Photo by Linda Zanetti

Find hotels in Ossining, NY from AED 281

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Check prices for these dates

Tonight
22 Jun - 23 Jun
Tomorrow
23 Jun - 24 Jun
Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul

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Compare 1,211 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Windrose On Hudson
Terrace/patio

Windrose On Hudson

2.0 star property
  • Free WiFi
  • Air conditioning
  • Gym
  • Parking available
  • Business services
  • Bar
The price is AED 914
AED 1,018 total
includes taxes & fees
23 Jun - 24 Jun
Windrose On Hudson
Days Inn by Wyndham Ridgefield
Bar (on property)

Days Inn by Wyndham Ridgefield

2.0 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
5.8 out of 10, (839)
  • cleanliness
    Travelers can recharge in the fitness center after a day of exploring, then enjoy authentic Indian dishes at the on-site Thali restaurant

What verified guests said

"Was a nice clean hotel, will stay there again."

Days Inn by Wyndham Ridgefield highlights

Days Inn by Wyndham Ridgefield blends modern comfort with Indian influences. Guests enjoy to-go breakfast options and in-room WiFi. The property features Thali restaurant serving Indian cuisine and outdoor barbecue grills for guest use.
The price is AED 281
AED 323 total
includes taxes & fees
8 Jul - 9 Jul
Days Inn by Wyndham Ridgefield
Amsterdam Hotel
View from property

Amsterdam Hotel

2.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Business services
8.4 out of 10, Very Good, (1598)
  • cleanliness
    Guests start their day with a continental breakfast at this Downtown Stamford hotel, then unwind in the gym or take a peaceful stroll through the charming garden

What verified guests said

"The front desk was courteous, firm beds, close amenities. "

Amsterdam Hotel highlights

The Amsterdam Hotel in Downtown Stamford offers a warm continental breakfast and a peaceful garden retreat. Guests can recharge in the gym, use free WiFi, or explore nearby hidden gems. Previous guests consistently praise the helpful staff.
Amsterdam Hotel
The Stamford Hotel
Lobby

The Stamford Hotel

3.5 star property
  • Pool
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Gym
  • Breakfast available
7.8 out of 10, Good, (1049)
  • cleanliness
    Urban retreat in Downtown Stamford where travelers can recharge by the indoor pool or grab a coffee at the on-site shop after a day of exploring

What verified guests said

"A very convenient location, pet friendly, clean and very friendly staff."

The Stamford Hotel highlights

The Stamford Hotel, in Downtown Stamford, offers a welcome break from city exploration. Guests enjoy the indoor pool for unwinding and the coffee shop for refueling. Amenities include dry cleaning, in-room WiFi, a gym, and a 24-hour business center with highly praised staff.
The price is AED 591
AED 680 total
includes taxes & fees
30 Jun - 1 Jul
The Stamford Hotel
Residence Inn Stamford Downtown
View from property

Residence Inn Stamford Downtown

3.0 star property
  • Pool
  • Hot Tub
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Restaurant
9.4 out of 10, Exceptional, (343)
  • cleanliness
    Travelers find downtown tranquility at this Stamford retreat where outdoor fire pits offer evening relaxation and the indoor pool provides year-round rejuvenation

What verified guests said

"Amazing stay"

Residence Inn Stamford Downtown highlights

In Downtown Stamford, Residence Inn welcomes guests with breakfast and a lobby fireplace. Enjoy the indoor pool, spa tub, and outdoor terrace. Free in-room WiFi, dry cleaning services, and barbecue grills complete the experience.
The price is AED 922
AED 1,060 total
includes taxes & fees
29 Jun - 30 Jun
Residence Inn Stamford Downtown
Courtyard by Marriott Stamford Downtown
Exterior

Courtyard by Marriott Stamford Downtown

3.0 star property
  • Pool
  • Hot Tub
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
9.0 out of 10, Wonderful, (791)
  • cleanliness
    Travelers find a downtown retreat near Stamford Town Center where the indoor pool, relaxing spa tub, and attentive staff create a welcoming base for exploration

What verified guests said

"Great staff. Only complaint is bathroom was in rough shape."

