
Chesterton Vacations from NT$42,501
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The Latest Chesterton Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
per person
Oct 8 - Oct 14
found 8 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (2,253 reviews)
I loved how smooth the check in process was and all the amenities. Great rooms.
Reviewed on 2025/8/1

The Chicago Hotel Collection - Wrigleyville
Lakeview
per person
Oct 8 - Oct 14
found 8 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
6.8/10 (822 reviews)
The hotel had no on-site staff. We had to call a phone number to get our room key and were put on hold for a long time. The room only had hand soap—shampoo and conditioner had to be picked up from downstairs. The toilet paper roll in our room was already half used. A perk was receiving three free drinks from the bar next door. A nice spot to check out is Cheesy, located right across the street.
Reviewed on 2025/7/31


Holiday Inn Express Chicago - Magnificent Mile by IHG
Downtown Chicago
per person
Oct 8 - Oct 14
found 8 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
8.4/10 Very Good! (1,002 reviews)
Excellent attention from the reception area.
And excellent and cordial smilling face
Reviewed on 2025/8/1
Find the Best Chesterton Vacation Packages
Chesterton Hotel Deals

Spring House Inn
303 N Mineral Springs Rd, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is NT$3,267 per night from Sep 2 to Sep 3
NT$3,267
NT$3,659 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"We enjoyed staying at the Spring House Inn! The room was clean and spacious. There were great options at the continental breakfast. The staff was friendly & helpful! Our stay was great!"
Reviewed on 2025/7/30

Best Western Indian Oak
558 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is NT$3,057 per night from Sep 1 to Sep 2
NT$3,057
NT$3,424 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
It was fine. Probably wouldn’t choose it again.
"This hotel was ok. Not the worst I’ve stayed at and not the best. Front desk seemed frazzled. While the room was mostly clean, there were cigarette butts left on the patio. It was walking distance to several eateries which was helpful."
Reviewed on 2025/7/28

Waterbird Lakeside Inn
556 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
8/10 Very Good! (896 reviews)
"Nice quiet area"
Reviewed on 2025/8/1
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 Chesterton

Indiana Dunes State Park
The southern shores of Lake Michigan consist of a stunning dune landscape, which is ideal for hiking, camping, bird-watching, picnicking and swimming.

Bailly Homestead - American Indians and Fur Traders
You can find out about the history of Porter with a stop at Bailly Homestead - American Indians and Fur Traders. Wander the beautiful beaches and lakeside in the area.
Indiana Dunes Visitor Center
Explore the great outdoors at Indiana Dunes Visitor Center, a lovely green space in Porter. Wander the beaches and forest in this family-friendly 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.