Port Barrington Vacations from $403

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The Latest Port Barrington vacation packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $619, price is now $403 per person
$403
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,607 reviews)
Loved the hotel and staff

Reviewed on May 29, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,192, price is now $761 per person
$761
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.

Reviewed on May 22, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $797, price is now $510 per person
$510
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,188 reviews)
Staff was super nice and attentive.

Reviewed on May 29, 2026

Urban Chicago Oasis

Urban Chicago Oasis

2 out of 5
Lakeview
Save 100% on your flight
Price was $1,648, price is now $1,074 per person
$1,074
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
No reviews
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,456, price is now $968 per person
$968
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!

Reviewed on May 28, 2026

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Discover the most popular places to visit in Port Barrington

Peaceful young wild fallow deer with spots grazing in forest on blurred background of green plants and woods

Deer Grove Forest Preserve

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.

Deer Grove Forest Preserve

Arboretum of South Barrington

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

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 family-friendly area.

Deer Park Town Center

Port Barrington Hotel Deals

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

2 out of 5
22 West Algonquin Road Arlington Heights IL
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $68 total per night from Jun 16 to Jun 17
$68 total
Jun 16 - Jun 17
Total with taxes and fees
5.4/10 (1,003 reviews)
"Remodeling"

Reviewed on May 29, 2026

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $170 total per night from Jun 1 to Jun 2
$170 total
Jun 1 - Jun 2
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"The people who were working here OUTSTANDINGLY KIND, and EXCELLENT at their jobs. They honestly cared about making our stay here work out ."

Reviewed on May 27, 2026

Great Wolf Lodge Illinois
Baymont by Wyndham Glenview

Baymont by Wyndham Glenview

3 out of 5
1625 Milwaukee Ave Glenview IL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from May 31 to Jun 1
$80 total
May 31 - Jun 1
Total with taxes and fees
7.6/10 Good! (1,002 reviews)
"Old, scratched, and in places broken furniture; a thick layer of dust on the bathroom exhaust fan; uncleaned hair on the floor left by previous guests; dried spit on the wall and neighbors jumping around on the floor upstairs. Guys, you have grossly overestimated the nightly rate for your rooms."

Reviewed on May 28, 2026

Baymont by Wyndham Glenview
See all 873 properties in Port 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 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 $403 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.