Brooklyn Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Brooklyn Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $976, price is now CA $604 per person
CA $604
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on Aug. 27, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,883, price is now CA $1,120 per person
CA $1,120
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.

Reviewed on Aug. 26, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,863, price is now CA $1,113 per person
CA $1,113
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
5 star hotel that goes above and beyond. My family loved staying at the Trump

Reviewed on Aug. 29, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,022, price is now CA $654 per person
CA $654
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,007 reviews)
Very nice hotel and staff were pleasant. The area is okay but if you go a block over it is nicer. The river walk is very close and inviting.

Reviewed on Aug. 25, 2025

La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $1,638, price is now CA $1,054 per person
CA $1,054
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (434 reviews)
Very nice hotel. Would definitely stay there again!

Reviewed on Aug. 26, 2025

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 $172 per night from Aug 31 to Sep 1
CA $172
CA $199 total
Aug 31 - Sep 1
includes taxes & fees
The Madison Concourse Hotel and Governor's Club
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Sep 1 to Sep 2
CA $109
CA $125 total
Sep 1 - Sep 2
includes taxes & fees
AmericInn by Wyndham Madison West
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 $90 per night from Sep 8 to Sep 9
CA $90
CA $104 total
Sep 8 - Sep 9
includes taxes & fees
Baymont by Wyndham Madison West/Middleton WI West
See all 456 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Brooklyn vacation package cost?
You'll find cheap prices from CA $604 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.

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