A wooden boardwalk winding through a forest with autumn foliage.

Cheap Hotels in Ossining, NY from $122

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Our top choices for Ossining cheap hotels

A modern interior with tiered seating, a staircase, and a view of the city.

1. ROW NYC

ROW NYC
4.0 star property
Manhattan
8.0 out of 10, Very good, (3,174 reviews)
"Awesome location and friendly bar staff."
United States
Nichole
$210 nightly
The price is $245
Nov 22 - Nov 23
Total with taxes and fees
ROW NYC
A spacious indoor area with large windows, modern furniture, and a view of a landscaped outdoor area.

2. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (284 reviews)
"Would 100% stay again"
United States
Michael
$164 nightly
The price is $183
Nov 22 - Nov 23
Total with taxes and fees
Windrose On Hudson
An outdoor seating area with wicker chairs and tables, surrounded by large windows and a backdrop of tall buildings.

3. Pod Times Square

Pod Times Square
3.0 star property
Manhattan
9.2 out of 10, Wonderful, (6,339 reviews)
"great location, convenient and comfortable !"
United States
Kierstin
$115 nightly
The price is $136
Nov 22 - Nov 23
Total with taxes and fees
Pod Times Square
A high-rise hotel with a prominent logo on the corner, surrounded by other tall buildings.

4. Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel
4.0 star property
Manhattan
7.4 out of 10, Good, (9,932 reviews)
"Great stay, great location"
United States
Frank Lee Ciresi
$247 nightly
The price is $287
Nov 22 - Nov 23
Total with taxes and fees
Sheraton New York Times Square Hotel
A historic stone building with a turret, arched entrance, and a covered patio area.

5. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,435 reviews)
"It was a beautiful place to stay"
United States
Brooke
$209 nightly
The price is $239
Dec 6 - Dec 7
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.

6. 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, (1,333 reviews)
"Great stay!"
United States
Kristen
$140 nightly
The price is $160
Nov 29 - Nov 30
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel
An indoor swimming pool with clear water, sunroof, and lounge chairs.

7. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,187 reviews)
"Great place"
United States
Joel
$127 nightly
The price is $147
Dec 13 - Dec 14
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet
A stone building with a tower, surrounded by a garden with large rocks and various plants.

8. The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.4 out of 10, Exceptional, (281 reviews)
"Room was clean, staff was pleasant... overall great stay"
United States
Lina
$389 nightly
The price is $445
Dec 6 - Dec 7
Total with taxes and fees
The Abbey Inn & Spa
A hotel with a neon sign, a theater marquee, and a tall building in the background.

9. Hotel Edison Times Square

Hotel Edison Times Square
4.0 star property
Manhattan
8.8 out of 10, Excellent, (6,468 reviews)
"Loved on site restaurants and location Staff was super helpful as well."
United States
Susan
$211 nightly
The price is $246
Nov 15 - Nov 16
Total with taxes and fees
Hotel Edison Times Square
The exterior of Hotel St. James with a prominent entrance, a sign for Connelly's Pub, and a view of the street.

10. Hotel St. James

Hotel St. James
3.0 star property
Manhattan
8.8 out of 10, Excellent, (8,216 reviews)
"Friendly staff and great location."
Canada
Israel
$157 nightly
The price is $184
Nov 22 - Nov 23
Total with taxes and fees
Hotel St. James
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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Find out more about Ossining

Discover cheap things to do in Ossining

Ossining offers a variety of budget-friendly experiences for travelers eager to explore the charm of this riverside town. Start your day at a local coffee shop, where you can savor delicious brews and pastries without breaking the bank. For a scenic outing, take a leisurely stroll along the waterfront, where stunning views of the Hudson River provide a perfect backdrop for family photos. History enthusiasts will appreciate the area's rich heritage, with several historic sites nearby that allow you to immerse yourself in the local culture for free. If you're traveling with kids, a day at the nearby green spaces offers ample room for picnics and outdoor games, ensuring everyone has a great time. After a day of exploration, unwind in one of Ossining's affordable hotels, where you'll find attentive service and comfortable accommodations, making your stay both pleasant and memorable. Enjoy the blend of relaxation and adventure that Ossining provides, while keeping your travel budget intact.

Find the best cheap hotels in Ossining

Travelers seeking budget-friendly accommodations in Ossining will find these hotels offer great value without sacrificing comfort. Each hotel provides essential amenities to make your stay enjoyable.

Windrose On Hudson

  • Why it's great for a budget-friendly vacation: Windrose On Hudson is an excellent choice for budget-conscious travelers, featuring a strong traveler review rating of 9 out of 10. This 3-star hotel offers free self-parking and WiFi, ensuring that your stay is both economical and convenient. The hotel also provides cribs at no extra cost, making it a comfortable option for those traveling with little ones. In addition to its budget-friendly offerings, Windrose On Hudson boasts engaging amenities such as a foosball table and billiards for leisure activities. Guests can enjoy daily housekeeping services for added convenience. The hotel also features a roll-in shower in select rooms, making it accessible for all travelers. A complimentary breakfast option for children further enhances the family-friendly experience.
  • Nearby attractions: Croton Point Park - 1 mile, Ossining Dog Park - 1 mile, Sing Sing Prison Museum - 2 miles

How can I get cheap hotels in Ossining?

Best tips to find a cheap hotel in Ossining

  1. If you're looking to travel to Ossining on a budget, you'll be happy to know that you can find hotels for as low as $122. Of course, that price is affected by amenities, star rating, and even the time of year you visit. At most, hotel prices can be as high as $1,020. Staying a short amount of time in Ossining is an effective way to reduce hotel costs.

