Lakeside Holidays from £481
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Your Lakeside Holiday
With a Lakeside holiday package, say goodbye to travel planning and hello to an effortless adventure. Every detail of your journey has been taken care of before you depart, so you can make the most of your time discovering this exciting city. Fill your schedule with tours of Four Winds Casino New Buffalo, New Buffalo Public Beach and Warren Dunes State Park Beach, some of the attractions you shouldn't miss during a trip to Lakeside. Browse Expedia's wide range of travel options and start planning your dream holiday to Lakeside today.
Top Lakeside Flight + Hotel Deals
Hotel Felix River North/Magnificent Mile
Reviewed on 8 May 2026
Fairmont Chicago at Millennium Park
Reviewed on 5 May 2026
Trump International Hotel & Tower Chicago
Reviewed on 8 May 2026
LondonHouse Chicago, Curio Collection by Hilton
Reviewed on 8 May 2026
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, Warren Dunes State Park Beach and New Buffalo Public Beach |
Top hotels in Lakeside
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
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
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Wonderful stay for a bigger group! We had a great experience at this property. We were especially lucky that the other side of the cottage was empty during our stay, so we had extra privacy and didn’t need to share the backyard or jacuzzi with other guests. The location is beautiful, with easy beach ...
Reviewed on 27 Apr 2026
Blue Chip Casino Hotel and Spa
Nice rooms , comfortable bed with an excellent view of Lake Michigan and Chicago skyline (at dusk with sun setting)...we stayed in the blue spa tower on 14th floor....parking was ample...Infusion cafe had reasonably priced casual menu food items (no other food/restaurant options were open at the ...
Reviewed on 9 May 2026
Popular places to visit
Burnison Galleries
You can spend an afternoon browsing the exhibits at Burnison Galleries in Lakeside. Stroll along the beautiful beaches or visit the casinos in this romantic area.
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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. Flight-inclusive packages are ATOL protected.
