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.
Baymont by Wyndham Glenview

Baymont by Wyndham Glenview

3 out of 5
Price was CA $768, price is now CA $557 per person
CA $557
per person
Jul 30 - Aug 2
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
7.6/10 Good! (1,004 reviews)
Breakfast was there but not a lot Look at moving in individuals using it as a home Good location though nice area around the place

Reviewed on May 9, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,619, price is now CA $1,072 per person
CA $1,072
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (471 reviews)
The rooms were very clean!

Reviewed on May 4, 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 $2,355, price is now CA $1,579 per person
CA $1,579
per person
Jul 30 - Aug 2
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
If you plan on staying in this hotel by all means the view is great, but if you plan on moving your vehicle at all the hotel does not validate In-N-Out parking. You have to pay every time you want to leave and come back. Unlike the normal hotel, La Quinta downtown Chicago validate parking yes it’s $70 but you can drive in and out as many times as you want during your stay. Unlike this hotel.

Reviewed on May 8, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,235, price is now CA $899 per person
CA $899
per person
Aug 1 - Aug 3
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!

Reviewed on May 5, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,146, price is now CA $1,596 per person
CA $1,596
per person
Jun 25 - Jun 28
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Horrible, horrible housekeeping staff many times I had to have head of housekeeping come and monitor Very disappointing

Reviewed on May 10, 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 $183 per night from May 11 to May 12
CA $183
CA $217 total
May 11 - May 12
includes taxes & fees
8/10 Very Good! (10,196 reviews)
Old and historic property. With that being said, not all of the property is renewed but the rooms are kept clean :) service is good and is close to a lot of things in downtown chicago

Reviewed on May 10, 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 $208 per night from May 26 to May 27
CA $208
CA $247 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (5,192 reviews)
I can only review the staff at The River Hotel is AMAZING to say the least. From the moment I walked through the door I felt at home. I received a warm welcome and a fabulous room with all of the amenities. My room (suite) was spacious, clean and so comfortable. The hotel is centrally located so ...

Reviewed on May 9, 2026

River Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Fully refundable
The price is CA $196 per night from May 25 to May 26
CA $196
CA $234 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (3,503 reviews)
Basic stay not worth paying top dollar for

Reviewed on May 9, 2026

Club Quarters Hotel, Central Loop, Chicago
See all 2,400 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
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

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 $37
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

CA $55
per adult
94% of travellers recommend
Art Institute of Chicago
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
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.