Rutland Holidays from AU$2,013
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The Latest Rutland Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was AU$2,327, price is now AU$2,013 per person
AU$2,013
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) 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
The Peninsula Chicago
Downtown Chicago
Price was AU$3,201, price is now AU$2,822 per person
AU$2,822
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.
Reviewed on 11 Jan 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was AU$2,960, price is now AU$2,612 per person
AU$2,612
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
First time there. Staff was helpful and they provided excellent memorable service
Reviewed on 20 Jan 2026
The Emily Hotel
Downtown Chicago
Price was AU$2,389, price is now AU$2,110 per person
AU$2,110
per person
26 Feb - 1 Mar
found 15 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Everything about this hotel is special. Great staff- awesome restaurant/bar. Location is perfect. This hotel is my destination every time I come to the city. Which is quite often.
Reviewed on 20 Jan 2026
Rutland Holiday
Rutland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Dane County Regional Airport (MSN) |
Population | 2,100 |
Max Temp Winter | -3.89ºC |
Max Temp Summer | 24ºC |
Our pick of the best Rutland Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is AU$229 per night from 23 Jan to 24 Jan
AU$229
23 Jan - 24 Jan
includes taxes & fees
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 AU$102 per night from 28 Jan to 29 Jan
AU$102
28 Jan - 29 Jan
includes taxes & fees
8/10 Very Good! (1,138 reviews)
The breakfast had a good selection.
Reviewed on 21 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 AU$129 per night from 25 Jan to 26 Jan
AU$129
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
