
Central United States Luxury Holidays
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Price found within the past 48 hours. Click for updated prices.

21c Museum Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was €611, price is now €431 per person
€431
per person
20 Nov - 25 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.8/10 Excellent! (1,626 reviews)
Staff was excellent. Able to get me in my room early and upgraded it. Parking was quick and easy. Everything is within walking distance. Room was clean and well kept.
Reviewed on 5 Oct 2025



The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was €2,013, price is now €1,364 per person
€1,364
per person
20 Nov - 25 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
Excellent hotel, my only complaint would be the Peninsula food service.
We ate at the Shanghai Terrace our first night on site and honestly the food was only 2 stars. Specifically the appetizers were minuscule, and 90% pastry dough. Whatever filling was supposed to be inside all the dough largely wasn’t. The whole Peking duck was arranged haphazardly on the plate, the skin was not really crispy, and the taste experience was completely lackluster.
As to the main dining room the service continues, as always, to be erratic and frequently slow. Food is sometimes served hot, sometimes not.
The room service on our checkout day was absolutely abysmal. We both ordered eggs Benedict and both orders were served not a degree above room temperature. The hollandaise sauce was so cold it had solidified.
There really is no excuse for this.
And unfortunately we did not have time to return the order as we had a plane to catch and we were running a bit behind.
For an otherwise professional hotel the food service and quality is sadly lacking. It leads one to believe that the F&B manager could be a nephew, a cousin, or some other family member need of a job.
Reviewed on 27 Sept 2025

Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
Price was €717, price is now €487 per person
€487
per person
20 Nov - 25 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,363 reviews)
It was walking distance to the Chicago Theater. The room was clean. Staff was nice. Everything was great except the outlets in the room. I tried several different ways/outlets to charge electronics but the connection wouldn’t work.
Reviewed on 4 Oct 2025
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View all tripsPrice found within the past 48 hours. Click for updated prices.



The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was €2,013, price is now €1,364 per person
€1,364
per person
20 Nov - 25 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
Excellent hotel, my only complaint would be the Peninsula food service.
We ate at the Shanghai Terrace our first night on site and honestly the food was only 2 stars. Specifically the appetizers were minuscule, and 90% pastry dough. Whatever filling was supposed to be inside all the dough largely wasn’t. The whole Peking duck was arranged haphazardly on the plate, the skin was not really crispy, and the taste experience was completely lackluster.
As to the main dining room the service continues, as always, to be erratic and frequently slow. Food is sometimes served hot, sometimes not.
The room service on our checkout day was absolutely abysmal. We both ordered eggs Benedict and both orders were served not a degree above room temperature. The hollandaise sauce was so cold it had solidified.
There really is no excuse for this.
And unfortunately we did not have time to return the order as we had a plane to catch and we were running a bit behind.
For an otherwise professional hotel the food service and quality is sadly lacking. It leads one to believe that the F&B manager could be a nephew, a cousin, or some other family member need of a job.
Reviewed on 27 Sept 2025
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See all available trips from Boston to Central United States
View all tripsPrice found within the past 48 hours. Click for updated prices.


The Peninsula Chicago
Downtown Chicago
Price was €2,048, price is now €1,564 per person
€1,564
per person
29 Dec - 2 Jan
found 13 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
Excellent hotel, my only complaint would be the Peninsula food service.
We ate at the Shanghai Terrace our first night on site and honestly the food was only 2 stars. Specifically the appetizers were minuscule, and 90% pastry dough. Whatever filling was supposed to be inside all the dough largely wasn’t. The whole Peking duck was arranged haphazardly on the plate, the skin was not really crispy, and the taste experience was completely lackluster.
As to the main dining room the service continues, as always, to be erratic and frequently slow. Food is sometimes served hot, sometimes not.
The room service on our checkout day was absolutely abysmal. We both ordered eggs Benedict and both orders were served not a degree above room temperature. The hollandaise sauce was so cold it had solidified.
There really is no excuse for this.
And unfortunately we did not have time to return the order as we had a plane to catch and we were running a bit behind.
For an otherwise professional hotel the food service and quality is sadly lacking. It leads one to believe that the F&B manager could be a nephew, a cousin, or some other family member need of a job.
Reviewed on 27 Sept 2025

Sofitel Chicago Magnificent Mile
Downtown Chicago
Price was €968, price is now €747 per person
€747
per person
6 Nov - 10 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,126 reviews)
The attention to detail of overall service was lacking from our prior experience with the Sofitel in Chicago and LA.
Reviewed on 5 Oct 2025
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The St. Anthony, A Luxury Collection Hotel, San Antonio
300 E Travis St, San Antonio, TX
Stay at this 4.5-star luxury hotel in San Antonio. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,000 reviews)
Convenient Luxury
"Convenient location, and staff was extremely friendly."
Reviewed on 29 Sept 2025

Hotel Viata
320 S. Capital of Texas Hwy, Bldg. B, Austin, TX
Stay at this 4.5-star luxury hotel in Austin. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (640 reviews)
"Quick and short stay but enjoyed it"
Reviewed on 30 Sept 2025

Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago, IL
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,733 reviews)
"Excellent all around"
Reviewed on 4 Oct 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.