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.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Price was CA $964, price is now CA $687 per person
CA $687
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
I was double billed after being assured I would not be charged by both agent and hotel when I saw the hold, as it was a prepaid booking via Expedia

Reviewed on Jul 13, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,141, price is now CA $728 per person
CA $728
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Clean rooms, nice pool, location great

Reviewed on Jul 12, 2026

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Downtown Chicago
Price was CA $1,073, price is now CA $732 per person
CA $732
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
Great stay perfect location

Reviewed on Jul 12, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,871, price is now CA $1,286 per person
CA $1,286
per person
Sep 18 - Sep 22
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
While amenities and being up to date are important, my main focus for a hotel is it’s cleanliness and how comfortable is the bed since I’ve stayed many places that while nice, if the bed is uncomfortable can ruin your stay. Our room at Omni was clean and comfortable. There were a few things that looked a little tired and could use updating but overall we had a good sleep and were refreshed for the next day.

Reviewed on Jul 13, 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 $2,089, price is now CA $1,466 per person
CA $1,466
per person
Sep 18 - Sep 22
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
The staff were very inattentive . 4 calls over 2 days for housekeeping issues . Meal was corrected 2 times still brought the wrong order after she apologized for the first one . If I managed the place I would not be employed

Reviewed on Jul 14, 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
The price is CA $267 per night from Aug 10 to Aug 11
CA $267
CA $318 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very good! (10,258 reviews)
"Poor signage"

Reviewed on Jul 14, 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is CA $231 per night from Aug 9 to Aug 10
CA $231
CA $275 total
Aug 9 - Aug 10
includes taxes & fees
8.8/10 Excellent! (5,352 reviews)
"Room is small but clean enough. Location is the best. Close to the ruyand almost every thing else."

Reviewed on Jul 13, 2026

River Hotel
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Fully refundable
The price is CA $280 per night from Jul 26 to Jul 27
CA $280
CA $375 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (2,457 reviews)
"Rooms and hallway were humid. Floor 16 needs one of those fans to pull the moisture out of the air because the rooms close to the pool felt damp. Other than that, stay was pleasant. Close to many things and easy to walk to."

Reviewed on Jul 13, 2026

Holiday Inn Chicago Dwtn - The Mart by IHG
See all 2,267 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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Stay near popular South Holland attractions

South Holland Village Hall

7.0/10 (29 reviews)
South Holland Village Hall is just one of the places to see in South Holland, so why not enjoy the other things to explore during your travels? Discover the area's great live music and shops.
See properties

What to do in South Holland

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in South Holland

Frequently asked questions

How much does a South Holland vacation package cost?
You'll find cheap prices from CA $687 on Expedia for your South Holland getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to South Holland costs.
What are the cheapest months to go to South Holland?
If you're hoping to book a cheap South Holland vacation package, consider visiting in December, January and February. You'll usually find better rates on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for South Holland?
Dedicate around 2 days for your South Holland vacation if you're hoping to enjoy all that makes this destination unique. Explore popular neighbourhoods, including East Hazel Crest and Schrum. Then check out major sights like Midwest Carvers Museum and William W. Powers State Recreation Area. With a well-planned itinerary, you'll be kept busy with room for some relaxation too. Want to travel beyond South Holland? Consider fitting in an excursion or two.
Is it worth booking a vacation package to South Holland?
South Holland has everything you need for a wonderful escape. Get your South Holland vacation off to a flying start by checking out major attractions like Veterans Memorial Park.
How to find the best South Holland package deals?
Use Expedia's filter tool to find some terrific South Holland package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for South Holland package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a South Holland vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels individually. Better still, you can personalize your South Holland getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to South Holland?
If you've got your South Holland vacation dates locked in, book as early as you can to bag some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to South Holland?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit South Holland.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to set aside for your trip to South Holland. Then, pick a property that fits your budget, whether that's a low-cost stay or a high-end retreat.
  3. Determine how many days away: Start by compiling a list of the sights and activities you'd like to get to in South Holland. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized South Holland vacation package.

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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.