Courtyard by Marriott Stamford Downtown highlights

The Courtyard by Marriott Stamford Downtown is steps from attractions. Relax in the spa tub after exploring or visit one of two on-site restaurants with American cuisine and happy hour specials. Enjoy a 24-hour gym, indoor pool, and coworking spaces among the practical amenities.
The price is AED 746
AED 858 total
includes taxes & fees
29 Jun - 30 Jun
Courtyard by Marriott Stamford Downtown
The Lloyd Stamford, Tapestry Collection by Hilton
Exterior

The Lloyd Stamford, Tapestry Collection by Hilton

3.5 star property
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
8.8 out of 10, Excellent, (362)

What verified guests said

"The hotel was beautiful. The rooms were comfy and loved the shower."
The price is AED 666
AED 766 total
includes taxes & fees
2 Jul - 3 Jul
The Lloyd Stamford, Tapestry Collection by Hilton
Hampton Inn & Suites Stamford
Terrace/patio

Hampton Inn & Suites Stamford

2.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
8.6 out of 10, Excellent, (1003)
  • cleanliness
    Travelers gather around the lobby fireplace for warmth before heading out to explore the diverse dining options conveniently located near the hotel

What verified guests said

"Great location "

Hampton Inn & Suites Stamford highlights

Located in West Side, Hampton Inn & Suites Stamford offers to-go breakfast, WiFi, a lobby fireplace, and a garden. Guests consistently praise the attentive staff for exceptional service.
The price is AED 756
AED 869 total
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn & Suites Stamford
Hilton Stamford Hotel & Executive Meeting Center
Reception

Hilton Stamford Hotel & Executive Meeting Center

3.5 star property
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
7.4 out of 10, Good, (1003)
  • cleanliness
    Guests can enjoy an active day of tennis or basketball at this Stamford hotel, then unwind at the indoor pool area with comfortable sun loungers for relaxation.

What verified guests said

"Friendly staff, adequate rooms, but a little shabby"

Hilton Stamford Hotel & Executive Meeting Center highlights

The Hilton Stamford Hotel & Executive Meeting Center in Waterside features an on-site restaurant serving American cuisine and a 24-hour health club. Visitors appreciate the indoor pool, basketball facilities, complimentary in-room WiFi, and convenient luggage storage service.
The price is AED 643
AED 740 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Stamford Hotel & Executive Meeting Center
The Armon Stamford Hotel & Conference
Business center

The Armon Stamford Hotel & Conference

2.5 star property
  • Pool
  • Hot Tub
  • Free WiFi
  • Air conditioning
  • Gym
  • Game room
7.8 out of 10, Good, (460)
  • cleanliness
    Travelers start their day with a hearty breakfast before venturing out to explore the city or relaxing by the peaceful indoor swimming pool

What verified guests said

"Very pleasant place to stay"

The Armon Stamford Hotel & Conference highlights

Located in Ridgeway-Bullshead, The Armon Hotel & Conference offers an inviting coffee shop, tranquil garden, sauna, indoor pool, and 24-hour gym. Enjoy free WiFi and attentive staff for an enhanced stay experience.
The price is AED 503
AED 578 total
includes taxes & fees
30 Jun - 1 Jul
The Armon Stamford Hotel & Conference
Super 8 by Wyndham Stamford/New York City Area
Studio Suite, 1 King Bed, Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Stamford/New York City Area

2.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
6.2 out of 10, (1003)
  • cleanliness
    Travelers can grab a quick breakfast before exploring the city or getting down to business at this convenient West Side hotel with helpful staff.

