Barrington Vacation Packages

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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.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,195, price is now CA $942 per person
CA $942
per person
Jan 21 - Jan 24
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,321, price is now CA $978 per person
CA $978
per person
Jan 21 - Jan 24
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
Price was CA $1,638, price is now CA $1,242 per person
CA $1,242
per person
Jan 11 - Jan 18
found 2 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,106 reviews)

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
Price was CA $1,511, price is now CA $1,166 per person
CA $1,166
per person
Jan 11 - Jan 18
found 2 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (3,188 reviews)
My water was ice cold at sink and shower. At checkout they said multiple rooms had same complaint and did nothing but apologize. I had to shower with ice cold water due to long trip ahead to china. It was absolutely brutal showing. Then the airport shuttle driver was extremely rude to me. He wouldn't help me put luggage bag in the back of shuttle and again at airport drop-off. My bag was right at 50lbs International travel limit and was ok for me to pull around airport but way to heavy to lift into back of bus . He wouldn't help after asking he just used his foot to kick my back and rudely said that's yours. Will never stay at that hotel or use that chain again. The only thing that was good was the room service from restaurant next to lobby the food was excellent staff was friendly and food was at the room extremely fast. I still can't believe they didn't offer anything at checkout other than a pathetic apology.

Reviewed on Nov 6, 2026

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
Downtown Chicago
Price was CA $1,489, price is now CA $1,173 per person
CA $1,173
per person
Jan 21 - Jan 24
found 3 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (2,669 reviews)

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Barrington Hotel Deals

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 $285 per night from Nov 27 to Nov 28
CA $285
CA $334 total
Nov 27 - Nov 28
includes taxes & fees
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 $201 per night from Nov 25 to Nov 26
CA $201
CA $235 total
Nov 25 - Nov 26
includes taxes & fees
Marriott Chicago O'Hare
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 $189 per night from Nov 27 to Nov 28
CA $189
CA $216 total
Nov 27 - Nov 28
includes taxes & fees
9/10 Wonderful! (3,304 reviews)
"There was no blanket cover on the bed, just a sheet, blanket, sheet. Very weird. The shower was too small and the ridiculous shower and hose config took up 1/4 of shower space. Restaurant was mid, where we had to go find a seat inside bar area in order to be visited by wait staff. First stay at a ..."

Reviewed on Nov 6, 2026

Hyatt Regency O'Hare Chicago
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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 Barrington attractions

Deer Grove Forest Preserve

8.0/10 (6 reviews)
Explore the great outdoors at Deer Grove Forest Preserve, a lovely green space in Barrington. Stroll along the lakeside or attend a sporting event in this quaint area.
See properties

What to do in Barrington

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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 $942 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.