Monticello Vacations from $509

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Your Monticello Vacation

Our vacation packages to Monticello allow you to customize your own adventure. Tailor your getaway to your style and interests and make every moment count in this fantastic city. If sightseeing is part of the plan during your trip to Monticello, visit popular attractions like New Glarus Brewing Company, Swiss Historical Village and Swissland Miniature Golf. Stop daydreaming and start adventuring. Check out the multitude of options on Expedia today and put your Monticello vacation plans into motion!

The Latest Monticello Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 2 - Jul 7
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,002 reviews)
We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)

Reviewed on May 10, 2024

Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 31 - Aug 3
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,003 reviews)
Had an amazing time! Room cleaners were very sweet and

Reviewed on May 6, 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 2 - Jul 7
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (687 reviews)
Great service, nice lounge, comfortable roomy bedrooms

Reviewed on May 17, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 2 - Jul 7
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
I loved our stay. The view was unbelievable. The tub was the only concern, it was leaking the water out from the drain area so i had to use more water. That was not a tragedy but just so you guys know it could use a small fix.

Reviewed on May 22, 2024

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 2 - Jul 7
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,130 reviews)
Great place to stay. Walkable from south shore train, restaurants and theaters

Reviewed on May 19, 2024

Monticello Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dane County Regional Airport (MSN)
Population
1,250
Top Sights
New Glarus Brewing Company, Minhas Craft Brewery and New Glarus Woods State Park

Monticello Hotel Deals

Jaggi Swiss Gasthaus
Jaggi Swiss Gasthaus
Monticello
9.8/10 Exceptional! (17 reviews)
"The owner is very nice, easy to like."

Reviewed on May 15, 2024

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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 $68 per night from May 27 to May 28
$68
$78 total
includes taxes & fees
May 27 - May 28
8.6/10 Excellent! (1,046 reviews)
"I appreciated the breakfast. I don't have any complaints"

Reviewed on May 18, 2024

AmericInn by Wyndham Madison West
Baymont Inn & Suites by Wyndham Madison
Baymont Inn & Suites by Wyndham Madison
2.5 out of 5
2810 Coho Street, Madison, WI
Fully refundableReserve now, pay when you stay
The price is $74 per night from May 28 to May 29
$74
$86 total
includes taxes & fees
May 28 - May 29
7.8/10 Good! (1,561 reviews)
"Awesome"

Reviewed on May 18, 2024

Baymont Inn & Suites by Wyndham Madison
See all 152 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.

Explore other types of vacation packages

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All Inclusive Vacations

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Frequently asked questions

How much does a Monticello vacation package cost?
We make it simple to explore the world, with Monticello packages starting from just $509. You’ll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add some experiences and tours to your itinerary?
How do I get a cheap travel package to Monticello?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got it all. Pick and choose a combination that best fits you and watch your savings pile up. We know a travel package is never a one-size-fits-all. That’s why we offer over 550 air carriers and 1,000,000 hotels from all over the world, which lets you customize your Monticello vacation.
How far in advance should I book my Monticello vacation?
It all depends on the air carrier, but you can generally look up international flights on Expedia up to a year in advance. While it’s generally a good idea to book ahead of time, lucky customers will occasionally score a cheaper seat only weeks before the date of departure.
What does an Expedia Monticello travel package include?
Flights, rental cars and hotels, or any combination of them — it’s your pick! Whether you’re headed to Monticello with the kids or traveling with your friends, there’s a package to suit every budget and style. Once you’ve made your booking, why not add on one or two activities?
What should I know before booking a Monticello travel package?
You’ll pick up amazing savings when you combine your flights, hotels and rental cars into a travel package. Not just that, booking everything together will make your trip planning easier. So why waste time or money? Whether you’re organizing a ritzy romantic getaway or a budget solo adventure, check out our package deals today.
Can I choose my airline with a Monticello Expedia vacation package?
You can, and with over 550 airlines to select from across the globe, you’ve got lots of choice. Search the available options and find out which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Monticello vacation package?
If your travel plans in Monticello have changed, it’s comforting to know that it’s possible to cancel or amend your booking. If your booking was made within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose a cancellation fee. To learn more, visit our Customer Service Portal.

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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.