
Sawyer Vacation Packages
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Your Sawyer Vacation
Food, history, entertainment and more … There's so much to discover with a Sawyer vacation package. And with the ability to easily customize your city getaway, it's guaranteed to be one that's tough to forget. Fill your schedule with tours of Warren Dunes State Park Beach, Cherry Beach and Round Barn Union Pier Tasting Room, some of the things you simply have to see during a trip to Sawyer. Don't put off exploring this city any longer. The perfect Sawyer vacation is a few clicks away with Expedia.
Top Sawyer Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,357, price is now CA $849 per person
CA $849
per person
Oct 15 - Oct 18
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
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 20 hours 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
Downtown Chicago
Price was CA $1,964, price is now CA $1,182 per person
CA $1,182
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.
Reviewed on Aug. 25, 2025


Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was CA $1,450, price is now CA $934 per person
CA $934
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.
Reviewed on Aug. 21, 2025
Sawyer Hotel Deals

Quality Inn
12850 Super Dr, Exit 12, I-94 At Sawyer Road, Sawyer, MI
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Sep 11 to Sep 12
CA $88
CA $93 total
Sep 11 - Sep 12
includes taxes & fees
7.4/10 Good! (999 reviews)
"Breakfast food, off the highway"
Reviewed on Aug. 24, 2025

Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn
Sawyer

Silver Beach Hotel
100 Main Street, Saint Joseph, MI
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Sep 8 to Sep 9
CA $153
CA $174 total
Sep 8 - Sep 9
includes taxes & fees
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.
Frequently asked questions
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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.