
Monticello Vacations from $532
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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
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
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
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
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
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
Monticello Hotel Deals

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

Tru by Hilton Madison West, WI
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

AmericInn by Wyndham Madison West
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
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 |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















