Town of Pines Holidays
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Top Flight + Hotel Deals in Town of Pines
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,487, price is now €1,123 per person
€1,123
per person
19 Dec - 22 Dec
found 13 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
Political stigma aside, I must say, this property is stunning across the board. From the moment you enter the building you're met with this amazingly inviting fragrance.
The Room was spotless. All the staff was sincere, kind, hospitable, and surprisingly diverse. Also, The front desk was exceptionally accommodating while I (minimally) "stress tested" the room service. 10/10 would and Will return.
Mr. & Mrs.S
Reviewed on 17 Nov 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €1,161, price is now €888 per person
€888
per person
1 Feb - 6 Feb
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
18.4/10 Exceptional! (317 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.
Reviewed on 28 Oct 2025
Pendry Chicago
Downtown Chicago
Price was €1,146, price is now €880 per person
€880
per person
1 Feb - 6 Feb
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
The room had no soundproofing. Every night a car was revving loudly across Michigan Ave around midnight, making it impossible to sleep without noise-cancelling AirPods.
Reviewed on 18 Nov 2025
Hyatt House Chicago West Loop
Downtown Chicago
Price was €1,123, price is now €888 per person
€888
per person
27 Dec - 1 Jan
found 6 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
17.6/10 Exceptional! (1,079 reviews)
We Truly Enjoyed our stay. staff was Great . Helpful and Pleasant.
Highly recommend staying here.
Reviewed on 17 Nov 2025
Top hotels in Town of Pines
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
The price is €93 per night from 1 Dec to 2 Dec
€93
1 Dec - 2 Dec
includes taxes & fees
8.2/10 Very Good! (1,817 reviews)
Yes
Reviewed on 14 Nov 2025
Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
Fully refundableReserve now, pay when you stay
The price is €76 per night from 26 Nov to 27 Nov
€76
26 Nov - 27 Nov
includes taxes & fees
9.2/10 Wonderful! (1,605 reviews)
The only complaint I have is the sound system for the karaoke. And that was the whole reason for me to come. I was disappointed
Reviewed on 14 Nov 2025
Baymont by Wyndham New Buffalo
18800 Harbor Country Drive, New Buffalo, MI
Fully refundableReserve now, pay when you stay
The price is €61 per night from 25 Nov to 26 Nov
€61
25 Nov - 26 Nov
includes taxes & fees
6.8/10 (1,002 reviews)
Awesome
Reviewed on 14 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
