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 $799, price is now $595 per person
$595
per person
Dec 1 - Dec 6
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Ok

Reviewed on Oct 6, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,618, price is now $975 per person
$975
per person
Nov 20 - Nov 27
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $3,034, price is now $1,870 per person
$1,870
per person
Nov 20 - Nov 27
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,240, price is now $909 per person
$909
per person
Nov 20 - Nov 27
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
Not as updated as this pictures look. Quiet which was a plus but the windows were super dirty, the air wasn’t the best which is not as big of a deal in the winter I guess. No microwaved

Reviewed on Oct 7, 2026

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 $1,292, price is now $952 per person
$952
per person
Nov 20 - Nov 27
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,196, price is now $881 per person
$881
per person
Nov 20 - Nov 27
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
Nice location, good service and comfortable. Can't say quiet because of loud motor cycles all night through-out downtown. It's a big city and staying downtown comes with a certain level of noise.

Reviewed on Oct 7, 2026

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 $1,221, price is now $916 per person
$916
per person
Nov 20 - Nov 27
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,035, price is now $778 per person
$778
per person
Nov 20 - Nov 27
found 14 hours ago
Roundtrip flight included
San Juan (SJU) 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 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.