Monticello Holidays from £1,274
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Your Monticello Holiday
Amazing adventures await when you book a Monticello holiday package. Whether you're a history buff, foodie or just a traveller who loves discovering new places, there's something for everyone in this vibrant city. New Glarus Brewing Company, Swiss Historical Village and Swissland Miniature Golf are just a few of the many sights worth visiting during your trip to Monticello. Don't delay your visit to this city any longer. The perfect Monticello holiday is a couple of clicks away with Expedia.
Top Monticello Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was £2,168, price is now £1,546 per person
£1,546
per person
29 May - 2 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on 14 Apr 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,030, price is now £1,451 per person
£1,451
per person
29 May - 2 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Beautiful new hotel with amazing views but there are zero amenities after 8pm. No food or drinks after 8pm and you are on an island physically so hard to leave and get anything. Don’t arrive hungry and certainly don’t expect to hang in a hotel bar. We asked for a connected room and they did not offer this (didn’t see like they tried as the hotel did not feel full). It was a waste of money to get a connecting room. Staff did not seem interested in problem solving.
Reviewed on 16 Apr 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was £2,344, price is now £1,744 per person
£1,744
per person
29 May - 2 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
Muy bien ubicado, puedes ir caminando por todo el loop y todo esta cerca (si va al downtown), el personal es amable, los cuartos amplios y bonitos, la vista muy bonita (solo que hay edificios al rededor y no ves mas). Los precios de todo en el hotel me parecen un poco elevados.
Reviewed on 15 Apr 2026
Monticello Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Dane County Regional Airport (MSN) |
Population | 1,250 |
Max Temp Winter | -3.89ºC |
Max Temp Summer | 24ºC |
Top Sights | New Glarus Brewing Company, Minhas Craft Brewery and New Glarus Woods State Park |
Top hotels in Monticello
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Monticello WI
10/10 Exceptional! (157 reviews)
The host was super great an massaged me early with all the information I needed. They even offered dining recommendations. The house slept 10 and we had ample towels and toilet paper. The house is super cute! The only downside, the driveway is a little steep up to the house, so we were glad it didn't ...
Reviewed on 27 Jan 2026
Hampton Inn & Suites Madison-West
483 Commerce Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is £79 per night from 23 Apr to 24 Apr
£79
23 Apr - 24 Apr
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Fresh breakfast, nice staff, clean room. would go again
Reviewed on 15 Apr 2026
Tru by Hilton Madison West, WI
8102 Watts Rd. Madison WI
The price is £72 per night from 20 Apr to 21 Apr
£72
20 Apr - 21 Apr
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Breakfast is good for the rate
Reviewed on 16 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.
