Monticello Holidays

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    Save up to HK$1,282 when you book a flight and hotel together*
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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

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
per person
10 Oct - 15 Oct
found 1 day ago
Return flight included
Hong Kong (HKG) to Chicago (ORD)
9.4/10 Exceptional! (2,053 reviews)
Plenty of options to eat at Navy Pier and parking was very close using the East garage. Hotel used texting feature which was great for any questions or assistance. Great view of the water from our room. Great location to access boat cruises and fireworks

Reviewed on 18 Jul 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
10 Oct - 15 Oct
found 1 day ago
Return flight included
Hong Kong (HKG) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Comfortable beds and nice breakfast. Close to parking. Recommend.

Reviewed on 19 Jul 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Oct - 15 Oct
found 1 day ago
Return direct flight included
Hong Kong (HKG) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on 13 Jun 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
10 Oct - 15 Oct
found 1 day ago
Return flight included
Hong Kong (HKG) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Great room and views and amazing staff!

Reviewed on 19 Jul 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
10 Oct - 15 Oct
found 1 day ago
Return direct flight included
Hong Kong (HKG) to Chicago (ORD)
9.2/10 Wonderful! (1,115 reviews)
Despite some communication difficulties upon booking as to whether an accessible room would be available, we ended up in a spacious, super accessible beautiful room. The only thing that was inconvenient was how far the accessible rooms were from elevator. I understand that the size of the room probably accounts for the reason why but as a disabled person, the distance was difficult. They have a great bar and restaurant in the lobby, and a cute movie on the roof event on weekends. The only thing that could possibly improve it is a pool. The neighborhood is very lively and diverse with plenty of nightlife within walking distance.

Reviewed on 15 Jul 2025

Top hotels in Monticello

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Monticello
10/10 Exceptional! (145 reviews)
Great location for bike riding!
"Very lovely house in the country. It was well stocked with everything we needed. Would definitely stay here again."

Reviewed on 9 Jul 2025

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3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Jaggi Swiss Gasthaus

Jaggi Swiss Gasthaus

Monticello
9.8/10 Exceptional! (31 reviews)
"Host was very welcoming. Super nice. Would stay here again."

Reviewed on 18 Jul 2025

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Jaggi Swiss Gasthaus
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is HK$659 per night from 12 Aug to 13 Aug
HK$659
HK$761 total
12 Aug - 13 Aug
includes taxes & fees
8.6/10 Excellent! (1,162 reviews)
"I liked that there were no surprises. The breakfast was better than I remembered from my last two visits. The bed was super comfortable."

Reviewed on 16 Jul 2025

AmericInn by Wyndham Madison West
See all 155 properties in Monticello
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 holiday package cost?
You can snap up a holiday package to this destination from HK$16,103 on Expedia. But how much your holiday to Monticello costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Monticello?
To pick up cheap Monticello holiday packages, organise your getaway outside of busy periods like public holidays and major festivals. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Monticello?
The ideal length of your Monticello holiday depends on what you'd like to see. Usually, a handful of days to a week will give you time to hit all the major attractions and explore some hidden treasures along the way.
How to find the best Monticello package deals?
Landing a cheap Monticello package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Monticello package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Monticello holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Monticello getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Monticello?
Secure incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Monticello getaway.
How to plan a trip to Monticello?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the activities available will also help you decide when to holiday in Monticello.
  2. Set a budget: Factor in expenses like transportation, flights and meals when working out how much to set aside for your trip to Monticello. Then, pick a hotel that fits your budget, whether that's a wallet-friendly stay or a more luxurious getaway.
  3. Decide your trip length: Consider how much time you want to spend exploring Monticello. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customised Monticello holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.