
Rutland Holidays from £1,296
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Top Rutland Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,712, price is now £1,296 per person
£1,296
per person
30 Jul - 3 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,727 reviews)
We stayed in this hotel in our daughter's wedding weekend. It was wonderful, the river and city view from our 18th story room was spectacular. I recommend it to.all ages.
Reviewed on 7 Jun 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,876, price is now £1,398 per person
£1,398
per person
30 Jul - 3 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
This is an amazing place. Everything you can think of all under 1 roof. My hotel view was amazing. I am looking forward to coming annually.
Reviewed on 8 Jun 2026

Level Chicago – Old Town
Downtown Chicago
Price was £1,964, price is now £1,495 per person
£1,495
per person
20 Aug - 25 Aug
found 5 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (481 reviews)
Very clean and loved the location and amenities with the store on the first floor was fantastic
Reviewed on 3 Jun 2026


Omni Chicago Hotel
Downtown Chicago
Price was £1,701, price is now £1,330 per person
£1,330
per person
30 Jul - 3 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
beautiful room
city view
excellent location
quiet and comfortable
Reviewed on 9 Jun 2026
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 |
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
The price is £102 per night from 14 Jun to 15 Jun
£102
14 Jun - 15 Jun
includes taxes & fees
9.4/10 Exceptional! (3,857 reviews)
"Nice room and great location!"
Reviewed on 9 Jun 2026

Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is £104 per night from 28 Jun to 29 Jun
£104
28 Jun - 29 Jun
includes taxes & fees

DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is £93 per night from 22 Jun to 23 Jun
£93
22 Jun - 23 Jun
includes taxes & fees
9.4/10 Exceptional! (1,027 reviews)
"In the world of UBER and other services many hotels no longer offer shuttle services. I had to depart before they served breakfast so can't comment on that. I had to be at the airport at 3:30 a.m., having to try to get to sleep by 8pm with hallway activity and our room next to laundry made it difficult. ..."
Reviewed on 8 Jun 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. Flight-inclusive packages are ATOL protected.










