Grand Beach Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
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Your Grand Beach Vacation
When you book a vacation package to Grand Beach, all the organizing is done in advance. This gives you plenty of time to uncover some of the best things about this serene city, such as its coastal scenery, laid-back lifestyle and spectacular views. Fill your free time with visits to Four Winds Casino New Buffalo, New Buffalo Public Beach and Michiana Beach, some of the top attractions you really should see during a trip to Grand Beach. Your ultimate Grand Beach vacation is just clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your style.
Top Grand Beach Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was CA $995, price is now CA $770 per person
CA $770
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,136 reviews)
Front desk staff are gems! They knew my name after 1 interaction and were very attentive. The room amenities were very nice-- espresso, bottled water, chocolates, steamer, toiletries.
Reviewed on Mar 1, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $2,415, price is now CA $1,714 per person
CA $1,714
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Property is excellent and always clean
Reviewed on Mar 7, 2026
Le Méridien Essex Chicago
Downtown Chicago
Price was CA $2,073, price is now CA $1,572 per person
CA $1,572
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
Every activity I did was no further than 10 minutes away from the hotel.
Reviewed on Mar 7, 2026
Hotel 55 Chicago Downtown
Downtown Chicago
Price was CA $1,883, price is now CA $1,459 per person
CA $1,459
per person
Apr 10 - Apr 17
found 19 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
8.8/10 Excellent! (1,574 reviews)
We stayed during Valentine’s Day weekend. The hotel was in a great location near restaurants and Michigan Ave for shopping. The room was very clean, the only one thing I’d like would be more sound proof windows. We heard constant ambulance/sirens and honking throughout the night.
Reviewed on Feb 24, 2026
Grand Beach Hotel Deals
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (1,966 reviews)
Yea
Reviewed on Mar 6, 2026
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Mar 9 to Mar 10
CA $109
CA $126 total
Mar 9 - Mar 10
includes taxes & fees
Baymont by Wyndham New Buffalo
18800 Harbor Country Drive New Buffalo MI
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Mar 30 to Mar 31
CA $93
CA $101 total
Mar 30 - Mar 31
includes taxes & fees
6.8/10 (1,030 reviews)
everything was down and our mattress pad and sheets were stained
Reviewed on Mar 6, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
