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Find hotels in Ossining, NY from ฿3,541

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5 Jan - 6 Jan
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6 Jan - 7 Jan
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9 Jan - 11 Jan
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16 Jan - 18 Jan

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Our top choices for Ossining hotels

Terrace/patio
Windrose On Hudson

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.2 out of 10, Very good, (107)
Experience relaxation at this riverside retreat with a fitness centre and vibrant bar/lounge. Near Van Cortlandt Manor and Croton Point Park, enjoy complimentary WiFi and parking while savouring breakfast at the cosy café.
"Clean room, staff were very welcoming"
United States
Semaj
The price is ฿6,358
฿7,081 total
includes taxes & fees
18 Jan - 19 Jan
Windrose On Hudson
House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
Ossining
The price is ฿11,184
฿27,268 total
includes taxes & fees
12 Jan - 13 Jan
Foliage at Westchester Manor - Near Sleepy Hollow
Deluxe Room, 1 King Bed, Non Smoking | Desk, laptop workspace, free WiFi, bed sheets
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.4 out of 10, Very good, (244)
Located in the Bronx, this hotel puts you just a 10-minute drive from Yankee Stadium and Bronx Zoo. Free WiFi and parking add convenience, while Gun Hill Rd. Station is an 8-minute walk away. Central Park and Columbia University are within a short drive.
"Nice place "
United States
Eric
The price is ฿3,376
฿3,985 total
includes taxes & fees
6 Jan - 7 Jan
LIV Hotel Bronx - Newly Built
Two Double Beds, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets
Hilltop Inn & Suites

Hilltop Inn & Suites

Hilltop Inn & Suites
2.5 star property
Northwest Yonkers
7.0 out of 10, Good, (566)
Explore nearby attractions like Westchester's Ridge Hill and Legoland Discovery Centre from this welcoming hotel. After enjoying the complimentary continental breakfast, use the fitness centre or take advantage of free WiFi and parking during your stay.
"I appreciated my stay at the Hotel."
United States
Kim
The price is ฿3,090
฿3,638 total
includes taxes & fees
6 Jan - 7 Jan
Hilltop Inn & Suites
Lobby
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1029)
Located in Nanuet with free parking and WiFi, this DoubleTree hotel offers a serene atmosphere near The Shops at Nanuet. Guests love the indoor pool, Windsor Grille restaurant, and bar. The 24-hour fitness centre and helpful staff ensure a relaxing stay.
"Good food hot tub great bed was wonderful area beautiful staff so nice"
United States
vontisha
The price is ฿2,921
฿3,399 total
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Hotel Nanuet
Interior
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1014)
Surrounded by tranquility in Suffern, this hotel offers spacious rooms with comfortable beds and American cuisine at Flagstone Restaurant. The 24-hour fitness centre, garden, and helpful staff create a relaxing retreat near local museums with free WiFi and parking.
"This place is amazing…very well put together."
United States
Pernell
The price is ฿3,531
฿4,109 total
includes taxes & fees
10 Jan - 11 Jan
Crowne Plaza Suffern - Mahwah by IHG
Lobby
Comfort Inn Brewster

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (530)
This Brewster hotel offers a free daily buffet breakfast and convenient self parking. Guests can maintain their routine in the fitness centre while appreciating the clean rooms and attentive staff. Brewster Public Library and Old Salem Farm are located nearby.
"The heating system was very quiet . The rooms were clean and they honored our requests ."
United States
Melanie
The price is ฿3,993
฿4,327 total
includes taxes & fees
7 Jan - 8 Jan
Comfort Inn Brewster
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1009)
Historic lodge near Bear Mountain State Park offers deep-tissue massages and body wraps at the on-site spa. Enjoy drinks at the bar, meals at the café, and rooms with refrigerators and microwaves. Free WiFi and parking add convenience for exploring nearby attractions.
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is ฿3,751
฿4,244 total
includes taxes & fees
6 Jan - 7 Jan
Overlook Lodge at Bear Mountain
Daily full breakfast (USD 18 per person)
Ethan Allen Hotel

