Benton Harbor Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Benton Harbor Vacation
Lock in a Benton Harbor vacation package and focus on what counts — enjoying yourself. This means no more planning stresses, just more free time to savor the charms of this captivating city, such as its rich history and coastal scenery. A trip to Benton Harbor is a wonderful opportunity to sightsee. Be sure to look around renowned attractions like Silver Beach, Harbor Shores Golf Club and Lake Michigan College. Don't delay your visit to this destination any longer. The perfect Benton Harbor vacation is a few clicks away with Expedia.
Top Benton Harbor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
Downtown Chicago
Price was CA $1,887, price is now CA $1,262 per person
CA $1,262
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,019 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,681, price is now CA $2,431 per person
CA $2,431
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (489 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.
Reviewed on Jun 11, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,849, price is now CA $1,308 per person
CA $1,308
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,127 reviews)
We were celebrating an anniversary. We had a greay stay. It was close to all the shopping and restaurants, staff were great and helpful. We will be back again!
Reviewed on Jun 18, 2026
The Emily Hotel
Downtown Chicago
Price was CA $1,918, price is now CA $1,396 per person
CA $1,396
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,327 reviews)
Comfortable, modern rooms and great location.
Reviewed on Jun 19, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,349, price is now CA $1,714 per person
CA $1,714
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
This location is primarily a place where people live as in an apartment complex. The hotel part of it seems to be more for people doing longer stays. That means you’re not get the normal amenities or service you would get with a more traditional hotel. It is not a bad location, but I would try not to stay here again.
Reviewed on Jun 20, 2026
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 kilometres 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
Hampton Inn & Suites Benton Harbor
1921 Pipestone Rd Benton Harbor MI
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jun 28 to Jun 29
CA $194
CA $215 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (767 reviews)
"We really enjoyed ourselves in this property Clean , nice breakfast, great location We are coming back for sure"
Reviewed on Jun 19, 2026
Comfort Suites Benton Harbor - St. Joseph
1825 Meadowbrook I-94 Benton Harbor MI
Fully refundable
The price is CA $154 per night from Jun 21 to Jun 22
CA $154
CA $171 total
Jun 21 - Jun 22
includes taxes & fees
7/10 Good! (1,000 reviews)
"They were very accommodating and we had a good time at the pool and hot tub. There was left over clothes from whoever stayed In the room before us that we found in the closet. Otherwise, everything was fine. Breakfast was pretty good as well. Decent options"
Reviewed on Jun 13, 2026
Best Western Benton Harbor-St. Joseph
1592 Mall Dr Benton Harbor MI
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Jun 21 to Jun 22
CA $136
CA $151 total
Jun 21 - Jun 22
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Nice clean hotel. Comfortable bed and pillows. Better than the typical . Would definately stay here again."
Reviewed on Jun 18, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
