South Holland Vacation Packages

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Your South Holland Vacation

With all your travel needs organized before you head off, our South Holland vacation packages let you simply focus on having fun! One neighborhood to consider staying in this vibrant city is South Deering, which is great for golfing and nature. A trip to South Holland is an excellent opportunity to take in the sights. Be sure to look around renowned attractions like Coyote Run Golf Course, River Oaks Center and Ravisloe Country Club. Stop daydreaming and start adventuring. Explore the broad range of options on Expedia today and put your South Holland vacation plans into action!

Top South Holland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,494, price is now CA $986 per person
CA $986
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Terrible attitude of the front desk clerk. Room smelled bad, dirty carpet.

Reviewed on Jun 24, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,655, price is now CA $1,719 per person
CA $1,719
per person
Sep 16 - Sep 21
just found
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,034 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 Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $3,802, price is now CA $2,621 per person
CA $2,621
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (498 reviews)
Walking distance to West Loop

Reviewed on Jun 24, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,869, price is now CA $1,295 per person
CA $1,295
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (493 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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,604, price is now CA $1,842 per person
CA $1,842
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
The hotel and location are beautiful but there needs to be much clearer signage as to where the entrance of the hotel is and the main lobby. Extremely confusing to travellers.

Reviewed on Jun 23, 2026

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South Holland Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jun 30 to Jul 1
CA $194
CA $230 total
Jun 30 - Jul 1
includes taxes & fees
8/10 Very good! (10,180 reviews)
"Rooms were clean, staff were nice people"

Reviewed on Jun 24, 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Jul 5 to Jul 6
CA $199
CA $236 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (5,252 reviews)
"Wonderful location right in the heart of everything! We enjoyed our weekend and hope to visit again soon."

Reviewed on Jun 24, 2026

River Hotel
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Jul 8 to Jul 9
CA $191
CA $227 total
Jul 8 - Jul 9
includes taxes & fees
7.6/10 Good! (2,631 reviews)
"It needs a remodelation , it needs upgrade ,It's a bit neglected. The good thing is the location and downstairs you it has a breakfast restaurant"

Reviewed on Jun 24, 2026

Travelodge by Wyndham Downtown Chicago
See all 2,406 properties in South Holland
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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Discover the most popular places to visit in South Holland

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
A coastal cityscape with high-rise buildings, a marina, and a park area.

Naval Base Great Lakes

4.5/5(3 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

4.5/5(460 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in South Holland

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River and Lake Cruise

CA $69
per adult
94% of travellers recommend
Chicago By Night River and Lake Cruise
See all activities in South Holland

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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.