Port Barrington Vacation Packages
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Top Port Barrington Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
CA $1,022
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
The Riu Plaza is more of a 2-3 star hotel staying there this week. Here are the reasons I experienced. Bed linen and towels dirty for 2 days having to be changed by cleaning staff. One bathroom sink stopped up. We visited the restaurant on the roof which had a nice ambiance but the service was extremely slow with the spicy wings I ate that did not agree with my stomach. Unfortunately there is no business center on the premises. The self-parking garage the hotel recommended is very scary.
Overall, we were highly disappointed with the 3 night stay at the Riu Plaza and do not recommend it.
Reviewed on Sep 6, 2026
Grand Geneva Resort & Spa
CA $1,063
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,009 reviews)
Our villa was clean and we had zero issues with it - everything worked. Laundry was easy to use, and we were even able to get room service. Somewhat unexpected given that the villas are detached from the main lodge. The only thing to know is that villas guests *do not* have access to the main outdoor pool, which means one cannot use the outdoor food/bar there. There is a small pool for each set of villas, but it is small, and minimally equipped. Again, no issues with it - perfectly nice, you just need to bring your own food.
Reviewed on Sep 4, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
CA $988
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,685 reviews)
Arrived to a confusion about the room and pricing through Expedia. Staff was helpful and took care of it! Got the pricing we were promised and had a great stay! Me and my fiance had a great time!
Reviewed on Sep 5, 2026
Ready to book your vacation to Port Barrington?
Port Barrington Hotel Deals
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
CA $175
CA $198 total
Sep 7 - Sep 8
includes taxes & fees
La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd Gurnee IL
Fully refundableReserve now, pay when you stay
CA $96
CA $108 total
Oct 5 - Oct 6
includes taxes & fees
8/10 Very good! (1,835 reviews)
"El hotel está muy sucio y las camas oribles no se puede dormir"
Reviewed on Sep 6, 2026
The Westin Chicago Northwest
400 Park Blvd Itasca IL
Fully refundableReserve now, pay when you stay
CA $220
CA $246 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"All good, but the last day was very noisy till 2am , because of party"
Reviewed on Sep 5, 2026
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.
Stay near popular Port Barrington attractions
Fox River Preserve
7.4/10 (8 reviews)
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.
Frequently asked questions
How much does a Port Barrington vacation package cost?
You can pick up a vacation package to this top destination from CA $720 on Expedia. However, how much your vacation to Port Barrington costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Port Barrington?
You can usually find reduced prices and greater availability in January, February and November. Take a look at our cheap Port Barrington vacation packages and you could score some great off-season discounts.
How many days is enough for Port Barrington?
The ideal duration for your Port Barrington vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to visit all the main attractions and discover some hidden spots along the way.
How to find the best Port Barrington package deals?
Use Expedia's handy filters to help you find some fabulous Port Barrington package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Port Barrington package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Port Barrington vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights individually. Better still, you can personalize your Port Barrington escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Port Barrington?
Enjoy incredible bargains by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Port Barrington getaway.
How to plan a trip to Port Barrington?
- Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Port Barrington.
- Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to airfares and activities. Your hotel will likely be the biggest expense during your trip to Port Barrington.
- Decide your trip length: Think about how much time you'd like to spend exploring Port Barrington. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Port Barrington vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
