Riverwoods Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Holiday Package Deals in Riverwoods

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 20 - Sep 22
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
This hotel is designed well and has a great little bar downstairs along with a nice restaurant/cafe adjacent to the property. The front desk girls are mostly helpful specifically Muriel who made my stay extremely comfortable and gave me tons of recs on eats, etc. I was so thankful to have her around! I had AC issues with a crazy rattling noise in my first room and was upgraded to another nicer room my last night there. Neither of the beds were very comfortable - I think adding a pillow top would be helpful! The rooms are cute though!

Reviewed on Jul. 14, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Amazing customer service

Reviewed on Jul. 13, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I loved the location of the property, and the overall concept of something fun and funky, but I had a "higher end" room, and it was right near the elevator, so I got a lot of noise on that side, plus the El from the other side. The rug wasn't super clean (although the bedding and the rest of the room were a delight). The most annoying thing was the TV. Anything I turned it to, 10 minutes later to the minute, it went back to the Virgin channel #1, here are all our hotels in the world. I really hated having to stay on top of a show, when usually I want the tv on as background while I'm getting ready, etc. Also, this hotel's amenities were oversold, i.e., good luck getting on the rooftop, especially if you just wanted a quiet sip of a drink. I loved the cafe and the staff, though, everyone was very pleasant.

Reviewed on Jul. 15, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 20 - Sep 22
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
Nice room and view. Rooftop was gorgeous

Reviewed on Jul. 13, 2025

Where to stay in Riverwoods

Find the best Riverwoods areas and neighborhoods for the activities you enjoy most. Learn more about Riverwoods
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Riverwoods Hotel Deals

Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Jul 21 to Jul 22
CA $209
CA $238 total
Jul 21 - Jul 22
includes taxes & fees
8.6/10 Excellent! (1,729 reviews)
"This was a last minute booking as our flight got cancelled. Airport shuttle was a life saver!!"

Reviewed on Jul. 12, 2025

Hyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Aug 8 to Aug 9
CA $246
CA $288 total
Aug 8 - Aug 9
includes taxes & fees
8/10 Very Good! (2,077 reviews)
Convenient location
"Excellent option when traveling from ORD. Convenient location with direct access to the airport terminal. Good facilities."

Reviewed on Jul. 13, 2025

Hilton Chicago O'Hare Airport
Marriott Chicago O'Hare
Marriott Chicago O'Hare
3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Aug 8 to Aug 9
CA $233
CA $274 total
Aug 8 - Aug 9
includes taxes & fees
8.4/10 Very Good! (1,083 reviews)
"For the price we paid, i was disappointed to find that our room smelt like cigarettes. A few fixtures in the room seem to be stained from smoke and the carpet didn’t feel clean. But aside from that, the pool was clean, bathroom was nice, breakfast was expensive but it was okay. Stayed for two days. ..."

Reviewed on Jul. 11, 2025

Marriott Chicago O'Hare
See all 1,782 properties in Riverwoods
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

Frequently asked questions

How much does a Riverwoods vacation package cost?
Cross off another part of the world with our Riverwoods vacation packages, which start from just CA $576. Choose the flights and hotels that suit your plans. Then, add on some activities or tours for an unforgettable escape.
How do I get a cheap travel package to Riverwoods?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities --- we've got it all. Pick the combination that suits your style and see your savings pile up. We know a travel package is never a one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotels around the globe, which lets you customize your Riverwoods adventure.
Where should I stay in Riverwoods?
With so much to do in Riverwoods, it makes sense to secure a room in a hotel near its attractions. Trinity International University, Par-King Skill Golf and Edward L. Ryerson Conservation Area are some popular ones to put on your to-do list.
What are the top hotels in Riverwoods?
If it's comfort and convenience you want, you can't beat Holiday Inn Express & Suites Chicago-Deerfield/Lincoln, an IHG Hotel. Spend your evenings unwinding here and your days exploring Riverwoods's best attractions.
How far in advance should I book my Riverwoods vacation?
To bag rock-bottom prices, book ASAP. Air carriers typically release flights, along with some of the lowest fares, up to 12 months ahead of time. Hotels, car rental and activities should also be booked early to avoid disappointment. If you've decided on a last-minute getaway in Riverwoods, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Riverwoods travel package include?
It depends on what sort of escape you're planning. Riverwoods vacation deals can include flights, hotels and car rentals. You can mix and match to create the bundle that suits you. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Riverwoods travel package?
Find deals that suit your budget with an Expedia package. Airfares, hotels, rental cars --- we've got them all. You'll save precious dollars just by combining your bookings. Whether you're taking off on a ski trip or sipping cocktails on a beach, your ideal getaway is just a few clicks away.
Can I choose my airline with a Riverwoods Expedia vacation package?
Yes --- and it's easy too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Riverwoods vacation package?
We totally get that unexpected stuff happens. If you've locked in a Riverwoods vacation package and need to cancel or amend it, we're here to help. We recommend checking out our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it's more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Riverwoods

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Navy Pier

Navy Pier

4.5/5(459 reviews)

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

Navy Pier
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

Things to do

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.