Brooklyn Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Brooklyn Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Price was CA $1,069, price is now CA $777 per person
CA $777
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,007 reviews)
Nice setup, courteous staff, wasn’t expecting to have to pay $100 deposit on top of the money I paid Expedia, also an additional fee of $17 that Expedia did not cover even though they summed up all the charges before our stay. Seems to be a consistent issue with Expedia.

Reviewed on Jul 15, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $3,389, price is now CA $2,200 per person
CA $2,200
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,113, price is now CA $1,436 per person
CA $1,436
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.

Reviewed on Jul 14, 2026

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Price was CA $1,458, price is now CA $1,029 per person
CA $1,029
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (635 reviews)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $2,224, price is now CA $1,635 per person
CA $1,635
per person
Oct 10 - Oct 14
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
The staff was very friendly while providing excellent customer service. Our room and hotel were well maintained and clean. The daily breakfast and coffee provided was also very delicious

Reviewed on Jul 15, 2026

Ready to book your vacation to Brooklyn?

 

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Brooklyn Hotel Deals

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Aug 2 to Aug 3
CA $203
CA $234 total
Aug 2 - Aug 3
includes taxes & fees
The Madison Concourse Hotel and Governor's Club
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Aug 4 to Aug 5
CA $99
CA $114 total
Aug 4 - Aug 5
includes taxes & fees
8/10 Very good! (1,369 reviews)
"The walls are paper, thin, and you can hear everything. Which means they can hear everything. The people in the first room were extremely loud. The staff helped me move to a different room. That room was no better where the neighbors were just as loud at 2:00 AM. The Wi-Fi did not work. I was able ..."

Reviewed on Jul 15, 2026

Baymont by Wyndham Madison West/Middleton WI West
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Jul 23 to Jul 24
CA $215
CA $248 total
Jul 23 - Jul 24
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Easy check in/check out. Friendly staff. Good location"

Reviewed on Jul 15, 2026

Best Western Plus InnTowner Madison
See all 464 properties in Brooklyn
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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Frequently asked questions

How much does a Brooklyn vacation package cost?
You'll find cheap prices from CA $777 on Expedia for your Brooklyn break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Brooklyn costs.
What are the cheapest months to go to Brooklyn?
If you'd like to book a cheap Brooklyn vacation package, consider travelling in January, February and November. You'll generally find lower prices on flights and accommodations during these quieter months — perfect for a budget-friendly break.
How many days is enough for Brooklyn?
The ideal length for your Brooklyn vacation depends on what you'd like to see. Typically, a few days to a week will give you enough time to hit all the major attractions and explore some hidden gems along the way.
How to find the best Brooklyn package deals?
Start your search for a Brooklyn package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Brooklyn package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Brooklyn escape underway.
Is it cheaper to book a Brooklyn vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Brooklyn vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Brooklyn?
If you've got your Brooklyn travel dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Brooklyn?

  1. Choose your travel dates: The things you plan to do in Brooklyn and your preferred season will help you decide when to get away.
  2. Set your budget: Factor in costs like flights, meals and transportation when working out how much to save for your trip to Brooklyn. Then, select a hotel that fits your budget, whether that's an affordable option or a more luxurious getaway.
  3. Decide your trip length: Think about how long you want to spend exploring Brooklyn. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Brooklyn vacation package.

Explore a world of travel with Expedia

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