Top 10 Hotels in Ossining, NY from ￥15,390 - Competitive Prices

Our top choices for Ossining hotels

Windrose On Hudson

Ossining

Andrew

￥36,727 total

includes taxes & fees

Jun 28 - Jun 29

Ossining Vacation Rental Near River, Trails & Mta!

Ossining

￥141,190 total

includes taxes & fees

Jun 14 - Jun 15

Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

￥274,231 total

includes taxes & fees

Jun 29 - Jun 30

Comfort Suites Central Valley - Woodbury

Central Valley

Amjad

￥21,680 total

includes taxes & fees

Jun 14 - Jun 15

Heidi's Inn

Brewster

Catherine

￥25,603 total

includes taxes & fees

Jun 15 - Jun 16

Overlook Lodge at Bear Mountain

Bear Mountain

Gwen

￥29,010 total

includes taxes & fees

Jun 15 - Jun 16

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Danbury

Sai

￥24,693 total

includes taxes & fees

Jul 5 - Jul 6

Hampton Inn Harriman Woodbury

Central Valley

Victor

￥27,044 total

includes taxes & fees

Jun 21 - Jun 22

The Thayer Hotel at West Point

West Point

Andrey

￥35,812 total

includes taxes & fees

Jul 1 - Jul 2

Cambria Hotel & Suites - White Plains Downtown

White Plains

Sean

￥36,934 total

includes taxes & fees

Jun 28 - Jun 29

West Point Motel

Highland Falls

Michael

￥23,641 total

includes taxes & fees

Jun 30 - Jul 1

Hotel Zero Degrees Danbury

Danbury

Laura

￥30,041 total

includes taxes & fees

Jul 6 - Jul 7

Hampton Inn Paramus

Paramus

Carlos

￥26,731 total

includes taxes & fees

Jun 21 - Jun 22

Ethan Allen Hotel

Danbury

Kathryn

￥19,655 total

includes taxes & fees

Jul 8 - Jul 9

Dream Hotel Bronx

South Side

Jenna

￥21,508 total

includes taxes & fees

Jul 2 - Jul 3

Tappan Zee Hotel

West Nyack

Mariya

￥13,681 total

includes taxes & fees

Jun 14 - Jun 15

Holiday Inn Express West Point by IHG

Fort Montgomery

Howard

￥28,732 total

includes taxes & fees

Jul 7 - Jul 8

Red Carpet Inn

Cove - East Side - Shippan

Alonzo

￥15,390 total

includes taxes & fees

Jun 15 - Jun 16

Tarrytown House Estate

Tarrytown

Deanna

￥29,792 total

includes taxes & fees

Jun 30 - Jul 1

Comfort Inn Brewster

Brewster

Lorether

￥25,532 total

includes taxes & fees

Jul 5 - Jul 6

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Stay near popular Ossining attractions

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.

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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

Top Ossining Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

8/10 Good

"We had a clean room. Breakfast was descent. Front desk was nice and helpful. Easy check in and out."

Armoni Inn & Suites

2/10 Terrible

"Stayed here for 2 nights. Check-in was cool but room was dirty, carpet older and filled with stains. The room stinks,I had to switch to a second room which was slightly smelly. I didn't have the energy to get switched to a 3rd room. This place is poorly kept. The bed sheets had stains on it. Bed was uncomfortable. THis place needs some serious renovation. Very old and run down. Front desk clerk was really nice though."

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

6/10 Okay

"The hotel is under renovation, but I was surprised to find there's no ramp from the reception area to the elevators; you have to carry your luggage up the stairs. The carpets on the fourth floor are quite worn and have mildew stains. The room had good air conditioning, but the bathroom was in poor condition and the bathtub was stained. The towels and sheets were clean. Overall, I'd give it a 5/10."

Hotel Nyack, a JdV by Hyatt Hotel

6/10 Okay

"Room clean. Food, drinks and staff very good. A/C SO loud, I had to turn it off to sleep, then woke up sweating, ugh. Rooms need soundproofing, very noisy from hallway and other rooms. Woman talking so loud for over an hour from neighboring room around 6 am. Pool area is set up nicely. Lots of trouble checking in and out. Apparently Expedia didnt send the reservation to them. I did only book 3 hrs prior but it took a long time to resolve with them and Expedia. Then when checking out, they were charging me full rate and we had to go all through it again."

More cheap stays in Ossining

Red Carpet Inn

1209 E Main St Stamford CT

￥13,382

￥15,390 total

Jun 15 - Jun 16

includes taxes & fees

6.8/10 (1,023 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 traveler data. This hotel offers free parking and a fitness center. Other good choices for your visit to the area are Baymont by Wyndham White Plains - Elmsford and Tarrytown House Estate. See all available top hotels, or vacation rentals in Ossining.

What are some of the best vacation rentals that Ossining has to offer?

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!: This Ossining vacation home rental is located near skiing and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Ossining.

If I need to cancel my hotel reservation in Ossining, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossining.

Where can I learn more about changing or cancelling my trip to Ossining?

For more information about rescheduling or cancelling your trip to Ossining, head over to our customer service page.

Where is the best place to stay with easy access to Ossining Historical Society?

La Quinta Inn & Suites by Wyndham White Plains - Elmsford is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. You'll find it 6.8 mi (11 km) from Ossining Historical Society. Other good choices in the area include Comfort Inn & Suites and Crabtree's Kittle House Restaurant & Inn.

What about the best place to stay near Hudson Hills Golf Course?

One of the top choices for your stay is Crabtree's Kittle House Restaurant & Inn, located 4.1 mi (6.6 km) from Hudson Hills Golf Course, and this 3.5-star B&B offers free breakfast and a restaurant. Holiday Inn Mt. Kisco, an IHG Hotel, located 5.1 mi (8.2 km) away, is another good choice for your stay.

What are some accommodations with pools in Ossining?

Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Offers daily, an indoor pool, and complimentary wired internet access. Tarrytown House Estate and Hyatt Regency Greenwich are a couple of other choices that feature an onsite pool. View all hotels with pools in Ossining.

What's the best place to stay near Westchester County Airport (HPN)?

Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.

How is it 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. A top sight in the area is Woodbury Common Premium Outlets. In Ossining, there are 35 hotels and other accommodations to choose from. Find out more about Ossining.

What is there to see in 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. Check out what more to see and do in Expedia's Ossining guide.

How can I get around Ossining?

To venture out into the surrounding area, hop on a train at 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 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.

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Our top choices for Ossining hotels

Windrose On Hudson

Ossining Vacation Rental Near River, Trails & Mta!

Summer Pool Oasis Custom Bar Arcade Pool Table

Comfort Suites Central Valley - Woodbury

Heidi's Inn

Overlook Lodge at Bear Mountain

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Hampton Inn Harriman Woodbury

The Thayer Hotel at West Point

Cambria Hotel & Suites - White Plains Downtown

West Point Motel

Hotel Zero Degrees Danbury

Hampton Inn Paramus

Ethan Allen Hotel

Dream Hotel Bronx

Tappan Zee Hotel

Holiday Inn Express West Point by IHG

Red Carpet Inn

Tarrytown House Estate

Comfort Inn Brewster

Stay near popular Ossining attractions

Travelers Rest

Learn more about Ossining

Top Ossining Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

More cheap stays in Ossining

Red Carpet Inn

Frequently asked questions

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