North Side Vacations from ￥192,245
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The Latest North Side Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
It’s a great location for walk around the beautiful downtown of Chicago. People were so helpful and friendly. Definitely I’ll consider coming back.
Reviewed on Jul 7, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Beautiful!!
Location, room, security, everything was perfect!
Very classy, elegant!
Reviewed on Jul 9, 2025
The Emily Hotel
Downtown Chicago
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,097 reviews)
Spacious room with a very comfortable bed, comfortable room temperature on a hot weekend, large bathroom and spacious work station. Close to trains that transport to the loop within minutes.
Reviewed on Jul 8, 2025
Where to stay in North Side
Find the best North Side areas and neighborhoods for the activities you enjoy most. Learn more about North Side
Downtown
2 out of top 10 points of interest in this area
Downtown might not have many top sights, but Warner Vineyards and Michigan Maritime Museum are two attractions nearby that you can check out.
North Side Hotel Deals
Victoria Resort and Bed & Breakfast
241 Oak St, South Haven, MI
9.4/10 Exceptional! (115 reviews)
"Very nice! The owners and employees are very nice and helpful"
Reviewed on Jun 19, 2025
Waters View Inn
86 North Shore Drive, South Haven, MI
The price is ￥46,956 per night from Jul 16 to Jul 17
￥46,956
￥52,122 total
Jul 16 - Jul 17
includes taxes & fees
8.8/10 Excellent! (89 reviews)
Spontaneous stay
"Spontaneous trip, always a great experience at the Inn! Our room was definitely small but we were grateful to find a room there as this is definitely our go to place!! The tv is in an awkward spot to comfortably watch but I guess that’s not why we go to SOHO.. lol. Thanks for another perfect ..."
Reviewed on Jul 4, 2025
Inn At the Park
233 Dyckman Ave, South Haven, MI
The price is ￥52,640 per night from Aug 4 to Aug 5
￥52,640
￥58,432 total
Aug 4 - Aug 5
includes taxes & fees
10/10 Exceptional! (8 reviews)
Couples retreat
"This was by far the cleanest B&B with the friendliest, most helpful staff I have ever visited! They didn't miss the mark on any detail in the decor, food and overall atmosphere. It was quaint, romantic and located steps from the beach and some of the best restaurants/bars. Would highly recommend ..."
Reviewed on Aug 14, 2024
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 North Side
Michigan Maritime Museum
4/5(5 reviews)
You can spend an afternoon browsing the exhibits at Michigan Maritime Museum in South Haven. While you're in the area, stroll along the beautiful beaches.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.