Exclusive Four Winds Casino New Buffalo Vacation Deals
Four Winds Casino New Buffalo vacation package deals
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,227, price is now CA $687 per person
CA $687
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was CA $1,289, price is now CA $707 per person
CA $707
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Peninsula Chicago
Downtown Chicago
Price was CA $3,192, price is now CA $1,902 per person
CA $1,902
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,378, price is now CA $841 per person
CA $841
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pendry Chicago
Downtown Chicago
Price was CA $1,294, price is now CA $808 per person
CA $808
per person
Jan 31 - Feb 6
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,569, price is now CA $988 per person
CA $988
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Frequently asked questions
Top Four Winds Casino New Buffalo hotel deals
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Free cancellation
Reserve now, pay when you stay
The price is CA $123 per night
CA $123
CA $142 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Four Winds Casino New Buffalo and Castle Keep are located nearby.
Baymont by Wyndham New Buffalo
18800 Harbor Country Drive New Buffalo MI
Free cancellation
Reserve now, pay when you stay
The price is CA $88 per night
CA $88
CA $95 total
Jan 13 - Jan 14, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Four Winds Casino New Buffalo and New Buffalo Railroad Museum are located nearby.
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
New Buffalo MI
The price is CA $606 per night
CA $606
CA $686 total
Dec 17 - Dec 18
includes taxes & fees
Stay at this cottage in New Buffalo. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Four Winds Casino New Buffalo and Galien River County Park are located nearby.
Don't see what you're looking for?
See all available properties in Four Winds Casino New Buffalo
View all propertiesLowest 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.