Dowagiac Vacation Packages
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Your Dowagiac Vacation
Its friendly locals, small-town feel and rich history are only some of the reasons to book a vacation package to Dowagiac. Whatever brings you to this rural city, you're sure to have a great time. Up for a bit of sightseeing? A trip to Dowagiac wouldn't be complete without checking out Dowagiac Four Winds Casino, Southwestern Michigan College and other major attractions. Whoever you're taking a break with and whatever the size of your budget, your dream Dowagiac vacation is just a few clicks away with Expedia.
Top Dowagiac Vacation Deals
Price found within the past 48 hours. Click for updated prices.
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 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
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,409, price is now CA $975 per person
CA $975
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
Location was excellent. Rooms were a little smaller than I'd prefer but we got by.
Reviewed on Jun 29, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,853, price is now CA $1,378 per person
CA $1,378
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,554 reviews)
Beautiful views
Reviewed on Jun 29, 2026
Omni Chicago Hotel
Downtown Chicago
Price was CA $1,513, price is now CA $1,126 per person
CA $1,126
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Staff was extremely friendly and helpful! Very clean and inviting environment!
Reviewed on Jun 29, 2026
Dowagiac Hotel Deals
LakeWood Inn & Suites
29291 Amerihost Dr Dowagiac MI
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Jul 1 to Jul 2
CA $92
CA $98 total
Jul 1 - Jul 2
includes taxes & fees
7.4/10 Good! (94 reviews)
"Our stay was great, everything was very cleaning."
Reviewed on Jun 28, 2026
Silver Beach Hotel
100 Main Street Saint Joseph MI
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Jul 1 to Jul 2
CA $191
CA $221 total
Jul 1 - Jul 2
includes taxes & fees
7.4/10 Good! (1,401 reviews)
"Stains all over sheets Blood stains on walls and sheets Urine stains on mattresses and the halls are not tidy at all Staff was not available most of the time"
Reviewed on Jun 29, 2026
The Boulevard Inn & Bistro
521 Lake Blvd Saint Joseph MI
Fully refundableReserve now, pay when you stay
The price is CA $395 per night from Jul 5 to Jul 6
CA $395
CA $438 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (1,007 reviews)
"Property sparkling clean. Host"
Reviewed on Jun 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.
