Lakeside Holidays

    Plan, book, travel with confidence
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Lakeside Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
theWit Chicago, a Hilton Hotel
Virgin Hotels Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
Park Hyatt Chicago

Top hotels in Lakeside

Blue Chip Casino Hotel and Spa
Blue Chip Casino Hotel and Spa
3.5 out of 5
777 Blue Chip Drive, Michigan City, IN
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 2 Dec to 3 Dec
S$170
includes taxes & fees
2 Dec - 3 Dec
8/10 Very Good! (1,269 reviews)
"Hotel and Casino were good! Not so good off property. Felt a little unsafe and dirty."

Reviewed on 28 Oct,2024

Blue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo
Four Winds Casino Resort – New Buffalo
3.5 out of 5
11111 Wilson Road, New Buffalo, MI
Fully refundable
The price is S$200 per night from 10 Nov to 11 Nov
S$200
includes taxes & fees
10 Nov - 11 Nov
9.2/10 Wonderful! (1,016 reviews)
"Loved the fact of how the hotel is nestled around a forest and with the colorful trees changing it was beautiful! I highly recommend to all friends and family to stay here .."

Reviewed on 29 Oct,2024

Four Winds Casino Resort – New Buffalo
Baymont by Wyndham New Buffalo
Baymont by Wyndham New Buffalo
2.5 out of 5
18800 Harbor Country Drive, New Buffalo, MI
Fully refundableReserve now, pay when you stay
The price is S$87 per night from 28 Nov to 29 Nov
S$87
includes taxes & fees
28 Nov - 29 Nov
6.4/10 (1,005 reviews)
"Lauren at front desk was very polite and professional. The overall condition of hotel was great."

Reviewed on 20 Oct,2024

Baymont by Wyndham New Buffalo
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.

Frequently asked questions

How much does a Lakeside holiday package cost?
We make it simple for everyone to travel, with Lakeside holiday packages starting from just S$7,584. You’ll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few experiences and tours to your travel itinerary?
How do I get a cheap travel package to Lakeside?
One of the easiest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, flights, rental cars and activities — we’ve got everything you need. Pick and choose the combination that best fits you and see your savings grow. We know a travel package is never a one-size-fits-all. That’s why Expedia offers over 550 air carriers and 1,000,000 hotels around the globe, which lets you customize your Lakeside holiday.
Where should I stay in Lakeside?
With lots to explore in Lakeside, it’s a good idea to lock in a hotel near its attractions. Cherry Beach, St. Julian Winery - Union Pier Tasting Room and Round Barn Union Pier Tasting Room are some interesting ones to put on your itinerary.
What are the top hotels in Lakeside?
If it’s your first time in Lakeside, secure a room at New, Modern 6 Bd Home With Private Pool or 3 Nt Min - Lakeside Home Walking Distance To Association Beach. Both offer comfy beds and are favourites among many savvy travellers.
How far in advance should I book my Lakeside holiday?
Smart travellers will likely want to book as early as possible. You can generally compare international airfares on Expedia up to 12 months before your intended flight. If you’re purchasing your ticket at the last minute, don’t worry. Low prices occasionally appear in the last weeks before departure dates.
What does an Expedia Lakeside travel package include?
Expedia has all you need to lock in Lakeside trip, but how your package is structured is entirely up to you. Select from a combination of hotels, rental cars and flights. Looking for a few activities to keep you on the move? Once you’ve made your booking, you can add them too. No matter your style, there’s a deal to suit your needs.
What should I know before booking a Lakeside travel package?
Discover deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we have them all. You’ll save precious dollars just for combining your bookings. Whether you’re taking off on a snow and ski adventure or sipping cocktails on a beach, your perfect getaway is just clicks away.
Can I choose my airline with a Lakeside Expedia holiday package?
Definitely. Expedia has more than 550 airline partners to pick from globally. With so much choice, finding the ideal carrier to take you to Lakeside won’t be hard.
If I'm not able to travel, can I cancel my Lakeside holiday package?
Yes you can, and we’ll help you every step of the way. You may be able to cancel and rebook your Lakeside holiday package for free if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company for older bookings. If life throws you a curveball, look up our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.