Rutland Holidays
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Top Flight + Hotel Deals in Rutland
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was €1,357, price is now €955 per person
€955
per person
14 Mar - 18 Mar
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
No parking available, the hotel was nice, room etc. but breakfast was overly crowded, cafeteria style. They say breakfast is free with stay but then I was charged $85. When I asked what the charge was for they said for breakfast, room service etc. plus parking was an additional $150, not on site so not too pleased with the overall experience. Staff was very nice though.
Reviewed on 22 Jan 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,683, price is now €1,236 per person
€1,236
per person
14 Mar - 18 Mar
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Exceptional service, great location, beautiful hotel
Reviewed on 20 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,248, price is now €1,021 per person
€1,021
per person
14 Mar - 18 Mar
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Beautiful room, AMAZING shower. Great location.
Reviewed on 22 Jan 2026
Top hotels in Rutland
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (3,463 reviews)
So I had initially attempted to book a three day stay and upon doing so I had a staff member interrupt me and stopped me and tell me that they didn’t have availability or reservation availability for Saturday and therefore she would have to charge me individually for the first night, which was Friday ...
Reviewed on 20 Jan 2026
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is €59 per night from 28 Jan to 29 Jan
€59
28 Jan - 29 Jan
includes taxes & fees
8/10 Very Good! (1,141 reviews)
The room was clean and the pool area was excellent. Really like how the pool is warm. The breakfast was a good variety of foods.
Reviewed on 19 Jan 2026
La Quinta Inn & Suites by Wyndham Madison American Center
5217 E Terrace Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is €75 per night from 25 Jan to 26 Jan
€75
25 Jan - 26 Jan
includes taxes & fees
8.2/10 Very Good! (1,406 reviews)
Room seemed clean, toilet ran all night needs parts, bed had pit in it you roll to center, I wish all hotels quit adding flour to scrambeld eggs and serve horrible sausage. Staff was great
Reviewed on 19 Jan 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.
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