  2. When you cut your vacation down to just a few days, you don't have to worry as much about hotel prices since you don't have that many nights to stay. For budget hotels in Ossining, 3 to 4 days should be all the nights you need. That's generally enough to enjoy the city's top attractions, though there's certainly enough to do to warrant a week-long trip.

  3. When booking cheap hotel rooms in Ossining, it's typically best to book about 3 weeks in advance. Book further in advance than that and you could be paying too much for your room, as hotels will often overestimate future demand. However, if you wait too long, you might find that the hotel has been completely booked.

  4. When you utilize search filters on Expedia, you'll be able to narrow down your results in a flash. These search filters cover a wide variety of factors you may be interested in when it comes to finding a cheap hotel in Ossining, including amenities such as Free Breakfast, 2-star rating, or proximity to local attractions. You can even set filters for price limits to ensure that all the displayed results are within your budget.

Top Ossining Hotel Reviews

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"love this place"
sasha 1-night trip
Posted 8 hours ago
Royal Regency Hotel

Frequently asked questions

Which are the best hotels to stay in Ossining as a budget traveler?
For budget-conscious travellers seeking comfortable accommodations in Ossining, Windrose On Hudson is an excellent choice.

Windrose On Hudson is a 3-star hotel with an 8.0 review rating, offering a range of amenities that provide great value. Travellers can enjoy complimentary WiFi and free self-parking, which are significant money-savers. The hotel also provides free cribs, making it a good option for families. For those who like to stay active, fitness facilities are available, including an accessible fitness centre.
How much does a budget hotel in Ossining cost?
Budget hotel prices in Ossining vary, but you can find a great deal from $122 on Expedia. To find the cheapest budget hotels, be flexible with your dates—off-peak and mid-week stays are typically cheaper. Stretch your budget further by looking for hotels with free breakfast, free parking or free airport shuttles. Sort your search results by "Price: low to high" to see our lowest rates.
What are the top-rated cheap hotels for families in Ossining?
For families seeking top-rated, budget-friendly hotels in Ossining, Windrose On Hudson is an excellent choice.

Windrose On Hudson is a 3-star hotel with an 8.0 review rating, offering several amenities that are ideal for families. Guests can benefit from free cribs, complimentary self-parking, and free WiFi, making travel more convenient and affordable. The hotel also provides fitness facilities, including an accessible fitness centre and accessible parking, suiting a variety of needs.
When is the most affordable time to visit Ossining?
The most affordable time to visit Ossining is generally during the off-peak seasons, specifically late fall through early spring, excluding major holidays. During these months, from November to April (bypassing Thanksgiving, Christmas, and Easter), you'll often find lower prices on accommodations and potentially fewer crowds.

For solo travellers, visiting in the cooler months means a more relaxed experience when exploring the village's historic sites or enjoying the scenic Hudson River views. Many local establishments might offer off-season specials, and you'll find it easier to secure reservations or simply walk into popular eateries.

While some outdoor activities might be limited by the weather, the natural beauty of the Hudson Valley remains, and indoor attractions like local museums or art galleries are still fully accessible.
Are there any cheap Ossining hotels near Croton Point Park?
For an affordable hotel near Croton Point Park in Ossining, Windrose On Hudson is a 3-star option with an 8.0 review rating.

This hotel offers great value with complimentary amenities such as free WiFi and free self-parking, which can be a significant saving. Families will appreciate the availability of free cribs. Guests also have access to fitness facilities, including an accessible fitness centre, ensuring convenience for all. Windrose On Hudson is very close to Croton Point Park, and it is also near Van Cortlandt Manor, Ossining Dog Park, and Old Croton Aqueduct State Park.
Is Ossining a budget-friendly destination?
Ossining, New York, offers a surprisingly budget-friendly escape, especially for those looking to experience the scenic Hudson Valley without the higher costs associated with more popular tourist towns.

Solo travellers and couples will find value in its accessible location and array of free or low-cost activities. The village is easily reached from New York City via a Metro-North train, making it an affordable day trip or weekend getaway.

Much of Ossining's charm lies in its natural beauty and historical sites, many of which can be enjoyed without spending a dime. Explore the Old Croton Aqueduct Trail, great for walking or biking, or visit the Sing Sing Kill Greenway for picturesque views of the gorge and Hudson River. History enthusiasts can walk through the historic downtown area, admiring the architecture and learning about the village's past.
What free activities should we do in Ossining?
Ossining offers several engaging free activities, superb for solo travellers looking to explore the area's natural beauty and historical charm without spending a dime.

Start your exploration with a walk along the Old Croton Aqueduct Trail, a historic linear park that offers picturesque views of the Hudson River and provides a peaceful escape into nature. You can access various sections of the trail within Ossining, making it a convenient option for a leisurely stroll or a more invigorating hike. For those interested in local history, the Ossining Historical Society Museum provides free admission and a fascinating look into the village's past, including its connection to the Old Sing Sing Prison.

Another excellent free option is spending time at the Ossining Waterfront. This area features beautiful parks, walking paths, and stunning views of the Hudson River and the Mario Cuomo Bridge. It's an ideal spot for a relaxing afternoon, enjoying a picnic, or simply watching the boats go by.
Is it cheaper to book a Ossining hotel and flight package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my budget hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right budget hotel in Ossining for you.

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