Port Barrington Vacations from $128

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The Latest Port Barrington vacation packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $233, price is now $128 per person
$128
per person
Jan 24 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18/10 Exceptional! (1,001 reviews)
great staff...loved our stay.

Reviewed on Nov 22, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $585, price is now $310 per person
$310
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

Grand Royal Hotel O'Hare - Chicago

Grand Royal Hotel O'Hare - Chicago

3.5 out of 5
Save 100% on your flight
Price was $887, price is now $482 per person
$482
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
11.6/10 Exceptional! (215 reviews)
Friendly front desk, easy and convenient for my overnight layover in Chicago

Reviewed on Nov 7, 2025

The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
Save 100% on your flight
Price was $552, price is now $302 per person
$302
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
17.2/10 Exceptional! (161 reviews)
Beautiful place, friendly staff. We loved the restaurant.

Reviewed on Nov 1, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $792, price is now $437 per person
$437
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Clean, quiet and comfortable room, courteous staff. We received a $25k food credit through Expedia and got exceptional pastries and coffee at the adjacent cafe.

Reviewed on Nov 22, 2025

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Discover the most popular places to visit in Port Barrington

Arboretum of South Barrington

4.5/5(9 reviews)

You can do some window-shopping at Arboretum of South Barrington during your stay in South Barrington. Stroll along the lakeside or attend a sporting event in this quaint area.

Arboretum of South Barrington

Deer Park Town Center

5/5(4 reviews)

You can browse for the perfect souvenirs at Deer Park Town Center during your trip to Deer Park. Stroll along the lakeside or attend a sporting event in this quaint area.

Deer Park Town Center

Fox River Preserve

Explore the great outdoors at Fox River Preserve, a lovely green space in Port Barrington. Stroll along the lakeside or attend a sporting event in the area.

Fox River Preserve

Find the Best Port Barrington Vacation Packages

Port Barrington Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
1,500
Top Sights
Makray Memorial Golf Club, Deer Grove Forest Preserve and Bakers Lake Nature Preserve

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Frequently asked questions

How much does a Port Barrington vacation package cost?
You can grab a vacation package to this top destination from $128 on Expedia. But how much your vacation to Port Barrington costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Port Barrington?
February, July and October are the best times to search for cheap Port Barrington vacation packages. Traveling in quieter months means you can usually find lower prices on hotels and flights.
How many days is enough for Port Barrington?
Generally, a handful of days is enough to go to the main attractions during your Port Barrington vacation. But if you'd like to have some time to kick back or go on day trips, think about extending your itinerary.
How to find the best Port Barrington package deals?
Use Expedia's filters to find some great Port 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 escape for midweek, or search for Port Barrington package deals in the low season. Play around with your travel dates and you may score even bigger 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 Port Barrington vacation as a package?
You can enjoy significant savings on your next Port Barrington getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Port Barrington?
If you're planning a spur-of-the-moment Port Barrington vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Port Barrington vacation packages?
Your Port Barrington getaway is meant to be a relaxing escape from your daily routine, not a source of money worries. So to allow you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.