Lakeside Holidays from NZ$2,216
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Lakeside Holiday Deals
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was NZ$2,620, price is now NZ$2,216 per person
NZ$2,216
per person
22 Dec - 27 Dec
found 16 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
A+++ in all areas.
And fabulous location.
Reviewed on 6 Nov 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was NZ$2,619, price is now NZ$2,262 per person
NZ$2,262
per person
22 Dec - 27 Dec
found 16 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (2,188 reviews)
It was so relaxing and peaceful
Reviewed on 9 Nov 2025
Lakeside Holiday
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
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 NZ$216 per night from 10 Nov to 11 Nov
NZ$216
10 Nov - 11 Nov
includes taxes & fees
8.2/10 Very Good! (1,812 reviews)
The casino was lively , however the machines seemed tight . The spa was perfect and so enjoyable . Parking was convenient, however there is construction in the front of the building . I would prefer more dining options and having a steak house available before the evening .
Reviewed on 8 Nov 2025
Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
Fully refundableReserve now, pay when you stay
The price is NZ$184 per night from 11 Nov to 12 Nov
NZ$184
11 Nov - 12 Nov
includes taxes & fees
9.2/10 Wonderful! (1,583 reviews)
Fun casino
Reviewed on 4 Nov 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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