What verified guests said

"The staff are personable and welcoming. "

Super 8 by Wyndham Stamford/New York City Area highlights

Super 8 by Wyndham Stamford/New York City Area offers a practical home base in the heart of West Side. Guests can grab a to-go breakfast, take advantage of laundry facilities, and connect to in-room WiFi. The staff receives consistent praise for their helpfulness.
The price is AED 356
AED 410 total
includes taxes & fees
6 Jul - 7 Jul
Super 8 by Wyndham Stamford/New York City Area
La Quinta Inn & Suites by Wyndham Stamford / New York City
Breakfast, lunch and dinner served

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

3.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
6.6 out of 10, (549)
  • cleanliness
    Guests start their day with a stylish breakfast before cooling off in the heated pool, while attentive staff ensure every moment of their stay is memorable.

What verified guests said

"It was nice, and the breakfast was good. I loved the little diner attached to the hotel. The elevator was a bit sketchy, but the room was clean, and I slept well."

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

Waterside at La Quinta Inn & Suites by Wyndham Stamford / New York City blends comfort with convenience. Enjoy a continental breakfast, relax in the heated pool, and savor dinner at City Limits restaurant. Helpful staff, free WiFi, and self-parking ensure a relaxing stay.
The price is AED 328
AED 377 total
includes taxes & fees
14 Jul - 15 Jul
La Quinta Inn & Suites by Wyndham Stamford / New York City
Ethan Allen Hotel
Daily full breakfast (USD 18 per person)

Ethan Allen Hotel

3.5 star property
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
7.8 out of 10, Good, (1004)
  • cleanliness
    Travelers find respite by the lobby's fireplace after meetings, while the hotel's complimentary train station pickup service adds a welcome convenience to any stay.

What verified guests said

"Nice staff, good location, dog friendly."

Ethan Allen Hotel highlights

Located in the business district, Ethan Allen Hotel offers a warm fireplace, 21 Lake Restaurant & Bar, free WiFi, gym, seasonal pool, and dry cleaning. The staff earns high ratings.
The price is AED 437
AED 503 total
includes taxes & fees
23 Jun - 24 Jun
Ethan Allen Hotel
Hyatt Regency Greenwich
Lobby

Hyatt Regency Greenwich

4.0 star property
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.2 out of 10, Very Good, (945)
  • cleanliness
    Travelers can energize with a workout or relax with a swim at this well-located hotel where attentive multilingual staff create a welcoming atmosphere

What verified guests said

"Beautiful hotel and great staff."

Hyatt Regency Greenwich highlights

Hyatt Regency Greenwich is near Cummings Park Beach and Chelsea Piers. Guests can eat at the cafe, stay fit at the 24-hour gym, or swim in the indoor pool. The hotel offers express check-out. Visitors appreciate the helpful service and strategic location.
The price is AED 613
AED 705 total
includes taxes & fees
20 Jul - 21 Jul
Hyatt Regency Greenwich
Maron Hotel And Suites
Bar (on property)

Maron Hotel And Suites

2.5 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
7.4 out of 10, Good, (1004)
  • cleanliness
    Travelers enjoy delicious meals at Vivo Bar & Grill for lunch and dinner while finding endless entertainment in the arcade and game room at this welcoming hotel.

What verified guests said

"great place"

Maron Hotel And Suites highlights

Maron Hotel And Suites offers comfort and entertainment for all. Guests enjoy continental breakfast, a gym, and an arcade. Vivo Bar and Grill serves meals on-site. Free WiFi and 24/7 staff ensure a convenient stay.
Maron Hotel And Suites
J House Greenwich
Terrace/patio

J House Greenwich

4.0 star property
  • Pool
  • Breakfast included
  • Spa
  • Pet friendly
  • Parking included
  • Free WiFi
9.0 out of 10, Wonderful, (1001)
  • cleanliness
    Travelers find rejuvenation at an oasis-like spa with upscale treatments, while fine dining experiences await amid beautiful Greenwich surroundings

What verified guests said

"Champagne upon check in! Pet friendly. "

J House Greenwich highlights

J House Greenwich is a relaxation haven in central Greenwich. Visitors can book deep-tissue massages at the onsite spa, enjoy authentic Italian dishes at Tony's at the J House, or relax by the seasonal outdoor pool with refreshing drinks and comfortable loungers.
J House Greenwich
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Exterior

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

2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Gym
9.0 out of 10, Wonderful, (149)
  • cleanliness
    Travelers can start their day with a delicious breakfast buffet before enjoying the seasonal pool or having fun at the arcade games in this convenient hotel.

