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.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,094, price is now CA $750 per person
CA $750
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (2,079 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,578, price is now CA $1,681 per person
CA $1,681
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,041 reviews)
This was the best hotel I’ve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities

Reviewed on Jul 30, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $2,207, price is now CA $1,450 per person
CA $1,450
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,563, price is now CA $1,032 per person
CA $1,032
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (540 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $3,166, price is now CA $2,159 per person
CA $2,159
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (509 reviews)

Ready to book your vacation to Barrington?

 

Choose your dates

Barrington 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 $237 per night from Aug 30 to Aug 31
CA $237
CA $270 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (2,940 reviews)
"Free airport shuttle and modernized room 10/10"

Reviewed on Aug 3, 2026

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 $349 per night from Aug 7 to Aug 8
CA $349
CA $410 total
Aug 7 - Aug 8
includes taxes & fees
Hilton Chicago O'Hare Airport
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
Fully refundable
The price is CA $202 per night from Aug 24 to Aug 25
CA $202
CA $230 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (2,954 reviews)
"The room was clean and very comfortable. It was a spacious suite."

Reviewed on Aug 2, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 1,603 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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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 family-friendly area.
See properties

What to do in Barrington

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $38
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 $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See Chicago's magnificent skyline at night!

Chicago By Night River and Lake Cruise

CA $70
per adult
92% of travellers recommend
Chicago By Night River and 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 $750 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.