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.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $1,118, price is now CA $768 per person
CA $768
per person
Jun 29 - Jul 3
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,013 reviews)
Le Meridien Exxex Chicago is in the perfect location, steps from where I need to be when visiting Chicago. The staff are super helpful and friendly. The restaurant serves delicious food and the waitstaff is attentive. Keep up the good work!

Reviewed on Apr 3, 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 $1,934, price is now CA $1,295 per person
CA $1,295
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
We love staying at the Sable. Easy in and out parking. The Valet staff is wonderful. We enjoyed our breakfast. The room and view is always amazing.

Reviewed on Apr 11, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $2,047, price is now CA $1,411 per person
CA $1,411
per person
Jun 16 - Jun 19
just found
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
It was too cold for the pool! The property is in a great location, the staff kind and very helpful. The on site restaurant is quite wonderful. I would have to say we had the best meal of our stay of 4 nights in Chicago!the rooms are large and airy and very clran

Reviewed on Apr 7, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,075, price is now CA $1,522 per person
CA $1,522
per person
Jun 18 - Jun 21
found 7 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (453 reviews)
I booked this stay specifically because I saw they had a steam room and Sauna. They were both very pleasant and available 24/7. The room was very high quality with great views but if the city. The game rooms looked really nice and spacious but I sadly didn’t have time to enjoy that aspect of the hotel. There is also a great cafe and bakery connected to the lobby. I’m excited to book here again with a little more time to make the most of my stay

Reviewed on Apr 11, 2026

Ohio House Motel

Ohio House Motel

3 out of 5
Downtown Chicago
Price was CA $1,896, price is now CA $1,414 per person
CA $1,414
per person
May 27 - May 31
found 4 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (1,090 reviews)
Great location. Friendly staff. Loud city.

Reviewed on Apr 12, 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 $171 per night from Apr 26 to Apr 27
CA $171
CA $200 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,107 reviews)
Steve, the doorman, was excellent and helpful. The hotel has a charming, old world elegance with a friendly vibe. Great location. Would come back.

Reviewed on Apr 12, 2026

Congress Plaza Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $338 per night from May 9 to May 10
CA $338
CA $445 total
May 9 - May 10
includes taxes & fees
9.4/10 Exceptional! (3,498 reviews)
Clean, friendly, modern, overall great stay!!

Reviewed on Apr 12, 2026

Hyatt Regency Chicago
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 $149 per night from Apr 28 to Apr 29
CA $149
CA $175 total
Apr 28 - Apr 29
includes taxes & fees
8.8/10 Excellent! (5,079 reviews)
Wonderful location and great staff and price !

Reviewed on Apr 12, 2026

River Hotel
See all 2,425 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
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.