Shorewood Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 – Old Town
Downtown Chicago
Price was CA $3,635, price is now CA $2,437 per person
CA $2,437
per person
Sep 12 - Sep 18
found 1 day 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 - River North
Downtown Chicago
Price was CA $1,606, price is now CA $1,100 per person
CA $1,100
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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 Fulton Market
Downtown Chicago
Price was CA $1,401, price is now CA $983 per person
CA $983
per person
Aug 30 - Sep 3
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
Shorewood Hotel Deals
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
The price is CA $189 per night from Jul 1 to Jul 2
CA $189
CA $236 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (1,556 reviews)
"The pool room is a 10/10!"
Reviewed on Jun 24, 2026
Hampton Inn Joliet-Plainfield I-55
3555 Mall Loop Drive Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Jul 14 to Jul 15
CA $144
CA $167 total
Jul 14 - Jul 15
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"The staff was very accommodating, at first there was difficulty finding both reservations but they found them and things were good!"
Reviewed on Jun 26, 2026
DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Jul 6 to Jul 7
CA $127
CA $141 total
Jul 6 - Jul 7
includes taxes & fees
7.8/10 Good! (1,343 reviews)
"OMG, the 1980s called and wants their furniture back. This place had an ARMOIRE with POCKET DOORS!! The sofa was also about a hundred years old. Pretty clear they haven’t spent a cent on guest room furniture since the Reagan administration. Props to the bed tho, it was sort of comfortable"
Reviewed on Jun 25, 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.
Stay near popular Shorewood attractions
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.
