Downtown Vacations from ￥107,890
Book a Hotel + Flight or Car together to unlock savings
Photo by SupremeMaster photography
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 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
The Latest Downtown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Prospect Heights by IHG
Price was ￥132,958, price is now ￥107,890 per person
￥107,890
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Grand Island (GRI) to Chicago (ORD)
18/10 Exceptional! (876 reviews)
Great place for a short weekend.
Reviewed on Nov 17, 2025
Motel Edgebrook Chicago North Shore by OYO
Forest Glen
Price was ￥136,138, price is now ￥109,494 per person
￥109,494
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Grand Island (GRI) to Chicago (ORD)
12.4/10 Exceptional! (365 reviews)
For a cheap hotel, it’s fine as it has the basic necessities a hotel needs - however, it was slightly dirty, microwave didn’t work, and no plugs. The side lights on the nightstands didn’t work and the room was hot (no temperature regulation). For the price it’s fair
Reviewed on Nov 2, 2025
DoubleTree by Hilton Chicago Schaumburg
Price was ￥132,245, price is now ￥109,883 per person
￥109,883
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Grand Island (GRI) to Chicago (ORD)
14.4/10 Exceptional! (1,003 reviews)
The room was clean but the air flow was terrible. Very stuffy and felt like the dust particles was in the room. Maybe the air filters should be change.
Reviewed on Nov 17, 2025
Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
Price was ￥137,584, price is now ￥114,820 per person
￥114,820
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Grand Island (GRI) to Chicago (ORD)
17.6/10 Exceptional! (3,289 reviews)
Clean room with a Nespresso!
Reviewed on Nov 19, 2025
Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was ￥135,437, price is now ￥113,134 per person
￥113,134
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Grand Island (GRI) to Chicago (ORD)
17.6/10 Exceptional! (1,706 reviews)
Clean facilities and room, great showers!
Staff courteous friendly and helpful.
The pool, outdoor space, and workout space are very nice, and great amenities.
On the downside, there is a very little common/lobby seating and informal meeting space; and of what there is, there's little privacy and little buffering of the noisy coming and going of guests and staff. When I stayed here, the shared printer was not connected or functioning. Combined with the limited workspace in the rooms, and no availability of Junior suites, this is not a great hotel choice for business travelers.
Reviewed on Nov 17, 2025
Where to stay in Downtown
Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
North Side
1 out of top 10 points of interest in this area
While visiting North Side, you might make a stop by sights like North Beach and Michigan Maritime Museum.
Downtown Hotel Deals
Old Harbor Inn
515 Williams Street, South Haven, MI
Fully refundableReserve now, pay when you stay
The price is ￥21,481 per night from Nov 20 to Nov 21
￥21,481
￥23,844 total
Nov 20 - Nov 21
includes taxes & fees
9.4/10 Exceptional! (675 reviews)
Easy to find. Walkable to town. Nice place to stay. Fresh coffee in the morning.
Reviewed on Nov 10, 2025
Historic Hotel Nichols
201 Center St South Haven MI
The price is ￥21,934 per night from Nov 30 to Dec 1
￥21,934
￥24,346 total
Nov 30 - Dec 1
includes taxes & fees
9.6/10 Exceptional! (123 reviews)
AMAZING PLACE TO STAY!!
Reviewed on Nov 4, 2025
New Home with swim spa, theatre & game room. 1 block to town & close to beach.
South Haven MI
10/10 Exceptional! (193 reviews)
We had a great stay! The house was clean and comfortable. The host was friendly and accommodating. The swim spa was amazing. Perfect location for our annual Mom’s Weekend Away!
Reviewed on Oct 23, 2025
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 Downtown
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.