Brooklyn Vacation Packages
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Top Brooklyn Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
Price was CA $1,084, price is now CA $784 per person
CA $784
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,003 reviews)
Clean large room. Friendly helpful staff. Garage parking with covered bridge to hotel and casino. Highly recommend.
Reviewed on Jun 25, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $3,418, price is now CA $2,268 per person
CA $2,268
per person
Sep 12 - Sep 18
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,637, price is now CA $2,438 per person
CA $2,438
per person
Sep 12 - Sep 18
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,579, price is now CA $1,116 per person
CA $1,116
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 2026
The Emily Hotel
Downtown Chicago
Price was CA $1,452, price is now CA $1,055 per person
CA $1,055
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,330 reviews)
Clean and Helpful Staffs. You have to look for your parking space, mostly are street parking, but there is a valet at the hotel if you asked for it.
Reviewed on Jun 28, 2026
Brooklyn Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jul 5 to Jul 6
CA $168
CA $194 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (3,903 reviews)
"Always a wonderful special occasion hotel to visit!"
Reviewed on Jun 28, 2026
Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Jul 1 to Jul 2
CA $148
CA $170 total
Jul 1 - Jul 2
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Very pleasant staff"
Reviewed on Jun 27, 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Jul 12 to Jul 13
CA $95
CA $110 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (1,333 reviews)
"Best property we ever stayed for this price so far. Property is very clean, staff are very professional and friendly. Morning continental breakfast is good and neat."
Reviewed on Jun 28, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
