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.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,153, price is now $841 per person
$841
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,401, price is now $1,437 per person
$1,437
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
The check in staff were extremely rude

Reviewed on Oct 6, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,998, price is now $1,304 per person
$1,304
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Free upgrade was amazing and staff were even better. Thank you.

Reviewed on Oct 6, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,162, price is now $1,418 per person
$1,418
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Beautiful property, great amenities.

Reviewed on Oct 6, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,285, price is now $844 per person
$844
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Ok

Reviewed on Oct 6, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,885, price is now $1,256 per person
$1,256
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
Save 100% on your flight
Price was $1,546, price is now $1,132 per person
$1,132
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,369, price is now $1,029 per person
$1,029
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
a

Reviewed on Oct 7, 2026

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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 Plym Park and Niles Riverfront Amphitheater are located ...
Holiday Inn Express Hotel & Suites Niles by IHG

Holiday Inn Express Hotel & Suites Niles by IHG

2.5 out of 5
1000 Moore St Niles MI
18.78 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 and the clean rooms ...
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 ...
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 ...
The Inn at Saint Mary's

The Inn at Saint Mary's

3.5 out of 5
53993 Indiana State Route 933 South Bend IN
27.6 km from Dowagiac Four Winds Casino
Book a stay at this family-friendly hotel in South Bend. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
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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.