Barrington Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Barrington Vacation

Get ready to experience Barrington your way with a custom Barrington vacation package! Discovering the treasures of this fascinating city is simple with a base in a neighborhood such as Riverwoods, which is great for nature, among lots of other things. Love to explore your new surroundings? Arboretum of South Barrington, Harper College and Deer Park Town Center are three of the leading places to visit during your trip to Barrington. Expedia has what you need to escape your routine. Tailor your vacation to Barrington to match your travel style, whatever that may be!

Top Barrington Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,518, price is now CA $886 per person
CA $886
per person
Nov 6 - Nov 12
found 18 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
Great except parking

Reviewed on Aug. 19, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $2,398, price is now CA $1,307 per person
CA $1,307
per person
Nov 6 - Nov 12
found 18 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug. 22, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $3,113, price is now CA $1,802 per person
CA $1,802
per person
Nov 6 - Nov 12
found 18 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on Aug. 19, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,935, price is now CA $2,285 per person
CA $2,285
per person
Nov 6 - Nov 12
found 18 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $3,111, price is now CA $2,008 per person
CA $2,008
per person
Nov 6 - Nov 12
found 18 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on Aug. 12, 2025

Ready to book your vacation to Barrington?

 

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Barrington Hotel Deals

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 $210 per night from Sep 19 to Sep 20
CA $210
CA $247 total
Sep 19 - Sep 20
includes taxes & fees
8.4/10 Very Good! (1,125 reviews)
"Great amenities and very clean and friendly staff"

Reviewed on Aug. 20, 2025

Marriott Chicago O'Hare
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 $248 per night from Sep 19 to Sep 20
CA $248
CA $291 total
Sep 19 - Sep 20
includes taxes & fees
8.2/10 Very Good! (2,096 reviews)
"Within walking distance of the tram station at O'Hare International Airport. The food in the restaurant was okay--nothing to write home about."

Reviewed on Aug. 22, 2025

Hilton Chicago O'Hare Airport
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 $198 per night from Sep 19 to Sep 20
CA $198
CA $225 total
Sep 19 - Sep 20
includes taxes & fees
8.6/10 Excellent! (1,895 reviews)
"Super accommodating when we requested a change of room"

Reviewed on Aug. 24, 2025

Hyatt Regency O'Hare Chicago
See all 1,445 properties in Barrington
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 Barrington

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

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

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
Navy Pier

Navy Pier

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

Navy Pier

What to do in Barrington

River tour boat in Chicago

Architecture River Tour

CA $57
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 $56
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
96% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Barrington

Frequently asked questions

How much does a Barrington vacation package cost?
You can pick up a vacation package to this top destination from CA $886 on Expedia. But how much your vacation to Barrington costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Barrington?
You're likely to find lower rates and better availability in January, February and November. Take a look at our cheap Barrington vacation packages and you could land some great off-season deals.
How many days is enough for Barrington?
Allow at least 2 days for your Barrington vacation in order to take in all that makes this destination unique. Wander around key neighbourhoods, including South Barrington and Kildeer. Then tick off top sights such as Deer Grove Forest Preserve and Bristol Trails Park. With a good itinerary, you can keep busy with room for some me-time too. Want to travel outside of Barrington? Consider fitting in a day trip or two.
Is it worth booking a vacation package to Barrington?
Popular for its history, walking trails and golfing, a Barrington vacation is a hit with all kinds of travellers. Be sure to visit leading sights like Baker's Lake Nature Preserve and The Catlow Theatre, and consider renting a set of wheels for day trips to discover even more.
How to find the best Barrington package deals?
Use Expedia's handy filters to find some tempting Barrington package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Barrington package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Barrington vacation as a package?
You can enjoy significant savings on your Barrington retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Barrington?
Score incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Barrington trip.
How to plan a trip to Barrington?

  1. Choose your dates: What you plan to do in Barrington and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: Besides the price of your stay, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to Barrington.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Barrington. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Barrington vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.