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1104)
Set near a train station, this hotel offers a refreshing outdoor pool, on-site dining, and comfortable beds that past travellers love. Minutes from Danbury Fair Mall and Xtreme Play Adventure Park, with free WiFi and parking for added convenience.
"Great place very accommodating "
United States
Celeste
Ethan Allen Hotel
Lobby
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1034)
Conveniently located near Woodbury Common Premium Outlets, this welcoming hotel offers a refreshing indoor pool and complimentary breakfast that guests rave about. Rooms include refrigerators and microwaves, plus free WiFi and parking enhance the experience.
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is ฿3,076
฿3,787 total
includes taxes & fees
11 Jan - 12 Jan
Hampton Inn Harriman Woodbury
Terrace/patio
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.2 out of 10, Very good, (1014)
Located near a train station, this hotel offers free WiFi and parking plus a fitness centre. Clean rooms provide a comfortable stay while helpful staff enhance the experience. St. Paul's Episcopal Church and shopping destinations are just minutes away.
"Great hotel"
United States
Adesegun
The price is ฿3,215
฿3,742 total
includes taxes & fees
6 Jan - 7 Jan
Sonesta Simply Suites Nanuet
Exterior
Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1017)
Start the day with a complimentary buffet breakfast at this quiet Ramsey retreat. The 24-hour fitness centre keeps your routine on track while free WiFi and parking add convenience. Located near Lower Hudson Valley Challenger Learning Centre with helpful staff to assist.
"Best spot to book"
United States
Oscar
The price is ฿3,342
฿3,830 total
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Express Ramsey-Mahwah by IHG
Front of property
Heidi's Inn

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (813)
Set by the train station, this welcoming inn offers free breakfast, WiFi, and parking. Guests love the helpful staff and clean rooms. Enjoy the outdoor pool in summer or explore hiking trails. Brewster Public Library and Richter Park await nearby.
"A fine motel, great staff & very flexible"
United States
Andy
The price is ฿3,952
฿4,282 total
includes taxes & fees
6 Jan - 7 Jan
Heidi's Inn
Lunch, dinner, brunch served; Italian cuisine
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1005)
Explore Hotel Zero Degrees' sleek atmosphere, where Italian cuisine awaits at Terra restaurant. After workouts in the fitness centre, unwind on the terrace or enjoy drinks at the bar. Free WiFi and parking complement the convenient location near local attractions.
"Great place to stay."
United States
Alex
The price is ฿5,079
฿5,840 total
includes taxes & fees
8 Jan - 9 Jan
Hotel Zero Degrees Danbury
Terrace/patio
Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester
2.5 star property
Northeast Yonkers
9.0 out of 10, Wonderful, (1006)
Located minutes from Westchester's Ridge Hill and Legoland Discovery Centre, this hotel offers free breakfast, WiFi, and parking. Start your day with a morning swim in the indoor pool or visit the 24-hour fitness centre for an energising workout.
"Excellent location "
United States
Sherri A
The price is ฿3,335
฿3,927 total
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn & Suites Yonkers - Westchester
Room, Multiple Beds, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi
Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah
2.5 star property
Mahwah
7.2 out of 10, Good, (1006)
This tranquil Super 8 by Wyndham offers comfortable rooms and convenient access to Mahwah Station, just a 16-minute walk away. Guests appreciate the quiet atmosphere, clean accommodation, and attentive staff. Free WiFi and parking enhance your stay near Suffern Railway Museum.
"Easy parking, fast check-in "
United States
charkarmaly
The price is ฿2,331
฿2,672 total
includes taxes & fees
11 Jan - 12 Jan
Super 8 by Wyndham Mahwah
Front of property
Amsterdam Hotel

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very good, (1734)
In this serene Stamford retreat near the train station, enjoy complimentary continental breakfast, WiFi, and parking. The fitness centre energises while the garden and terrace provide peaceful relaxation. Steps from shopping and restaurants with helpful staff to enhance your stay.
"Excellent stay! Nice and comfortable…quiet…it had everything that we needed! "
Canada
MARTHA PATRICIA
Amsterdam Hotel
View from property
Inn on the Hudson

