Monticello Holidays from £1,134
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to £750 when you book a flight and hotel together*
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- Rest easyPackages with flights are ATOL protected
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.
Trump International Hotel & Tower Chicago
Downtown Chicago
£1,717
per person
13 Nov - 20 Nov
found 22 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
Pablo was amazing and he made my 50th birthday experience amazing . Thank you for the champagne and cake surprise . Super recommended .
Reviewed on 1 Sept 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
£1,345
per person
13 Nov - 20 Nov
found 22 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The room was very clean and spacious. Staff was very informative about what was accessible during our stay. I would definitely stay here again if I come back to visit Chicago.
Reviewed on 1 Sept 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
£1,325
per person
13 Nov - 20 Nov
found 22 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.8/10 Excellent! (2,341 reviews)
I booked this hotel through Expedia and when I checked in, I was told I was going to be charged $125 that would be refunded to me after my stay if the room was in good condition. I then got a notification that the entire cost of the trip was taken out of my account when it had already paid, so over $1000 was taken away from me that it wasn’t expecting. I did not get the money back until I checked out.
Reviewed on 1 Sept 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! (165 reviews)
"Check in and check out was an easy process. Instructions from the host were very clear. The big yard and spot on the hill made for a real sense of getting away. The bed was comfortable and the stay was exactly what we needed."
Reviewed on 16 Aug 2026
Jaggi Swiss Gasthaus
Monticello WI
10/10 Exceptional! (44 reviews)
"Host was lovely and very accommodating. Space was very cozy and provided everything I needed. Quick and beautiful drive into New Glarus and surrounding sights. The grounds are perfect and I hope to return in warmer months to enjoy the pool and lush property. Highly recommend!"
Reviewed on 18 Nov 2025
AmericInn by Wyndham Madison West
516 Grand Canyon Dr Madison WI
Fully refundableReserve now, pay when you stay
£61
15 Sept - 16 Sept
includes taxes & fees
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.
Frequently asked questions
How much does a Monticello travel package cost?
From just £1,134. Yes, you read that right. Our Monticello travel packages are an awesome way to stretch your budget. Bundle your preferred hotels, flights and car rentals and get out and explore this exciting destination.
If I'm not able to travel, can I cancel my Monticello travel package?
Because we know life is full of surprises, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your Monticello travel package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Monticello?
If you love bargains, combine your bookings into a Monticello travel package. Whether you're chasing hotels, flights, rental cars or activities, you can book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has more than 550 air carriers and 1,000,000 properties across the globe to choose from. Fly with who you prefer, stay where you like and save a bundle — now that's the perfect getaway!
Does Expedia offer Book Now, Pay Later Monticello holidays?
We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan best suited to your needs during checkout and take the stress out of budgeting for your next trip. Be sure to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:
- Pay monthly holidays: Klarna has manageable monthly payment plans that work for all budget sizes, so you can take that well-earned holiday now.
- Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you want to jump on an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.
What are the top hotels in Monticello?
Make a reservation at Harbour Shores on Lake Geneva. It's one of this neighbourhood's most sought-after hotels. Another highly rated option in Monticello is Mt. Olympus Water & Theme Park Resort.
How far in advance should I book my Monticello holiday?
It's always wise to book early. Airlines usually advertise flight tickets around a year prior to departure, and this is a fantastic opportunity to pick up some of the cheapest prices. Just been told you need to take your holiday time in a few weeks? No problem! Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Monticello travel package include?
From hotels and airfares to car rentals, Expedia can help you shape a Monticello package that works for you. Holidaying for a week or two? Consider a hotel, rental car and flight bundle. If you're taking a short break, a hotel and airfare deal could be more your style. Activities can also be added after you've booked. Our travel packages make it a breeze to plan and save.
What should I know before booking a Monticello travel package?
You'll land amazing savings when you combine your flights, hotels and rental cars into a package. Not only that, booking everything in one place simply makes planning easier. So why waste money or time? Whether you're organising an upscale romantic escape or a budget family adventure, explore our package deals today.
Can I choose my airline with a Monticello Expedia travel package?
With a travel package, you're always in charge. Whether you're looking to fly to Monticello in coach or business class, simply select from the available airline options. Expedia has access to over 550 airline partners all over the world.
* 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.
