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.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Nice property, very walkable. Front desk was great. Bar area nice & welcome drink nice. Concierge was not around. Got suite with 2 full baths which was awesome with teens. Great stay overall!

Reviewed on Jul. 12, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
Hotel staff and room were awesome..bed very comfortable. Coffee shop was great had great fast breakfast options. Had Miss Rickie's one day was really great food. Only complaint would be the rooftop bar evening clientele...did not feel comfortable and they were loud and raucous.

Reviewed on Jul. 8, 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 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Gorgeous room with a breathtaking view!

Reviewed on Jul. 10, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 24 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (627 reviews)
This place was secure and beautiful. The amenities were top notch & I felt 100% safe while there. Will return!

Reviewed on Jul. 7, 2025

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 $208 per night from Jul 13 to Jul 14
CA $208
CA $237 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,713 reviews)
"Great facility! Clean and wonderful staff"

Reviewed on Jul. 6, 2025

Hyatt Regency O'Hare Chicago
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 $185 per night from Aug 10 to Aug 11
CA $185
CA $211 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,282 reviews)
"Beds were super comfortable and bathroom amenities plentiful. Great location with shops and food. My only concern was the entrance to parking and the lack of communication that you could not enter from the main entrance. We got caught in a bottleneck with cars turning around and with the shuttle ..."

Reviewed on Jul. 9, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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 $221 per night from Jul 26 to Jul 27
CA $221
CA $259 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very Good! (1,078 reviews)
"Easy and comfortable."

Reviewed on Jul. 10, 2025

Marriott Chicago O'Hare
See all 1,480 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Barrington

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

What to do in Barrington

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
94% 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 $61
per adult
92% 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 $761 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.