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 $3,635, price is now CA $2,437 per person
CA $2,437
per person
Sep 12 - Sep 18
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.
Reviewed on Jun 11, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,544, price is now CA $1,096 per person
CA $1,096
per person
Aug 3 - Aug 8
found 21 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Great location, we were able to walk everywhere we wanted to see. The red line is about a 10 minute walk if you are heading to Wrigley.
Reviewed on Jun 26, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,991, price is now CA $2,125 per person
CA $2,125
per person
Aug 3 - Aug 8
found 6 hours ago
Roundtrip flight included
Hamilton (YHM) 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
Dowagiac Hotel Deals
LakeWood Inn & Suites
29291 Amerihost Dr Dowagiac MI
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from Jun 29 to Jun 30
CA $90
CA $95 total
Jun 29 - Jun 30
includes taxes & fees
Silver Beach Hotel
100 Main Street Saint Joseph MI
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Jun 28 to Jun 29
CA $191
CA $221 total
Jun 28 - Jun 29
includes taxes & fees
7.4/10 Good! (1,384 reviews)
"The building sits on a major thourough fare. Much strreet noise in the east side rooms. Your reservation system does not include a room selection on the west side (lake view side). Much more quiet but also a little more expensive. The hotel is in the business district which has much paid street and ..."
Reviewed on Jun 26, 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 Jun 28 to Jun 29
CA $395
CA $438 total
Jun 28 - Jun 29
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Great hotel"
Reviewed on Jun 24, 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.
