Shorewood Vacation Packages
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Your Shorewood Vacation
Take away the hard part of planning your next great adventure with a Shorewood vacation package. Whether you're lured here by its food, history, art or something else, there's a never-ending supply of new experiences to be had. Can't wait to see the sights? Spend some time exploring leading attractions like Mistwood Golf Club during your trip to Shorewood. A few quick clicks is all it takes to create your ideal Shorewood vacation on Expedia.
Top Shorewood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,509, price is now CA $1,013 per person
CA $1,013
per person
May 11 - May 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
10/10 makes you feel at home. One of the best hotels I’ve ever stayed in.
Reviewed on Mar 23, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,728, price is now CA $1,209 per person
CA $1,209
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline.
Reviewed on Mar 27, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $1,761, price is now CA $1,307 per person
CA $1,307
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,414 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on Mar 9, 2026
Hotel Arista
Price was CA $1,425, price is now CA $1,058 per person
CA $1,058
per person
Jun 3 - Jun 9
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,011 reviews)
Our room was spacious, clean and well appointed. I love a bathroom with good lighting and the tv in the vanity mirror was fantastic to catch the morning news as we got ready!!
The staff was exceptional. From check in, to drinks at the bar, to room service, everyone was incredibly friendly and professional. I highly recommend Hotel Arista.
Reviewed on Mar 24, 2026
Shorewood Hotel Deals
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
The price is CA $162 per night from Apr 27 to Apr 28
CA $162
CA $206 total
Apr 27 - Apr 28
includes taxes & fees
8.6/10 Excellent! (1,446 reviews)
Sauna didn’t work
Reviewed on Mar 27, 2026
Hampton Inn Joliet-Plainfield I-55
3555 Mall Loop Drive Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Apr 3 to Apr 4
CA $147
CA $170 total
Apr 3 - Apr 4
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
One of my favorite now in this area everything great
Reviewed on Mar 23, 2026
DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Apr 12 to Apr 13
CA $112
CA $125 total
Apr 12 - Apr 13
includes taxes & fees
7.8/10 Good! (1,269 reviews)
Very dated room and desperately needs to be renovated. I stayed in two rooms with family, and both were really in rough shape. Beds were not comfortable, one shower head barely worked, and things were just dingy feeling. They were renovating another floor, and the construction noise began at 9am ...
Reviewed on Mar 27, 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.
