A wooden boardwalk winding through a forest with autumn foliage.

Best Resorts in Ossining

Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Ossining

Room, 1 Queen Bed, Mobility Accessible | Desk, laptop workspace, iron/ironing board, cribs (free)

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (209 reviews)
"The hotel have a beautiful surroundings and view of the river and mountains. Clean room and helpful staff."
United States
Mitchell
$201 nightly
The price is $224
Aug 16 - Aug 17
Total with taxes and fees
Windrose On Hudson
House | 5 bedrooms

2. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
$1,369 nightly
The price is $1,525
Sep 1 - Sep 2
Total with taxes and fees
Summer Pool Oasis Custom Bar Arcade Pool Table
Outdoor banquet area

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

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.6 out of 10, Excellent, (8 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
$1,160 nightly
The price is $1,195
Aug 3 - Aug 4
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Interior

4. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
$236 nightly
The price is $263
Aug 3 - Aug 4
Total with taxes and fees
1BR Queen near NYC | Trails, Biking & Sauna Bliss
Interior

5. Near NYC! | Stylish Guestroom

Near NYC! | Stylish Guestroom
Ossining
$254 nightly
The price is $283
Aug 3 - Aug 4
Total with taxes and fees
Near NYC! | Stylish Guestroom
Interior

6. 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.
$251 nightly
The price is $279
Aug 3 - Aug 4
Total with taxes and fees
Polished 1BR w/ Accessible Room Features + Sauna
Free daily self-serve breakfast

7. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.4 out of 10, Very Good, (1,773 reviews)
"Very nice mattress, close to shoping and food. Will stay again."
United States
Charles
$127 nightly
The price is $145
Aug 23 - Aug 24
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford
Exterior

8. 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, (1,001 reviews)
"Great stay"
United States
Lorraine
$115 nightly
The price is $132
Sep 2 - Sep 3
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Free daily buffet breakfast

9. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very Good, (1,580 reviews)
"It was a great stay!"
United States
Dominique
$113 nightly
The price is $129
Aug 23 - Aug 24
Total with taxes and fees
Hampton Inn White Plains/Tarrytown
Exterior

10. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.8 out of 10, Excellent, (1,000 reviews)
"Good area, friendly staff, clean"
United States
Justin
$152 nightly
The price is $174
Aug 10 - Aug 11
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers

11. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,178 reviews)
"Convenient, safe and very clean and quiet."
United States
Joyce
$122 nightly
The price is $142
Aug 16 - Aug 17
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet
Interior entrance

12. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,384 reviews)
"Good place"
United States
Carol Aristelis
$85 nightly
The price is $97
Aug 9 - Aug 10
Total with taxes and fees
West Gate Inn Nyack
Free daily on-the-go breakfast

13. FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
Nyack
7.8 out of 10, Good, (1,000 reviews)
"We stayed 2 nights. The place doesn't look like much on the outside, but rooms were nice and facility was clean. Good location. Comfortable bed. Water pressure in shower was good. Would definitely stay again."
United States
Michael
$89 nightly
The price is $106
Aug 10 - Aug 11
Total with taxes and fees
FairBridge Inn Express Nyack
Restaurant

14. 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, (1,205 reviews)
"Great hotel if you are in that area."
United States
Jacob Glauco
$149 nightly
The price is $171
Aug 10 - Aug 11
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel
Lobby

15. Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY
3.0 star property
Dobbs Ferry
8.6 out of 10, Excellent, (1,005 reviews)
"Solid property with anytjing you need in the hotel itself or near by"
United States
Brendan
$122 nightly
The price is $140
Aug 16 - Aug 17
Total with taxes and fees
Hilton Garden Inn Westchester Dobbs Ferry, NY
Terrace/patio

16. Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (608 reviews)
"Great place. "
United States
Richard
$188 nightly
The price is $215
Aug 16 - Aug 17
Total with taxes and fees
Westchester Marriott
Property amenity

17. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,001 reviews)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
$152 nightly
The price is $174
Aug 16 - Aug 17
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County
Free daily self-serve breakfast

18. 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, (1,004 reviews)
"Decent location"
United States
Steven
$143 nightly
The price is $164
Aug 31 - Sep 1
Total with taxes and fees
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Exterior

19. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,196 reviews)
"Great stay, beautiful property. Look forward to coming again!"
United States
Jennifer
$179 nightly
The price is $205
Aug 16 - Aug 17
Total with taxes and fees
Tarrytown House Estate
View from property

20. Residence Inn Orangeburg

Residence Inn Orangeburg
3.0 star property
Orangeburg
8.8 out of 10, Excellent, (1,001 reviews)
"Clean up room and excellent staff."
United States
Maria
$152 nightly
The price is $169
Aug 13 - Aug 14
Total with taxes and fees
Residence Inn Orangeburg
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

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Clean and affordable!"
Nolan 1-night trip
Posted 3 hours ago
Ethan Allen Hotel

Find out more about Ossining

Ossining Resorts information

Number of reviews
2,397
Accommodation
0 Resorts
Lowest Price
$97
Highest Price
$1,525

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 Teatown Lake Reservation 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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