Ossining Vacations from ₩2,618,226

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Ossining Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Queens
Save 100% on your flight
Price was ₩3,930,599, price is now ₩2,618,226 per person
₩2,618,226
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
Seoul (ICN) to New York (JFK)
7.2/10 Good! (536 reviews)

Sela V Hotel

Sela V Hotel

4 out of 5
Price was ₩3,815,309, price is now ₩2,650,976 per person
₩2,650,976
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
Seoul (ICN) to New York (JFK)
9.2/10 Wonderful! (358 reviews)

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Price was ₩5,664,551, price is now ₩4,117,616 per person
₩4,117,616
per person
Dec 2 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to New York (JFK)
8.8/10 Excellent! (4,078 reviews)
Love this hotel. Rooms clean and functional. Easy walking to great restaurants and shops.

Reviewed on Oct 31, 2026

LGA AIRPORT

LGA AIRPORT

2 out of 5
Queens
Save 100% on your flight
Price was ₩8,119,473, price is now ₩6,054,971 per person
₩6,054,971
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
Seoul (ICN) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.

Reviewed on Dec 24, 2025

Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was ₩4,449,097, price is now ₩3,418,270 per person
₩3,418,270
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
Seoul (ICN) to New York (JFK)
8.2/10 Very Good! (1,208 reviews)

Find the Best Ossining Vacation Packages

Ossining Hotel Deals

Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is ₩202,428 per night from Nov 15 to Nov 16
₩202,428
₩225,454 total
Nov 15 - Nov 16
includes taxes & fees
Windrose On Hudson
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

3 out of 5
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is ₩172,016 per night from Nov 30 to Dec 1
₩172,016
₩202,058 total
Nov 30 - Dec 1
includes taxes & fees
LIV Hotel Bronx - Newly Built
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 ₩151,911 per night from Nov 8 to Nov 9
₩151,911
₩185,573 total
Nov 8 - Nov 9
includes taxes & fees
8.6/10 Excellent! (2,880 reviews)
"Great Hotel. Clean room, professional staff, great breakfast, and nice air conditioning"

Reviewed on Oct 31, 2026

Royal Regency Hotel
See all 1,317 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.

Stay near popular Ossining attractions

A dam with a reservoir, surrounded by autumn foliage and hills.

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

Frequently asked questions

How much does an Ossining vacation package cost?
You can snap up a vacation package to this popular destination from ₩2,618,226 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.

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