Lakeside Holidays from AU$274
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Your Lakeside Holiday
Our Lakeside holiday packages allow you to create your own adventure. Tailor your getaway to your interests and style and make every moment count in this wonderful city. A trip to Lakeside is an excellent opportunity to do some sightseeing. Make sure you visit popular attractions like Four Winds Casino New Buffalo, Warren Dunes State Park and New Buffalo Public Beach. Browse Expedia's extensive range of travel options and start planning your ultimate holiday to Lakeside now.
The Latest Lakeside Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston
Downtown Evanston
Price was AU$382, price is now AU$274 per person
AU$274
per person
10 Jan - 12 Jan
found 1 hour ago
Return flight included
Dallas (DFW) to Chicago (ORD)
7.6/10 Good! (1,002 reviews)
Clean rooms, great location in Evanston near the university. Helpful staff.
Reviewed on 17 Nov 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$849, price is now AU$558 per person
AU$558
per person
10 Jan - 12 Jan
found 10 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on 2 Dec 2025
Hotel Chicago Downtown, Autograph Collection by Marriott
Downtown Chicago
Price was AU$427, price is now AU$300 per person
AU$300
per person
10 Jan - 12 Jan
found 10 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9/10 Wonderful! (1,003 reviews)
Staff were very pleasant and helpful. We will definitely be back.
Reviewed on 26 Nov 2025
Hilton Chicago O'Hare Airport
O'Hare
Price was AU$672, price is now AU$505 per person
AU$505
per person
9 Jan - 11 Jan
found 24 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
The family room we stayed has a wide airport view, which I’m so impressed with.
Reviewed on 2 Dec 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was AU$739, price is now AU$567 per person
AU$567
per person
2 Jan - 4 Jan
found 11 hours ago
Return flight included
Dallas (DFW) 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
Lakeside Holiday
Lakeside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | South Bend Intl. Airport (SBN) |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Warren Dunes State Park, New Buffalo Public Beach and Warren Dunes State Park Beach |
Our pick of the best Lakeside Hotel Deals
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
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 4 Dec to 5 Dec
AU$176
4 Dec - 5 Dec
includes taxes & fees
8.2/10 Very Good! (1,843 reviews)
Everything
Reviewed on 28 Nov 2025
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 4 Dec to 5 Dec
AU$122
4 Dec - 5 Dec
includes taxes & fees
9.2/10 Wonderful! (1,630 reviews)
Great place, hotel room is very well appointed.
Reviewed on 2 Dec 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.
