
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.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $831, price is now CA $598 per person
CA $598
per person
Apr 17 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Everything was amazing, specially the breakfast buffet.
Reviewed on Feb 7, 2026

JW Marriott Chicago
Downtown Chicago
Price was CA $1,039, price is now CA $707 per person
CA $707
per person
May 1 - May 3
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Bottle of waters were not stocked in the refrigerator.
Reviewed on Jan 6, 2026

La Banque Hotel
Price was CA $1,044, price is now CA $743 per person
CA $743
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.
Reviewed on Jan 26, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,362, price is now CA $1,032 per person
CA $1,032
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on Feb 2, 2026

Holiday Inn Club Vacations at Lake Geneva Resort by IHG
Price was CA $952, price is now CA $723 per person
CA $723
per person
Apr 21 - Apr 25
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
8.8/10 Excellent! (1,003 reviews)
My room was very clean, which I appreciated. We booked a suite, but the first one opened directly into the bedroom, and being on the first floor, I didn’t feel comfortable with that layout. I requested a room change, and the staff handled it quickly and professionally, which I really appreciated.
One thing that was a bit confusing was the inconsistency between suites—some had a full kitchen while others only had a range top. It would be helpful to know that in advance when booking.
Overall, the stay was quiet and peaceful during the week, which was exactly what we wanted. When we arrived on Saturday afternoon, the atmosphere was completely different—lots of people, plenty of activity, and a lively environment.
The only real downside was that the room felt drafty. We ended up putting a towel under the door to help block the cold air.
Aside from those small issues, it was a comfortable stay with a good stay.
Reviewed on Jan 16, 2026
Dowagiac Hotel Deals

LakeWood Inn & Suites
29291 Amerihost Dr Dowagiac MI
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Feb 8 to Feb 9
CA $116
CA $123 total
Feb 8 - Feb 9
includes taxes & fees
7.2/10 Good! (62 reviews)
Nice
Reviewed on Jan 5, 2026

Sister Lake Cottages - Unit 1
Dowagiac MI
9.4/10 Exceptional! (41 reviews)
Everything was clean. The bedding for the pullout smelled a bit.
Reviewed on Sep 23, 2025

Four Winds Casino South Bend
3000 Prairie Ave South Bend IN
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Feb 8 to Feb 9
CA $110
CA $137 total
Feb 8 - Feb 9
includes taxes & fees
9.4/10 Exceptional! (811 reviews)
All was 5 star
Reviewed on Feb 6, 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.