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1005)
This charming riverside hotel offers complimentary Wi-Fi, parking, and on-the-go breakfast. Located near the train station and just a 15-minute walk to Peekskill, with kayaking and mountain biking nearby. Rooms include refrigerators and microwaves.
"The location was very convenient. There is not a lot available in Peekskill and this place was very close to where we were going. The room was well cleaned and cared for the only drawback was that the heating unit was very, very noisy."
United States
Shelley
The price is ฿2,806
฿3,209 total
includes taxes & fees
11 Jan - 12 Jan
Inn on the Hudson
Room, 2 Double Beds, Non Smoking | Desk, blackout curtains, iron/ironing board, free WiFi
Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1001)
Steps from LEGOLAND® New York, this value-friendly motel offers complimentary WiFi and parking. Clean rooms provide a comfortable base for shopping excursions to nearby Woodbury Common Premium Outlets, while the attentive staff ensures a pleasant stay.
"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is ฿2,522
฿3,105 total
includes taxes & fees
6 Jan - 7 Jan
Americas Best Value Inn at Central Valley-Woodbury
Lobby
Hampton Inn Nanuet

Hampton Inn Nanuet

Hampton Inn Nanuet
2.5 star property
Nanuet
7.8 out of 10, Good, (1008)
Located close to a train station, this hotel offers a complimentary morning meal and free WiFi. Guests can enjoy the indoor pool, visit the fitness centre, or drive to The Shops at Nanuet. Business travellers appreciate the friendly staff and free parking.
"Great hotel, nice and clean "
United States
Andrea
The price is ฿2,559
฿2,850 total
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn Nanuet
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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Stay near popular Ossining attractions

Rest stop area beside interstate highway where travelers rest and sight see Tioga Reservoir and Dam in Pennsylvania New York state border

Travelers Rest

This historic former stagecoach stop serves exceptional American and German cuisine in elegant, fireplace-lit dining rooms. Stroll through the landscaped gardens with waterfalls before your memorable meal.
See properties
Lovely spot in Westchester, NY
Photo by louann ohora
Open Photo by louann ohora

Teatown Lake Reservation

This 1,000-acre nature preserve features diverse ecosystems along scenic trails. Explore the floating boardwalk across the lake for wildlife viewing and see the island's native wildflower collection.
See properties

Learn more about Ossining

Sing Sing Prison Museum offers a fascinating glimpse into America's most notorious correctional facility, with guided tours by former officers. Hike the scenic Old Croton Aqueduct Trail and then grab lunch at one of the diverse restaurants along the Hudson River waterfront.

See all hotels in Ossining
Main building at Maryknoll
Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent
"room was very clean...Ac was a bit too cool as its winter and we had a snow storm..overall everything was beyond expectation...will come again"
Luretta 2-night trip
Posted 3 days ago
Baymont by Wyndham White Plains - Elmsford

More cheap stays in Ossining

Comfort Inn Paramus - Hackensack

Comfort Inn Paramus - Hackensack

50 N Rte 17 Paramus NJ
The price is ฿3,253 per night from 25 Jan to 26 Jan
฿3,253
฿3,729 total
25 Jan - 26 Jan
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)

Frequently asked questions

Where is the best place to stay in Ossining?
Windrose On Hudson is one of the top choices for your stay based on our traveller data. This hotel offers free parking and a fitness centre. Other good options for your visit to the area are Royal Regency Hotel and Ramada by Wyndham Bronx. See all available top hotels, or vacation rentals in Ossining.
If I need to cancel my hotel reservation in Ossining, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossining.
What are some accommodation options with pools in Ossining?
DoubleTree by Hilton Hotel Nanuet: Features a snack bar/deli, a pool and free self parking. Sonesta White Plains Downtown and Hotel NoMa, Trademark Collection by Wyndham are a couple of other choices with an on-site pool. View all hotels with pools in Ossining.
What's it like to stay in Ossining?
Visitors can enjoy all that Ossining has to offer, including the restaurants, parks and golf courses. Tourists can also enjoy the city's university setting, monuments and museums. In Ossining, there are 32 hotels and other accommodation options to choose from. Find out more about Ossining.
What should I do while I'm visiting Ossining?
Cultural venues include Sing Sing Prison Museum and Ossining Historical Society. Landmarks like Sing Sing Correctional Facility, Thomas J. Watson Research Center and Ossining Public Library might be worth a visit. Natural beauty is on display at Teatown Lake Reservation, Merchants Square and Pleasant Square. Take a look at what more there is to see and do in Expedia's Ossining guide.
What's the best way to get around Ossining?
To venture out into the surrounding area, take a train from Ossining Station. If you want to venture out around the area, you may want a rental car in Ossining for your journey.
What's the weather like in Ossining?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Ossining is 1302 mm.

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