
Benton Harbor Vacations from ¥309,498
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The Latest Benton Harbor Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Downtown Chicago
Price was ¥421,916, price is now ¥309,498 per person
¥309,498
per person
Apr 30 - May 6
found 20 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on Feb 2, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥481,245, price is now ¥312,264 per person
¥312,264
per person
Apr 30 - May 6
found 20 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Everything was amazing, specially the breakfast buffet.
Reviewed on Feb 7, 2026

Waldorf Astoria Chicago
Downtown Chicago
Save 100% on your flight
Price was ¥579,324, price is now ¥388,004 per person
¥388,004
per person
Apr 30 - May 6
found 20 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026

Pendry Chicago
Downtown Chicago
Price was ¥478,193, price is now ¥332,532 per person
¥332,532
per person
Apr 30 - May 6
found 20 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on Jan 31, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥543,532, price is now ¥396,136 per person
¥396,136
per person
Apr 30 - May 6
found 20 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.
Reviewed on Feb 3, 2026
Find the Best Benton Harbor Vacation Packages
Benton Harbor Beach Vacation
A Benton Harbor vacation makes it easy to unwind. Whether you like the thought of sitting by the water or ambling along the shoreline collecting seashells, a trip to Benton Harbor is hard to turn down. If you'd rather be near the city center, base yourself around Silver Beach. This well-known stretch of coast is just 3 kilometers away. We also have Benton Harbor packages within easy reach of New Buffalo Public Beach and Townline Beach, two other beautiful nearby options.
Things You Should Know About Benton Harbor
- Doze off to the gentle sound of the surf at one of our Benton Harbor beach hotels. There's nothing better than staying within a stroll of the ocean.
- Private vacation homes are another popular choice for those planning a vacation in Benton Harbor. Two great examples are Bluewater Vacation Rentals and Vinzos Properties.
- Benton Harbor is home to about 10,000 people and has lots to see and do. Ready to start planning some fun activities? Head straight to our Benton Harbor things to do page for some inspiration.
- Once you've made some great savings by booking a Benton Harbor vacation package, you can indulge in some amazing travel experiences. Four Winds Casino New Buffalo, Silver Beach and Warren Dunes State Park are a few attractions that should be on your must-see list.
Benton Harbor Hotel Deals

Comfort Suites Benton Harbor - St. Joseph
1825 Meadowbrook I-94 Benton Harbor MI
Fully refundableReserve now, pay when you stay
The price is ¥10,691 per night from Feb 15 to Feb 16
¥10,691
¥11,867 total
Feb 15 - Feb 16
includes taxes & fees
6.8/10 (1,002 reviews)
Very clean and the bed was luxurious. Had a great nights sleep at a very reasonable price.
Reviewed on Dec 4, 2025

Hampton Inn & Suites Benton Harbor
1921 Pipestone Rd Benton Harbor MI
Fully refundableReserve now, pay when you stay
The price is ¥14,052 per night from Feb 15 to Feb 16
¥14,052
¥15,598 total
Feb 15 - Feb 16
includes taxes & fees
9/10 Wonderful! (686 reviews)
Very nice
Reviewed on Feb 3, 2026

Best Western Benton Harbor-St. Joseph
1592 Mall Dr Benton Harbor MI
Fully refundableReserve now, pay when you stay
The price is ¥9,908 per night from Feb 8 to Feb 9
¥9,908
¥10,997 total
Feb 8 - Feb 9
includes taxes & fees
7.6/10 Good! (1,002 reviews)
Yes was a great vacation get away
Reviewed on Jan 29, 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.
