Monticello Vacations from $425

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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 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
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,166 reviews)
We like staying at this property because it is convenient to many shopping and restaurant venues within a couple blocks. The only thing that we didn’t like is that sometimes the unhoused individuals would come into the Ground floor entrance and beg for money. The security desk is not manned at times. Other than that, the property is well kept and the staff is incredible! This was our second time staying here and we will stay again.

Reviewed on Jun 17, 2024

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,004 reviews)
It was a nice area. Nice walking distance to food and other sight seeing.

Reviewed on Jun 18, 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (216 reviews)
I found out that the problem is more me - i am just not a fan of central Chicago - too much traffic-sirens etc., Otherwise the hotel and amenities were fine.

Reviewed on Jun 18, 2024

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,114 reviews)
Amazing property in terms of location and amenities

Reviewed on Jun 17, 2024

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,018 reviews)
Helpful staff! Great location!

Reviewed on Jun 17, 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
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
9.8/10 Exceptional! (117 reviews)
This was a wonderful, secluded get away for my husband and me! Very relaxing stay for us!
"The home was clean and quiet and very comfortable. We spent time on both the upstairs and downstairs porches drinking coffee in the morning, a little wine in the evenings. The only scary thing is the driveway up for me. No problem for my husband, though! Great place!! Would stay here again!"

Reviewed on Jun 13, 2024

Get rates
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
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 $71 per night from Jun 23 to Jun 24
$71
$82 total
includes taxes & fees
Jun 23 - Jun 24
8.6/10 Excellent! (1,065 reviews)
"Good value"

Reviewed on Jun 16, 2024

AmericInn by Wyndham Madison West
See all 139 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

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 $425. 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.