Riverwoods Vacation Packages
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Top Holiday Package Deals in Riverwoods
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
CA $1,047
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Great location wonderful. Room and amenities.
Cafe in lobby very healthy options.
Great spot to be in the Gold Coast
Reviewed on Sep 24, 2026
Where to stay in Riverwoods
Find the best Riverwoods areas and neighborhoods for the activities you enjoy most. Learn more about Riverwoods
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Riverwoods Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
CA $243
CA $276 total
Oct 18 - Oct 19
includes taxes & fees
Marriott Chicago O'Hare
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
CA $265
CA $311 total
Oct 23 - Oct 24
includes taxes & fees
Loews Chicago O'Hare Hotel
5300 N River Rd Rosemont IL
CA $309
CA $352 total
Oct 23 - Oct 24
includes taxes & fees
9.4/10 Exceptional! (2,242 reviews)
"Cute giftbag for our fur baby!"
Reviewed on Sep 23, 2026
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.
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 $701. 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.
Stay near popular Riverwoods attractions
Ravinia Green Country Club
Enjoy a round of golf in Deerfield at Ravinia Green Country Club. While in this family-friendly area, you can enjoy the restaurants.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.