Town of Pines Holidays from NZ$2,826
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 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 Town of Pines Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Westin Chicago Lombard
Price was NZ$3,315, price is now NZ$2,826 per person
NZ$2,826
per person
13 Aug - 18 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (1,267 reviews)
Requested a room with a walk in shower as I have a broken foot and am wearing a walking boot. Was told none were available but online through the hotels own website it showed they were and were bookable for my entire stay. Rude front desk staff. Probably will never stay there again. This hotel has gone down hill for sure
Reviewed on 25 May 2026
Hilton Chicago O'Hare Airport
O'Hare
Price was NZ$4,055, price is now NZ$3,237 per person
NZ$3,237
per person
12 Aug - 17 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
8.4/10 Very Good! (2,312 reviews)
It was a clean room but in AM ready to go in bathroom and who comes out of the bathroom was a large brown cockroach!
Yikes!
Reviewed on 29 May 2026
Hilton Rosemont Chicago O'Hare
Price was NZ$4,302, price is now NZ$3,509 per person
NZ$3,509
per person
12 Aug - 17 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
8.4/10 Very Good! (1,004 reviews)
The room was clean and the staff were very nice and helpful. My only complaint is that the hotel is clearly dated and worn. They are undergoing a renovation, but our room was one of the older ones. The room was still fine, but the sink water pressure was very low. They did offer to have an engineer look at, but since our stay was so short we didn't bother with it.
Reviewed on 18 May 2026
Embassy Suites by Hilton Chicago O'Hare Rosemont
Price was NZ$3,674, price is now NZ$3,097 per person
NZ$3,097
per person
12 Aug - 17 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
8.8/10 Excellent! (1,374 reviews)
Very nice interior in this hotel and I loved my 1 bedroom big unit.
There is nice breakfast available and social hour, however bartender was rude.
Bathtub was not perfectly clean.
No shower handle, only shower head.
Overall hotel a little dates but the beds were very comfortable
Reviewed on 30 May 2026
Town of Pines Holiday
Our pick of the best Town of Pines Hotel Deals
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Fully refundableReserve now, pay when you stay
The price is NZ$173 per night from 7 June to 8 June
NZ$173
7 June - 8 June
includes taxes & fees
9.4/10 Exceptional! (1,879 reviews)
"Property is well maintained and beautiful to look at with all the wood. Nice choices for restaurants. Room was very clean. Room service breakfast was convenient and good. When we go back we plan to explore the heated pool area. Casino was clean and non-smoking. Plus even though non- smoking facility ..."
Reviewed on 29 May 2026
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
The price is NZ$195 per night from 21 June to 22 June
NZ$195
21 June - 22 June
includes taxes & fees
8.4/10 Very Good! (2,108 reviews)
"."
Reviewed on 30 May 2026
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 31 May to 1 June
NZ$224
31 May - 1 June
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Another delightful stay.."
Reviewed on 28 May 2026
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.
Discover the most popular places to visit in Town of Pines
Lighthouse Place Premium Outlets
You can enjoy retail therapy at Lighthouse Place Premium Outlets during your visit to Michigan City. Visit the area's casinos or amble around its beautiful beaches.
What to do in Town of Pines
Indiana Dunes National Park Self-Guided Audio Tour
NZ$34
per traveller
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
