Lakeside Vacations from ￥55,265
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The Latest Lakeside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Best Western River North Hotel
Downtown Chicago
Price was ￥60,435, price is now ￥55,265 per person
￥55,265
per person
Mar 6 - Mar 8
just found
Roundtrip non-stop flight included
Greenville (GSP) to Chicago (ORD)
7.8/10 Good! (1,012 reviews)
Really enjoyed this hotel great location price is good too! Staff very nice , but $100 each day for deposit is kinda crazy… besides that good.
Reviewed on Jan 13, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥172,337, price is now ￥134,343 per person
￥134,343
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip flight included
Greenville (GSP) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing
Reviewed on Jan 13, 2026
Virgin Hotels Chicago
Downtown Chicago
Price was ￥74,384, price is now ￥61,868 per person
￥61,868
per person
Mar 6 - Mar 8
just found
Roundtrip non-stop flight included
Greenville (GSP) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
The sweetest staff ever! Very welcoming. Had a great stay!
Reviewed on Jan 9, 2026
Find the Best Lakeside Vacation Packages
Lakeside Hotel Deals
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 Nov 9, 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 Sep 26, 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 Sep 25, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
