Port Barrington Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Port Barrington

Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 22 Jun to 23 Jun
S$176
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (1,115 reviews)
"We were really comfortable, everything was good"

Reviewed on 9 Jun, 2025

Hyatt Regency Schaumburg Chicago
Grand Royal Hotel O'Hare - Chicago
Grand Royal Hotel O'Hare - Chicago
3.5 out of 5
1000 Busse Rd, Elk Grove Village, IL
Fully refundableReserve now, pay when you stay
The price is S$92 per night from 23 Jun to 24 Jun
S$92
23 Jun - 24 Jun
includes taxes & fees
5.2/10 (66 reviews)
"First part of our trip wasn't good, after flying from Sacramento, CA to Chicago, IL for my college graduation we went to check into Extended Stay and waited for 35 minutes to see if they had a room for me or not. The next hotel that we we're able to check into right away. We wasted $54 on an uber ..."

Reviewed on 9 Jun, 2025

Grand Royal Hotel O'Hare - Chicago
DoubleTree by Hilton Chicago - Arlington Heights
DoubleTree by Hilton Chicago - Arlington Heights
4 out of 5
75 W Algonquin Rd, Arlington Heights, IL
Fully refundableReserve now, pay when you stay
The price is S$127 per night from 6 Jul to 7 Jul
S$127
6 Jul - 7 Jul
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"Close to my needs"

Reviewed on 11 Jun, 2025

DoubleTree by Hilton Chicago - Arlington Heights
See all 770 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.

Frequently asked questions

How much does a Port Barrington holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday 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?
You can generally find reduced prices and greater availability in January, February and November. Explore our cheap Port Barrington holiday packages and you could score some great off-season discounts.
How many days is enough for Port Barrington?
Typically, a handful of days is enough to check out the main attractions during your Port Barrington holiday. However, if you prefer to have more time to rest or take day tours, consider extending your trip.
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 holiday package as soon as possible.
Is it cheaper to book a Port Barrington holiday as a package?
You can enjoy significant savings on your next Port Barrington getaway by booking a personalised holiday 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 holiday package to Port Barrington?
If you’re planning a spur-of-the-moment Port Barrington holiday, 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.
How to plan a trip to Port Barrington?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Port Barrington.
  2. Plan your budget wisely: As well as the cost of your hotel, you should consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Port Barrington.
  3. Decide how many days away: Start by compiling a list of the activities and sights you’d like to get to in Port Barrington. Then, estimate how long you’ll need at each, including any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that’s left is to pick a Port Barrington holiday package that brings all your bookings together.

Popular places to visit

Deer Park Town Center

You can do some window-shopping at Deer Park Town Center during your stay in Deer Park. Stroll along the lakeside or attend a sporting event in this family-friendly 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.