Barrington Vacations from $368

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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!

The Latest Barrington vacation packages

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

Downtown Chicago
Save 100% on your flight
$368
per person
Oct 22 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.6/10 Good! (2,721 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
$2,744
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
Save 100% on your flight
$1,588
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (512 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
$781
per person
Oct 22 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Room and hotel was clean, gorgeous property great food. The rooftop bar has great views. Breakfast buffet is good, really nice variety it does get busy though.

Reviewed on Aug 7, 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
Save 100% on your flight
$677
per person
Oct 22 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Nothing

Reviewed on Aug 7, 2026

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Stay near popular Barrington attractions

Deer Grove Forest Preserve

8.0/10 (6 reviews)
Explore Cook County's oldest forest preserve, a 2,000-acre sanctuary of wetlands, forests, and prairies. Hike trails through diverse habitats where white-tailed deer and birds create memorable wildlife encounters.
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Arboretum of South Barrington

7.8/10 (15 reviews)
This upscale outdoor shopping center offers retail, dining, and entertainment amid lush gardens from its tree farm heritage. Enjoy a movie at Star Cinema Grill or bowling and bocce at Pinstripes.
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Makray Memorial Golf Club

8.0/10 (9 reviews)
This championship course challenges golfers with strategic bunkers and diverse hole layouts across 18 meticulously maintained holes. Enjoy elevated tees, scenic water hazards, and our elegant Oak Terrace Grille.
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Deer Park Town Center

8.6/10 (24 reviews)
This upscale open-air shopping center showcases over 70 high-end retailers and diverse dining options. Enjoy a leisurely afternoon browsing luxury brands before catching a film at Century Theatres.
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Fox River Preserve

7.4/10 (8 reviews)
This riverside sanctuary offers miles of scenic trails through woodlands along the Fox River. Explore by boat from the marina or relax at picturesque picnic spots overlooking the water.
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Norton's U.S.A.

5.4/10 (3 reviews)
This charming general store exclusively stocks American-made products, from household goods to unique gifts. Browse the nostalgic collection while chatting with knowledgeable staff about their local manufacturers.
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Spring Lake Valley Forest Preserve Trailhead

6.6/10 (4 reviews)
Winding through woodlands and prairies, this preserve offers tranquil trails for hikers and horseback riders. Explore diverse ecosystems along well-maintained paths through this natural Barrington Hills sanctuary.
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Bowlero Deer Park

You can take time to visit Bowlero Deer Park during your travels to Barrington. Make time to visit the shops and churches while you're in the area.
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What to do in Barrington

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$27
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

$47
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Barrington

Barrington Hotel Deals

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$169 nightly
$193 total
Aug 30 - Aug 31
Total with taxes and fees
8.8/10 Excellent! (2,962 reviews)
"This hotel meets every need."

Reviewed on Aug 7, 2026

Hyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$216 nightly
$254 total
Aug 29 - Aug 30
Total with taxes and fees
8.4/10 Very Good! (2,373 reviews)
"Comfortable hotel in the airport. Staff is friendly and professional. Restaurant and bar were super congenial. Great place to stay on a quick trip to Chicago or on layover."

Reviewed on Aug 6, 2026

Hilton Chicago O'Hare Airport
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

4200 North River Road Schiller Park IL
Fully refundable
$101 nightly
$116 total
Sep 1 - Sep 2
Total with taxes and fees
Comfort Suites Chicago O'Hare Airport
See all 1,601 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.

Find the Best Barrington Vacation Packages

Barrington Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
10,400
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Marriott Theatre, Rainbow Falls Waterpark and Lynfred Winery

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Frequently asked questions

How much does a Barrington vacation package cost?
Offering great value package deals from $368 on Expedia, you'll be pleasantly surprised at how much a vacation to Barrington costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Barrington?
If you'd like to snag a cheap Barrington vacation package, consider visiting in February, July and October. You're likely to find lower rates on flights and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Barrington?
We'd suggest booking a Barrington vacation for around 2 days. This will allow you time to check off popular sights such as Baker's Lake Nature Preserve and Spring Lake Valley Forest Preserve Trailhead, and explore neighborhoods like South Barrington and Kildeer. You might even be able to fit in a day trip (or two) from Barrington.
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 types of travelers. Be sure to check out top sights like Makray Memorial Golf Club and Baker's Lake Nature Preserve, and consider renting some wheels for day trips to discover even more.
How to find the best Barrington package deals?
Begin your search for a Barrington package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Barrington package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Barrington adventure underway.
Is it cheaper to book a Barrington vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays individually. Better still, you can tailor your Barrington escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Barrington?
If you're planning a spur-of-the-moment Barrington getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Barrington vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Barrington break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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