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.
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Downtown Chicago
Price was $828, price is now $633 per person
$633
per person
Dec 31 - Jan 5
found 6 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,309, price is now $869 per person
$869
per person
Dec 31 - Jan 5
found 6 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was $1,189, price is now $847 per person
$847
per person
Dec 31 - Jan 5
found 6 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Fantastic stay. Booked the panoramic view. Loved it.

Reviewed on Nov 11, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,074, price is now $1,563 per person
$1,563
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
i love it

Reviewed on Nov 10, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was $820, price is now $643 per person
$643
per person
Dec 31 - Jan 5
found 6 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Very clean. Had everything that we needed

Reviewed on Nov 10, 2026

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was $2,101, price is now $1,677 per person
$1,677
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
This place was amazing and the hotel staff was extremely helpful

Reviewed on Nov 10, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was $843, price is now $674 per person
$674
per person
Dec 31 - Jan 5
found 6 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Price was $988, price is now $794 per person
$794
per person
Dec 31 - Jan 5
found 6 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
On site restaurant not great

Reviewed on Nov 10, 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 ...
The Morris Estate

The Morris Estate

4 out of 5
2007 Morris Dr Niles MI
15.34 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.
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 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.