Lakeside Holidays
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Top Flight + Hotel Deals in Lakeside
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was €1,026, price is now €842 per person
€842
per person
30 Mar - 2 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Staff was extremely polite, rooms were clean. No issues at all
Reviewed on 2 Feb 2026
Level Chicago – Old Town
Downtown Chicago
Price was €1,048, price is now €893 per person
€893
per person
30 Mar - 2 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on 2 Feb 2026
The Emily Hotel
Downtown Chicago
Price was €1,094, price is now €942 per person
€942
per person
30 Mar - 2 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again.
Reviewed on 25 Jan 2026
Pendry Chicago
Downtown Chicago
Price was €1,007, price is now €872 per person
€872
per person
30 Mar - 2 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on 31 Jan 2026
Top hotels in Lakeside
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
Lakeside MI
9.8/10 Exceptional! (113 reviews)
Great place. Beautiful home and perfect location to New Buffalo, Lakeside, and other places. The owner was very responsive and helpful. Strongly recommend this home.
Reviewed on 9 Nov 2025
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
Lakeside MI
9/10 Wonderful! (50 reviews)
Really liked the layout, the added privacy of the studio was great though it could use a microwave, table or desk and a place to put clothes. The beach is great and the kayaks are a great added bonus.
Reviewed on 25 Sept 2025
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside MI
9.2/10 Wonderful! (55 reviews)
Great property. Just as advertised. Hope to come back soon
Reviewed on 26 Sept 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.
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