Paoli Vacation Packages
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Top Paoli Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was CA $1,029, price is now CA $808 per person
CA $808
per person
Aug 28 - Aug 31
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (391 reviews)
We love Wind Creek Hotel/Casino, we have been there several times. This last time the room was clean but smelled bad.
Reviewed on May 30, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,743, price is now CA $1,186 per person
CA $1,186
per person
Aug 27 - Aug 30
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,011 reviews)
I recommend 1000/10, this hotel has everything you need and the location is everything. LOVE LOVE LOVE.
Reviewed on Jun 3, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,668, price is now CA $1,237 per person
CA $1,237
per person
Jul 9 - Jul 12
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,121 reviews)
I absolutely loved it! I little bit noisy but close to literally everything!
Reviewed on Jun 2, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was CA $1,885, price is now CA $1,486 per person
CA $1,486
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,370 reviews)
The hotel was very clean and a great location within Chicago close to restaurants and shopping.
Reviewed on Jun 2, 2026
JW Marriott Chicago
Downtown Chicago
Price was CA $1,413, price is now CA $1,118 per person
CA $1,118
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,001 reviews)
Good customer service and the food in the lobby restaurants was so good! Also the service at that restaurant is amazing I believe her name was Stephanie, she went out of her way to find me caffeine free Diet Coke. Also, we forgot to tell them that we don’t eat bacon after the hamburger came. They happily to get back and started another hamburger to make sure there’s no bacon residue in it.
Reviewed on May 31, 2026
Paoli 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 $164 per night from Jun 14 to Jun 15
CA $164
CA $190 total
Jun 14 - Jun 15
includes taxes & fees
9.4/10 Exceptional! (3,836 reviews)
"Great location and value! Room was surprisingly quiet given some construction works in the area and being across from the elevators. Long hallway in the room from the door to the living area helps. AC worked great."
Reviewed on Jun 5, 2026
DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jun 14 to Jun 15
CA $152
CA $176 total
Jun 14 - Jun 15
includes taxes & fees
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Jun 7 to Jun 8
CA $104
CA $120 total
Jun 7 - Jun 8
includes taxes & fees
8/10 Very Good! (1,287 reviews)
"Good hotel"
Reviewed on Jun 3, 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.
