Monticello Holidays
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- Better togetherSave up to S$1,300 when you book a flight and hotel together*
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Top hotels in Monticello
Best Western Plus Brandywine Inn & Suites
304 S 6th Street Monticello IN
Fully refundableReserve now, pay when you stay
S$146
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very good! (743 reviews)
"The rooms were clean and the beds were comfortable"
Reviewed on 14 Aug, 2026
Monticello Inn
1273 W Broadway St Monticello IN
Fully refundableReserve now, pay when you stay
S$126
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very good! (328 reviews)
"Me and my husband stay was excellent, the room was very clean, and the staff (kim) was very nice and helpful, we will be coming back for our next getaway."
Reviewed on 2 Aug, 2026
Blue Door Cottages
5312 N. West Shafer Drive Monticello IN
S$170
13 Sept - 14 Sept
includes taxes & fees
8.6/10 Excellent! (109 reviews)
"Excellent place to stay. 10 minutes from Indiana Beach. Great pool. Very clean. Will definitely stay there again!"
Reviewed on 31 Jul, 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.
Stay near popular Monticello attractions
Indiana Beach Amusement Resort
8.4/10 (143 reviews)
Established in 1926, Indiana Beach offers classic thrills and water attractions along Lake Shafer's shores. Experience six roller coasters and nostalgic boardwalk charm at this historic lakeside amusement resort.
Lake Shafer
8.8/10 (85 reviews)
Lake Shafer offers pristine waters for boating, fishing, and swimming along its picturesque shoreline. Rent a lakeside cabin and explore the adjacent Indiana Beach Amusement Resort for a perfect summer retreat.
Monticello City Park
8.0/10 (21 reviews)
This two-level community park combines recreation with peaceful natural areas featuring streams and trails. Enjoy the playground, courts, and scenic bridges, or reserve a pavilion for special gatherings.
Pine View Golf Course
5.8/10 (12 reviews)
This scenic 18-hole public course challenges golfers with rolling greens and diverse terrain. Enjoy the natural setting where wildlife sightings enhance your round through clusters of trees and prairie grass.
Whyte Horse Winery
8.0/10 (18 reviews)
This 1886 farmhouse winery offers fruit-forward wines from dry to sweet in a historic setting. Enjoy tastings on the patio or time your visit to experience one of their seasonal festivals.
Terre Vin Monticello WineShop
7.2/10 (7 reviews)
Take the family on an outing to Terre Vin Monticello WineShop during your trip to Monticello. While you're in the area, stroll along the beaches.
High Speed Naskart Gokart Racing
5.0/10 (2 reviews)
Race at speeds up to 45mph on this authentic NASCAR-style go-kart track near Indiana Beach. Perfect for thrill-seekers of all experience levels, the well-maintained circuit delivers genuine racing excitement.
Frequently asked questions
How much does a Monticello holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Monticello costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Monticello?
If you're looking to score a cheap Monticello holiday package, consider travelling in January, March and November. You'll typically find lower prices on accommodation and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Monticello?
The ideal length of your Monticello holiday depends on what you'd like to see. Usually, a few days to a week will give you enough time to visit all the major sights and explore some hidden spots along the way.
Is it worth booking a holiday package to Monticello?
Whether you're looking to visit attractions like Pine View Golf Course and Indiana Beach Amusement Resort on your Monticello holiday, or coming for its excellent hiking, camping and cycling, there's something for everyone here. With so much to do, you'll soon find out why so many travellers think Monticello is a good holiday destination.
How to find the best Monticello package deals?
Finding a cheap Monticello package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Monticello package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Monticello holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still get the freedom to create a tailored Monticello holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Monticello?
If you're considering an impromptu Monticello adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Monticello?
- Pick your travel dates: What you plan to do in Monticello and your preferred season can help you decide when to travel.
- Set a budget: Consider costs such as flights, food and transportation when working out how much to put aside for your trip to Monticello. Then, choose a hotel that matches your budget, whether that's an economical option or a lavish retreat.
- Decide your trip length: Consider how long you'd like to spend discovering Monticello. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
- Combine your airfare and accommodation: After you've settled on your travel dates and duration, lock in the perfect Monticello holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