What verified guests said

"Substantial breakfast, large rooms, comfy bed, clean, accommodating staff!"

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

Holiday Inn Express Hotel & Suites Danbury - I-84, in a shopping district, offers a practical retreat with free breakfast, arcade games, laundry, gym, business center, and high-speed WiFi for leisure and work needs.
The price is AED 444
AED 511 total
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Springhill Suites By Marriott - Danbury
Reception

Springhill Suites By Marriott - Danbury

3.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Business services
9.0 out of 10, Wonderful, (780)
  • cleanliness
    Continental breakfast fuels busy days at this Danbury hotel where business travelers appreciate express check-out, coworking spaces, and an onsite gym

What verified guests said

"Great place to stay in the middle of antique shopping meca and close to great restaurants and bars. "

Springhill Suites By Marriott - Danbury highlights

Located in Danbury's business district, Springhill Suites By Marriott - Danbury balances work and relaxation. Guests enjoy continental breakfast, in-room WiFi, coworking spaces, a gym, and attentive service.
The price is AED 466
AED 536 total
includes taxes & fees
29 Jun - 30 Jun
Springhill Suites By Marriott - Danbury
Hotel Zero Degrees Danbury
Lunch, dinner, brunch served; Italian cuisine

Hotel Zero Degrees Danbury

4.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
9.0 out of 10, Wonderful, (1002)
  • cleanliness
    Italian cuisine meets modern comfort at this Danbury retreat where delicious meals await and attentive staff ensure guests feel completely at home

What verified guests said

"The hotel staff were friendly and helpful. The hotel itself was nice and clean. "

Hotel Zero Degrees Danbury highlights

Hotel Zero Degrees in Danbury blends contemporary amenities with Italian influences. Enjoy brunches and happy hour specials at the on-site restaurant Terra. The property offers free WiFi, a fitness center, and versatile meeting spaces.
The price is AED 551
AED 633 total
includes taxes & fees
2 Jul - 3 Jul
Hotel Zero Degrees Danbury
Hilton Garden Inn Danbury
Daily full breakfast (USD 13.00 per person)

Hilton Garden Inn Danbury

3.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.4 out of 10, Very Good, (1001)
  • cleanliness
    Travelers start their day with a hearty breakfast at the Great American Grill, then stay connected and productive with high-speed WiFi throughout their stay

What verified guests said

"Love this hotel"

Hilton Garden Inn Danbury highlights

The Hilton Garden Inn Danbury offers practical comforts like an on-site coffee shop and the Great American Grill for breakfast and dinner. Guests can work out at the gym or relax by the pool. Enjoy free in-room WiFi and the assistance of multilingual staff.
The price is AED 434
AED 499 total
includes taxes & fees
29 Jun - 30 Jun
Hilton Garden Inn Danbury
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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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
Sunset at the Ossining waterfront
Photo by Linda Zanetti
Open Photo by Linda Zanetti

Frequently asked questions

Where is the best place to stay in Ossining?

Baymont by Wyndham White Plains - Elmsford, located 6.8 mi (10.9 km) from the heart of Ossining, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Hilltop Inn & Suites and Hyatt Place New York/Yonkers. See all available top hotels, or vacation rentals in Ossining.

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

3BR Prime Luxury near NYC w Arcade Room: You might want to consider this Ossining vacation home rental for your stay. It is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Our travelers also rate Summer Castle: Pool, Game Room, BBQ - Pet Friendly as a favorite home for rent in Ossining. 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. Features daily, an indoor pool, and complimentary wired internet access. Hyatt Regency Greenwich and Armoni Inn & Suites 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 9 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.