Monticello Vacations from $532

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Monticello Vacation

Amazing adventures await when you book a Monticello vacation package. Whether you're a history buff, foodie or just a traveler 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 vacation is a couple of clicks away with Expedia.

The Latest Monticello vacation packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $832, price is now $532 per person
$532
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,607 reviews)
I had a wonderful three-night stay at the end of May. It’s in an excellent location! Easy to walk to almost everything! I did have to call the desk to get a robe but they brought it up very quickly. Anything I asked for resulted in a quick response from staff. They were helpful throughout my stay and very friendly but still professional. I tried the hotels restaurant for Breakfast one morning. It was OK. I would recommend any of the other breakfast places in the area. Yolk is very good 😊

Reviewed on Jun 6, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $877, price is now $535 per person
$535
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,319 reviews)
Excelente atención de todo el personal del hotel. Muy limpio todo, un desayuno super bueno y muy variado. El rooftop con excelente servicio y ofertas, además de vistas increíbles. Excelente ubicación. Definitivamente la cadena hotelera Riu se ha convertido en mi favorita para cualquier destino🤗

Reviewed on Jun 5, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $993, price is now $616 per person
$616
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
Loved the location. Fitness room was a little disappointing because it’s small and the there are only 2 peloton bikes, but one was out of commission.

Reviewed on Jun 4, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,265, price is now $788 per person
$788
per person
Aug 27 - Aug 31
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (481 reviews)
Very clean and loved the location and amenities with the store on the first floor was fantastic

Reviewed on Jun 3, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $894, price is now $582 per person
$582
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Great gym. I like that there was a coffee shop downstairs as well. Room was very clean and comfortable.

Reviewed on Jun 5, 2026

Don't see what you're looking for?
See all available trips from Columbus to Monticello
View all trips

Monticello Hotel Deals

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 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 May 3, 2026

Get rates
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd. Madison WI
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Jun 14 to Jun 15
$92 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (1,025 reviews)
"Excellent staff, super clean room and bathroom and pretty good location."

Reviewed on Jun 6, 2026

Tru by Hilton Madison West, WI
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
$65 nightly
The price is $76 total per night from Jun 21 to Jun 22
$76 total
Jun 21 - Jun 22
Total with taxes and fees
8.8/10 Excellent! (1,199 reviews)
"Very well maintained. Loved morning coffee and breakfast."

Reviewed on Jun 6, 2026

AmericInn by Wyndham Madison West
See all 158 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.

Find the Best Monticello Vacation Packages

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

More vacations you might like

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?
You can snap up a vacation package to this destination from $532 on Expedia. But how much your vacation to Monticello costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Monticello?
If you're hoping to book a cheap Monticello vacation package, consider visiting in November, December and January. You'll typically find better rates on flights and accommodations during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Monticello?
The ideal length for your Monticello vacation depends on what you'd like to see. Typically, a few days to a week will give you time to hit all the main attractions and discover 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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Monticello vacation as a package?
An Expedia vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Monticello vacation packages?
Your Monticello getaway should be an escape from your daily routine, not a reason for money worries. So to give you more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.