel if you are in that area."
United States
Jacob Glauco
$149 nightly
The price is $171
Aug 3 - Aug 4
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel
Free daily buffet breakfast

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very Good, (1,564 reviews)
"It was a great stay!"
United States
Dominique
$113 nightly
The price is $129
Aug 2 - Aug 3
Total with taxes and fees
Hampton Inn White Plains/Tarrytown
Property amenity

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,003 reviews)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
$144 nightly
The price is $164
Aug 2 - Aug 3
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County
Reception

Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet
3.0 star property
Nanuet
7.8 out of 10, Good, (1,001 reviews)
"Clean rooms.value priced hotel"
United States
ABUL
$99 nightly
The price is $115
Jul 31 - Aug 1
Total with taxes and fees
Hilton Garden Inn Nanuet
Lobby

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
Tarrytown
7.0 out of 10, Good, (1,005 reviews)
"The front desk attendant was very pleasant and accommodating, clean rooms and well maintained facility."
United States
James
$141 nightly
The price is $162
Jul 23 - Jul 24
Total with taxes and fees
Sleepy Hollow Hotel, a Dolce by Wyndham
Interior entrance

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,005 reviews)
"Place was great."
United States
Peter
$147 nightly
The price is $168
Aug 2 - Aug 3
Total with taxes and fees
Hotel MTK Mount Kisco
Free daily self-serve breakfast

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,007 reviews)
"Great place to stay. "
United States
Jennifer
$119 nightly
The price is $136
Jul 26 - Jul 27
Total with taxes and fees
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
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
9.0 out of 10, Wonderful, (1,170 reviews)
"Great jumping off point to get where we needed to go. Great breakfast! DiShaun at the front desk was great and the room was perfect!"
United States
Vivian
$122 nightly
The price is $142
Aug 16 - Aug 17
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet
Exterior

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,171 reviews)
"Great grounds, good restaurant and bar, it was movie night outside on the grounds so fun and cozy"
United States
Gregory
$186 nightly
The price is $213
Aug 2 - Aug 3
Total with taxes and fees
Tarrytown House Estate
Exterior

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.6 out of 10, Excellent, (1,002 reviews)
"Second time I stayed here as a convenient location to easily get into NYC by train."
United States
merri
$161 nightly
The price is $184
Aug 2 - Aug 3
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County
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

Westchester Marriott

Westchester Marriott

10/10 Excellent
"I really enjoyed my stay at the Westchester Marriott. The hotel was beautiful, the rooms were clean, and everything was well maintained. I had a great experience and enjoyed the few days I spent there. I would definitely stay here again."
Tesheka 4-night trip
Posted 2 hours ago
Westchester Marriott

Find out more about Ossining

Ossining Resorts information

Number of reviews
15,676
Accommodation
0 Resorts
Lowest Price
$98
Highest Price
$1,482

Frequently asked questions

What can I expect from a resort vacation in Ossining?
Expedia can help you browse resorts and other lodging options that offer similar services and comforts. If you're having trouble finding a resort in Ossining that works for you, you can use the search page filters to look for hotels, or search for properties that offer amenities like swimming pools or all-inclusive options. We make it simple to book great accommodations so you can focus on planning your trip itinerary.
What's a top resort in Ossining?
Here's our top-rated resort near Ossining: CAM BLISS RETREAT, Only room for one🌹❤️. - 15.3 mi (24.6 km) from Ossining. Features a sauna.
What can I do in Ossining?
Learn about the local history at monuments like Thomas J. Watson Research Center, or bring the kids to Labyrinth for some family fun. Sing Sing Correctional Facility and Hudson Hills Golf Course are a few additional attractions in the area that you might like.
What's the weather like in Ossining?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Ossining is 51 inches.
What's the best way to get to and around Ossining?
Fly into Westchester County Airport (HPN), which is located 10.5 mi (16.8 km) away from the city center. Otherwise, look for flights into Teterboro, NJ (TEB), which is 23.9 mi (38.5 km) away. To venture out into the surrounding area, hop aboard a train at Ossining Station.

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