
Grand Beach Vacations from ¥253,586
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ¥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Grand Beach Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥333,620, price is now ¥253,586 per person
¥253,586
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
5 star hotel that goes above and beyond. My family loved staying at the Trump
Reviewed on Aug 29, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was ¥609,956, price is now ¥430,196 per person
¥430,196
per person
Oct 6 - Oct 13
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,100 reviews)
The best hotel for Navy Pier
Reviewed on Aug 28, 2025


Viceroy Chicago
Downtown Chicago
Price was ¥609,787, price is now ¥462,578 per person
¥462,578
per person
Oct 6 - Oct 13
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,084 reviews)
Close to everything. Gorgeous view of the lake and a beautiful rainbow. Wow!
Friendly staff.
Weird doors on the bathroom. Sliding doors tend to be noisy and unwieldy in general and this one was bad. That’s my only complaint.
Reviewed on Aug 25, 2025

The Langham, Chicago
Downtown Chicago
Price was ¥488,888, price is now ¥385,919 per person
¥385,919
per person
Nov 19 - Nov 23
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug 12, 2025
Find the Best Grand Beach Vacation Packages
Grand Beach Hotel Deals

Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
Fully refundableReserve now, pay when you stay

Blue Chip Casino Hotel and Spa
777 Blue Chip Drive, Michigan City, IN
Fully refundableReserve now, pay when you stay
The price is ¥15,173 per night from Sep 7 to Sep 8
¥15,173
¥19,132 total
Sep 7 - Sep 8
includes taxes & fees

Pine Lake Resort and Banquets
444 Pine Lake Ave, La Porte, IN
Fully refundableReserve now, pay when you stay
The price is ¥13,086 per night from Sep 1 to Sep 2
¥13,086
¥15,049 total
Sep 1 - Sep 2
includes taxes & fees
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.
Discover the most popular places to visit in Grand Beach
Galien River County Park
Explore the great outdoors at Galien River County Park, a lovely green space in New Buffalo. Wander the beautiful beaches and lakeside in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.