Monticello Vacations from $305

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    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.
Hampton Inn Chicago-Carol Stream

Hampton Inn Chicago-Carol Stream

2.5 out of 5
Save 100% on your flight
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (1,009 reviews)
Clean, safe and comfortable. Girl at front desk was very friendly and helpful! Easy check in.

Reviewed on Aug 12, 2025

The Wade

The Wade

4.5 out of 5
Downtown Chicago
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (1,156 reviews)
The hotel and area were nice and clean. I did half expect to see USB ports in the room for charging, coming from 4star hotel, but not a deterrent. However, the pricing for breakfast was to high in my opinion for the very limited options to chose from.

Reviewed on Aug 12, 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
Save 100% on your flight
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,250 reviews)
The property does have a nice modern aesthetic and is pleasant looking. The bathroom door is a sliding door and it was difficult to open as well as it has a very chincy lock that you can tell is damaged. The photos of the outdoor patio space definitely made it appear nicer than it actually is but was still at least pleasant. Check in staff seemed a little offputting and slightly pushy to get me going when I was asking questions. Breakfast is not complimentary and is quite expensive but there are nearby options to eat still. Overall seemed a little bit overpriced for the stay.

Reviewed on Aug 11, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Terrace 16 resto has the best view in Chicago outstanding service. Hotel is located right next to the river cruises. Walgreens is 3 minutes away by foot. Very safe neighborhood several excellent restaurants within 10 minutes on foot. Try Wildberry resta for breakfast excellent food. Sanda for Asian food and Grand Boucher French The pizza place next to hotel (bonjiourno) overrated and subpar

Reviewed on Aug 12, 2025

Hilton Garden Inn Naperville/Warrenville

Hilton Garden Inn Naperville/Warrenville

3 out of 5
Save 100% on your flight
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,007 reviews)
quiet, stily , good price

Reviewed on Jul 30, 2025

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
10/10 Exceptional! (148 reviews)
"It was a great time with family.Everything was nice and clean.Host was very helpful and immediate response."

Reviewed on Aug 10, 2025

Get rates
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! (35 reviews)
"Smooth checkin, fantastic host even a wine and cheese/meat tray on arrival. Accommodations spacious and inviting totally relaxing with amazing views of the hillside/valley. Would stay again!!"

Reviewed on Aug 9, 2025

Get rates
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
$81 nightly
The price is $94 total per night from Sep 1 to Sep 2
$94 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (1,178 reviews)
Nice enough
"Hard bed but nice room overall, with good furnishings, and a somewhat quiet location other than the construction next door. The space overall is a bit worn and cramped (at least our room, a king room) but the updates make the most of the structure. Hospitality service, sadly, knocked on our door ..."

Reviewed on Aug 12, 2025

AmericInn by Wyndham Madison West
See all 146 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.

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 $305 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.