Port Barrington Holidays
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Top Flight + Hotel Deals in Port Barrington
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was €1,386, price is now €793 per person
€793
per person
5 Feb - 11 Feb
found 24 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on 26 Nov 2025
Chicago luxury home suites
Downtown Chicago
Save 100% on your flight
Price was €3,440, price is now €2,345 per person
€2,345
per person
5 Feb - 11 Feb
found 24 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.
Reviewed on 26 Nov 2025
Pendry Chicago
Downtown Chicago
Price was €1,009, price is now €713 per person
€713
per person
5 Feb - 11 Feb
found 24 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
I thoroughly enjoyed my time at Pendry Chicago. I stayed in a tower king room. I originally was going to stay in a suite but the normal king room was very spacious for one person. The valet service was pretty quick and the valets were all very nice. The front desk clerk was extremely helpful and professional. I loved staying right on Michigan Ave and within walking distance to so many things. I read some reviews saying safety was a concern but I didn’t experience any safety issues. They lock the doors on Michigan Ave after a certain point to keep the flow of traffic thru a better monitored entrance. I also took an evening(beginning around 9:30pm) stroll around Millennium Park, down to Buckingham fountain and back up Michigan Ave to the river and the surroundings blocks around the hotel. At no point did I feel unsafe and would highly recommend this hotel to anyone coming to Chicago. The location is fantastic, the employees are amazing and the rooms are comfy. What more could you ask for?
Reviewed on 26 Nov 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,714, price is now €1,215 per person
€1,215
per person
1 Feb - 6 Feb
found 9 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Everything perfect , comfortable room , nice staff make out stay unforgettable.
Reviewed on 27 Nov 2025
Top hotels in Port Barrington
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is €107 per night from 7 Dec to 8 Dec
€107
7 Dec - 8 Dec
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
The hotel was clean, inviting and the staff was courteous. Unfortunately they have the skimpiest pillows I've ever seen. It was difficult to sleep on them. Also the sheets arent long enough to cover a king sized bed, do the bottom of the bed is weird.
Reviewed on 23 Nov 2025
Motel 6 Prospect Heights, IL
540 N Milwaukee Ave Prospect Heights IL
Fully refundableReserve now, pay when you stay
The price is €37 per night from 15 Dec to 16 Dec
€37
15 Dec - 16 Dec
includes taxes & fees
8/10 Very Good! (1,513 reviews)
Best Motel 6 I've stayed in. This place is a great value.
Reviewed on 21 Nov 2025
Motel 6 Elk Grove Village, IL
1000 W Devon Ave Elk Grove Village IL
Fully refundableReserve now, pay when you stay
The price is €41 per night from 11 Dec to 12 Dec
€41
11 Dec - 12 Dec
includes taxes & fees
8/10 Very Good! (1,057 reviews)
Great stay. Rooms were clean and it was quiet. Great for the price, saved over $200 compared to other hotel/motel. Would stay here again. Friendly staff
Reviewed on 22 Nov 2025
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.
Popular places to visit
Makray Memorial Golf Club
Enjoy a round of golf in Barrington at Makray Memorial Golf Club. Stroll along the lakeside or attend a sporting event in this quaint area.
The Catlow Theater
You can make plans for a show at The Catlow Theater on your trip to Barrington. Stroll along the lakeside or attend a sporting event in this family-friendly area.
Baker's Lake Nature Preserve
Explore the great outdoors at Baker's Lake Nature Preserve, a lovely green space in Barrington. Amble around this quaint area's lakeside or attend a sporting event.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
