Vacations Close To Dowagiac Four Winds Casino

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Dowagiac Four Winds Casino Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was $783, price is now $604 per person
$604
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,183, price is now $736 per person
$736
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)
Great location, nice rooms, nice rooftop bar and large breakfast buffet included.

Reviewed on Oct 28, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was $873, price is now $640 per person
$640
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)
Staff was great and the room was clean!

Reviewed on Oct 29, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was $889, price is now $666 per person
$666
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was $979, price is now $770 per person
$770
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was $925, price is now $728 per person
$728
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)
-

Reviewed on Oct 29, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was $978, price is now $775 per person
$775
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was $822, price is now $656 per person
$656
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)

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Best Lodging Options Near Dowagiac Four Winds Casino

LakeWood Inn & Suites

LakeWood Inn & Suites

2 out of 5
29291 Amerihost Dr Dowagiac MI
4.19 km from Dowagiac Four Winds Casino
Stay at this hotel in Dowagiac. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Beckwith Theatre and Dowagiac Area History Museum ...
Quality Inn & Suites Niles

Quality Inn & Suites Niles

2.5 out of 5
1265 S 11th St Niles MI
16.6 km from Dowagiac Four Winds Casino
Book a stay at this business-friendly hotel in Niles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Morris Estate

The Morris Estate

4 out of 5
2007 Morris Dr Niles MI
15.97 km from Dowagiac Four Winds Casino
Stay at this B&B in Niles. Enjoy free WiFi, free parking, and conference space. Popular attractions FOP Park and Plym Park are located nearby.
The Grant Hotel and Venue

The Grant Hotel and Venue

2 out of 5
206 Days Ave Buchanan MI
21.51 km from Dowagiac Four Winds Casino
Stay at this hotel in Buchanan. Enjoy free WiFi, free parking, and a snack bar/deli. Popular attractions Firehouse Park and McCoy Creek Recreation Area are located ...
Wingate by Wyndham South Bend/Notre Dame

Wingate by Wyndham South Bend/Notre Dame

3 out of 5
52890 State Rt 933 N South Bend IN
25.94 km from Dowagiac Four Winds Casino
Stay at this hotel in South Bend. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. ...
La Quinta Suites by Wyndham South Bend Notre Dame Area

La Quinta Suites by Wyndham South Bend Notre Dame Area

3 out of 5
52554 STATE ROAD 933 South Bend IN
25.35 km from Dowagiac Four Winds Casino
Book a stay at this business-friendly hotel in South Bend. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
Irish Lodge South Bend

Irish Lodge South Bend

2.5 out of 5
52709 Indiana State Route 933 South Bend IN
25.65 km from Dowagiac Four Winds Casino
Book a stay at this business-friendly hotel in South Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express & Suites Mishawaka - South Bend by IHG

Holiday Inn Express & Suites Mishawaka - South Bend by IHG

2.5 out of 5
224 FLORENCE AVE Granger IN
24.41 km from Dowagiac Four Winds Casino
Book a stay at this business-friendly hotel in Granger. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
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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.