A wooden boardwalk winding through a forest with autumn foliage.

Best Resorts in Ossining

Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Ossining

A hotel room with a large bed, two bedside lamps, a nightstand, a blue chair, and a view of greenery through the window.

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (234 reviews)
"Beautiful place to stay!"
United States
Rachel
$216 nightly
The price is $241
Sep 14 - Sep 15
Total with taxes and fees
Windrose On Hudson
A covered area with exercise equipment, chairs, and a view through large windows.

2. Near NYC! | Stylish Guestroom

Near NYC! | Stylish Guestroom
Ossining
$304 nightly
The price is $339
Sep 27 - Sep 28
Total with taxes and fees
Near NYC! | Stylish Guestroom
A covered area with exercise equipment, chairs, and a view through large windows.

3. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
$281 nightly
The price is $313
Sep 27 - Sep 28
Total with taxes and fees
1BR Queen near NYC | Trails, Biking & Sauna Bliss
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

4. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
$1,096 nightly
The price is $1,221
Sep 8 - Sep 9
Total with taxes and fees
Summer Pool Oasis Custom Bar Arcade Pool Table
An outdoor dining area with tables set for a formal event, featuring candles, glassware, and floral centerpieces.

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

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (10 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
$966 nightly
The price is $993
Sep 8 - Sep 9
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
A covered area with exercise equipment, chairs, and a view through large windows.

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.
$287 nightly
The price is $320
Sep 27 - Sep 28
Total with taxes and fees
Polished 1BR w/ Accessible Room Features + Sauna
A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.

7. 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 hotel"
United States
Wanda
$146 nightly
The price is $167
Sep 20 - Sep 21
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
A checkered floor, a potted plant, and two metal ladders in a room with large windows.

8. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,424 reviews)
"Good breakfast and good service"
United States
Marcelo
$85 nightly
The price is $97
Sep 15 - Sep 16
Total with taxes and fees
West Gate Inn Nyack
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

9. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.4 out of 10, Very Good, (1,839 reviews)
"Awesome place to stay."
United States
Ebony
$127 nightly
The price is $145
Sep 13 - Sep 14
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford
A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.

10. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very Good, (1,639 reviews)
"The hotel staff is professional and friendly. The property and hotel are clean."
United States
Joseph
$113 nightly
The price is $129
Sep 13 - Sep 14
Total with taxes and fees
Hampton Inn White Plains/Tarrytown
A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.

11. 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, (1,003 reviews)
"Good area, friendly staff, clean"
United States
Justin
$130 nightly
The price is $148
Sep 13 - Sep 14
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County
A historic stone building with a turret, arched entrance, and a covered patio area.

12. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,288 reviews)
"My Family and I really Love this place Excellent hands down very family oriented as well as for couples the restaurant on the property is always a great choice ."
United States
Ariana
$201 nightly
The price is $230
Sep 7 - Sep 8
Total with taxes and fees
Tarrytown House Estate
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

13. 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, (1,270 reviews)
"Staff very friendly and food was great delicious we loved our suite.. will definitely come back again"
United States
Adam
$149 nightly
The price is $171
Sep 13 - Sep 14
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel
A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

14. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,001 reviews)
"Convenient location to our itinerary"
United States
Victoria
$163 nightly
The price is $187
Sep 13 - Sep 14
Total with taxes and fees
Hotel MTK Mount Kisco
A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.

15. 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)
"Clean room plenty of parking"
United States
Thomas
$161 nightly
The price is $184
Sep 13 - Sep 14
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County
A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.

16. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1,001 reviews)
"I had an amazing time the hot tub was clean staff was helpful Food was good expensive but good I which the pool was bigger but overall good daycation"
United States
Desorene
$167 nightly
The price is $191
Sep 10 - Sep 11
Total with taxes and fees
Sheraton Tarrytown Hotel
A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.

17. 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, (1,000 reviews)
"Clean, easy, great breakfast, nice surroundings."
United States
David
$151 nightly
The price is $173
Sep 13 - Sep 14
Total with taxes and fees
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
An indoor swimming pool with clear glass ceilings, stone walls, and multiple lounge chairs around the pool area.

18. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
8.8 out of 10, Excellent, (1,193 reviews)
"nice place to stay overnight .. friendly people."
United States
Linda
$118 nightly
The price is $137
Sep 20 - Sep 21
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet
A spacious interior with a high ceiling, stone walls, and modern furniture.

19. 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, (1,011 reviews)
"Customer service at the desk was very nice and helpful."
United States
Dr. Tauheedah
$145 nightly
The price is $166
Sep 8 - Sep 9
Total with taxes and fees
Sleepy Hollow Hotel, a Dolce by Wyndham
A hotel room with two beds, a desk, a TV, and a mirror.

20. Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
West Nyack
6.4 out of 10, (726 reviews)
"Amazing place"
United States
Bayron
$95 nightly
The price is $110
Sep 22 - Sep 23
Total with taxes and fees
Tappan Zee 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

La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

8/10 Good
"Staff at front desk was great"
Patty 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Stamford / New York City

Find out more about Ossining

Ossining Resorts information

Number of reviews
7,562
Accommodation
0 Resorts
Lowest Price
$97
Highest Price
$1,221

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 Sing Sing Prison Museum 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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