Upper Brookville Vacation Packages

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Your Upper Brookville Vacation

Let our vacation packages to Upper Brookville inspire your next escape. You'll find loads to love about this vibrant city, starting with the neighborhood of North Massapequa, which is great for nature and cycling. You'll want to do some exploring during your trip to Upper Brookville. Make time for popular attractions like NYCB Theatre at Westbury, Sagamore Hill National Historic Site and Long Island University Post Campus. Expedia has what you need to escape the everyday. Tailor your vacation to Upper Brookville to suit your travel style, whatever that may look like.

Top Upper Brookville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel AKA NoMad

Hotel AKA NoMad

4 out of 5
Manhattan
Price was CA $1,701, price is now CA $1,124 per person
CA $1,124
per person
Dec 31 - Jan 3
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,054 reviews)
It’s October in nyc: 70*+ every day. The hotel decided to put the heater on and disable a/c except for the suites on the 16th floor. I cancelled my room after it wouldn’t get below 75* after hours of the window open (only opens like an inch). Staff were accommodating with the cancellation but basically just tried rationalizing the crazy room temps / lack of A/C. Most hotels in the city do this in winter .. not when it’s still hot out.

Reviewed on Oct 30, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $4,023, price is now CA $2,374 per person
CA $2,374
per person
Jan 12 - Jan 19
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $7,966, price is now CA $4,902 per person
CA $4,902
per person
Jan 12 - Jan 19
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.6/10 Exceptional! (723 reviews)

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,262, price is now CA $2,748 per person
CA $2,748
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $5,261, price is now CA $3,450 per person
CA $3,450
per person
Jan 12 - Jan 19
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.6/10 Exceptional! (286 reviews)

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Upper Brookville Hotel Deals

TWA Hotel at JFK Airport

TWA Hotel at JFK Airport

4 out of 5
One Idlewild Drive Jamaica NY
Fully refundableReserve now, pay when you stay
The price is CA $355 per night from Nov 23 to Nov 24
CA $355
CA $457 total
Nov 23 - Nov 24
includes taxes & fees
TWA Hotel at JFK Airport
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Nov 2 to Nov 3
CA $184
CA $254 total
Nov 2 - Nov 3
includes taxes & fees
8.4/10 Very good! (2,330 reviews)
"Nice staff, bedding could be more comfortable but overall clean and well maintained."

Reviewed on Oct 31, 2026

Radio Hotel
Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Nov 2 to Nov 3
CA $126
CA $149 total
Nov 2 - Nov 3
includes taxes & fees
Highbridge Hotel
See all 2,584 properties in Upper Brookville
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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Stay near popular Upper Brookville attractions

Planting Fields Arboretum State Historic Park

9.2/10 (7 reviews)
Take the family on an outing to Planting Fields Arboretum State Historic Park during your trip to Upper Brookville. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
See properties

What to do in Upper Brookville

Private Long Island Sound Sailing Experience

Private Long Island Sound Sailing Experience

CA $919
per traveller
Private Long Island Sound Sailing Experience
Captain Steve sails a Beneteau 343

Captain Steve's Sailing Experience on Long Island

CA $776
per traveller
Captain Steve's Sailing Experience on Long Island
See all activities in Upper Brookville

Frequently asked questions

How much does an Upper Brookville vacation package cost?
Offering excellent value package deals from CA $1,124 on Expedia, you'll be surprised at how little a vacation to Upper Brookville costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Upper Brookville?
January, February and March are the best times to look for cheap Upper Brookville vacation packages. Choosing to travel in quieter periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Upper Brookville?
Usually, a few days is great for an Upper Brookville vacation. With a well-planned itinerary, you can see all the popular sights like Planting Fields Arboretum State Historic Park, as well as explore some hidden gems along the way.
How to find the best Upper Brookville package deals?
Start your search for an Upper Brookville package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Upper Brookville package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Upper Brookville adventure underway.
Is it cheaper to book an Upper Brookville vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays separately. Better still, you can customize your Upper Brookville getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Upper Brookville?
If you have your Upper Brookville vacation dates confirmed, book early to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Upper Brookville?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Upper Brookville.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to put aside for your trip to Upper Brookville. Then, choose a hotel that fits your budget, whether that's an affordable stay or a lavish getaway.
  3. Decide how long to go away for: Now that you're more familiar with Upper Brookville, you can figure out the perfect length of your break. Pull together a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Upper Brookville vacation package.

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