Monticello Holidays from £1,389
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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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £1,884, price is now £1,389 per person
£1,389
per person
11 Aug - 16 Aug
found 9 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Great experience and beautiful views
Reviewed on 1 Jun 2026
Lincolnshire Marriott Resort
Half Day
Price was £4,342, price is now £2,745 per person
£2,745
per person
20 Jul - 25 Jul
found 4 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
The staff was very friendly and helpful, but overall the hotel felt dated and underwhelming for a property presenting itself as a resort. The rooms were average, and the building itself feels very old with limited renovations. The pillows were honestly some of the worst I’ve experienced at a hotel - very lumpy and uncomfortable, and definitely in need of replacement. Overall, I’d consider this more of a 3-star hotel experience than a true resort stay.
Reviewed on 28 May 2026
Pendry Chicago
Downtown Chicago
Price was £5,262, price is now £3,376 per person
£3,376
per person
20 Jul - 25 Jul
found 4 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,126 reviews)
Great and very elegant hotel! I absolutely loved it! The only thing is a little bit noisy but it’s the price you have to pay to be in an excellent location, you have everything you need in a walking distance. I would definitely stay here again.
Reviewed on 30 May 2026
Level Chicago – Old Town
Downtown Chicago
Price was £1,934, price is now £1,509 per person
£1,509
per person
15 Aug - 20 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!
Reviewed on 28 May 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! (158 reviews)
"With the late night arrival, I was so grateful for flexibility and coffee plus creamer for the next morning!Very peaceful and perfect for our family’s visit."
Reviewed on 3 May 2026
Tru by Hilton Madison West, WI
8102 Watts Rd. Madison WI
Fully refundableReserve now, pay when you stay
The price is £76 per night from 21 Jun to 22 Jun
£76
21 Jun - 22 Jun
includes taxes & fees
9.4/10 Exceptional! (1,012 reviews)
"My room was clean upon arrival. My only trouble I encountered was the entrance door to the room. It requires lots of strength to push open it."
Reviewed on 1 Jun 2026
AmericInn by Wyndham Madison West
516 Grand Canyon Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is £55 per night from 14 Jun to 15 Jun
£55
14 Jun - 15 Jun
includes taxes & fees
8.8/10 Excellent! (1,198 reviews)
"This was a clean hotel with friendly staff. Although the hotel was a bit outdated everything was kept in overall good shape. I will commend the hotel on one of the best breakfasts I have ever been served in a hotel setting. I stayed two nights and my biggest regrets was meeting others elsewhere for ..."
Reviewed on 1 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.
