Ossining Vacations from NT$55,658

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The Latest Ossining Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
per person
May 4 - May 10
found 18 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
8.6/10 Excellent! (5,920 reviews)
Always a lovely stay! Right next to Times Square the hotel is a little dated but amazing for the price and the lovely Joey on reception is amazing and can’t do enough

Reviewed on 2025/4/1

33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Manhattan
Save 100% on your flight
per person
May 3 - May 10
found 18 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
9.2/10 Wonderful! (707 reviews)
Absolutely the best hotel I’ve ever stayed in. First time in NY, and 33 Hotel is in the perfect location for balancing time between Brooklyn & Manhattan.

Reviewed on 2025/3/30

Elegant Harlem Suites

Elegant Harlem Suites

2 out of 5
Manhattan
Save 100% on your flight
per person
May 3 - May 10
found 18 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
No reviews
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
per person
May 13 - May 20
found 9 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
What a stunning hotel. Stayed at a lot of NYC hotels & had to book a last minute flight/hotel. Randomly booked the 1 Hotel. It will be the only hotel I will stay at the 4-5 times a year I have to in New York. The rooms are large,silent & shower is FANTASTIC. Also FYI the hotel water is all completely filtered.

Reviewed on 2025/3/30

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
May 4 - May 10
found 18 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
9.8/10 Exceptional! (1,133 reviews)
It was a very nice Hotel with energy efficiency in every room Was a great one night stay… Morgan the manger was absolutely amazing.. He made our stay so much more enjoyable..Thank you Morgan!

Reviewed on 2025/3/30

Find the Best Ossining Vacation Packages

Ossining Hotel Deals

Hampton Inn & Suites Yonkers
Hampton Inn & Suites Yonkers
2.5 out of 5
160 Corporate Blvd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is NT$3,640 per night from Apr 13 to Apr 14
NT$3,640
NT$4,286 total
includes taxes & fees
Apr 13 - Apr 14
8/10 Very Good! (1,307 reviews)
"Loved it"

Reviewed on 2025/4/1

Hampton Inn & Suites Yonkers
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is NT$2,855 per night from Apr 7 to Apr 8
NT$2,855
NT$3,314 total
includes taxes & fees
Apr 7 - Apr 8
8.4/10 Very Good! (1,579 reviews)
"Easy access. Great staff"

Reviewed on 2025/3/25

Amsterdam Hotel
Royal Regency Hotel
Royal Regency Hotel
3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is NT$3,506 per night from Apr 20 to Apr 21
NT$3,506
NT$4,759 total
includes taxes & fees
Apr 20 - Apr 21
8.2/10 Very Good! (2,043 reviews)
"Gate restrictions"

Reviewed on 2025/3/30

Royal Regency Hotel
See all 1,136 properties in Ossining
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.

Frequently asked questions

How much does an Ossining vacation package cost?
You can snap up a vacation package to this popular destination from NT$55,658 on Expedia. However, how much your vacation to Ossining costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Ossining?
The off-season is the best time to head to Ossining if you’re hoping to keep costs down. Another tip for scoring cheap Ossining vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Ossining?
To fully enjoy your Ossining vacation, we recommend staying for 5 days. Divide your time between visiting Teatown Lake Reservation, Kitchawan Preserve and other top attractions, in addition to experiencing neighborhoods like Town of Mount Pleasant and Pleasantville. If you’ve got some time to spare, add a tour or day trip to your Ossining vacation itinerary.
Is it worth booking a vacation package to Ossining?
Ossining has everything you need for an unforgettable escape. Get your Ossining vacation off to a flying start by visiting top attractions like Louis Engel Waterfront Park.
How to find the best Ossining package deals?
Use Expedia’s handy filters to find some tempting Ossining package deals. When you start your search, just set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your adventure for midweek, or look for Ossining package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it’s usually best to book your vacation package well in advance.
Is it cheaper to book an Ossining vacation as a package?
You can enjoy significant savings on your Ossining retreat by booking a personalized vacation package. Click on the “Package” heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Ossining?
If you have your Ossining travel dates locked in, book as early as you can to grab some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Ossining?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Ossining.
  2. Budget wisely: Besides the price of your accommodations, you’ll need to consider other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Ossining.
  3. Set the duration of your trip: Start by listing all the attractions and activities you’d like to get to in Ossining. Then, estimate how long you’ll need at each, including any travel time.
  4. Bundle your accommodations and airfare: After you’ve settled on your dates and duration, lock in the ideal Ossining vacation package for you.

Discover the most popular places to visit in Ossining

Sing Sing Correctional Facility

After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Sing Sing Correctional Facility

Sing Sing Prison Museum

You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

Sing Sing Prison Museum

Kitchawan Preserve

Explore the great outdoors at Kitchawan Preserve, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Kitchawan Preserve
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.