Rutland Holidays from £1,007
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Top Rutland Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,321, price is now £1,007 per person
£1,007
per person
9 Jul - 15 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,636 reviews)
The staff were extremely impressed and helpful. Help me with restaurant choices, where to go for tours. Only thing I regretted was not packing the proper clothes for the chance of weather. It was my personal birthday present to me and I did enjoyed myself.
Reviewed on 24 Apr 2026
Level Chicago Fulton Market
Downtown Chicago
Price was £1,810, price is now £1,241 per person
£1,241
per person
9 Jul - 15 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great staff, full kitchen and living room, good location, friendly people, safe. I would stay here again.
Reviewed on 23 Apr 2026
Swissotel - Chicago
Downtown Chicago
Price was £1,793, price is now £1,244 per person
£1,244
per person
16 Jun - 21 Jun
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,280 reviews)
Really good spot and location. Staff was super helpful and nice.
Reviewed on 22 Apr 2026
Hilton Chicago
Downtown Chicago
Price was £1,495, price is now £1,125 per person
£1,125
per person
9 Jul - 15 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (2,742 reviews)
Staff were nice. Hotel was at maximum capacity per security and it just felt overwhelming and claustrophobic at times.
Reviewed on 22 Apr 2026
Holiday Inn Express Chicago - Magnificent Mile by IHG
Downtown Chicago
Price was £1,431, price is now £1,113 per person
£1,113
per person
9 Jul - 15 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (1,018 reviews)
Clean comfortable room , staff helpful, breakfast standard and location good
Reviewed on 24 Apr 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 £107 per night from 24 May to 25 May
£107
24 May - 25 May
includes taxes & fees
9.4/10 Exceptional! (3,673 reviews)
We love the Concourse. It is our preferred hotel when we stay in Madison. My only critique would be that the beds/mattresses and pillows could use a refresh. Not as comfortable as they used to be. Service is always top notch.
Reviewed on 25 Apr 2026
DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
The price is £86 per night from 3 May to 4 May
£86
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Very nice stop Staff warm and friendly. Great check in cookies.
Reviewed on 23 Apr 2026
Tru by Hilton Madison West, WI
8102 Watts Rd. Madison WI
The price is £65 per night from 11 May to 12 May
£65
11 May - 12 May
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
This is a great facility. I totally recommend it!
Reviewed on 24 Apr 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.
