Town of Pines Vacations from ￥190,073
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The Latest Town of Pines Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
Price was ￥322,452, price is now ￥205,113 per person
￥205,113
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on Dec 25, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥363,190, price is now ￥274,446 per person
￥274,446
per person
Mar 24 - Mar 28
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again!
Reviewed on Jan 3, 2026
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥271,462, price is now ￥219,834 per person
￥219,834
per person
Mar 24 - Mar 28
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Perfect location, comfortable and clean room
Reviewed on Jan 5, 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥293,750, price is now ￥241,002 per person
￥241,002
per person
Mar 24 - Mar 28
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on Dec 18, 2025
Find the Best Town of Pines Vacation Packages
Town of Pines Hotel Deals
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
The price is ￥14,918 per night from Jan 11 to Jan 12
￥14,918
￥19,339 total
Jan 11 - Jan 12
includes taxes & fees
8.2/10 Very Good! (1,898 reviews)
Everything was perfect. Especially the price.
Reviewed on Jan 3, 2026
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Fully refundableReserve now, pay when you stay
The price is ￥13,186 per night from Jan 11 to Jan 12
￥13,186
￥15,297 total
Jan 11 - Jan 12
includes taxes & fees
9.2/10 Wonderful! (1,673 reviews)
Great hotel BUT if you want to do online gaming since michigan allows please be aware you CANT get location verification thus cant play online!
Reviewed on Jan 5, 2026
Baymont by Wyndham New Buffalo
18800 Harbor Country Drive New Buffalo MI
Fully refundableReserve now, pay when you stay
The price is ￥10,256 per night from Jan 15 to Jan 16
￥10,256
￥11,076 total
Jan 15 - Jan 16
includes taxes & fees
6.8/10 (1,018 reviews)
Great stay
Reviewed on Dec 27, 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.
Discover the most popular places to visit in Town of Pines
Lighthouse Place Premium Outlets
You can browse for the perfect souvenirs at Lighthouse Place Premium Outlets during your stay in Michigan City. Visit the area's casinos or amble around its beautiful beaches.
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.
