Monticello Vacation Packages
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Your Monticello Vacation
With a vacation package to Monticello, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your journey has been taken care of before you go, so you can spend more time experiencing this lively city. If your trip to Monticello includes some sightseeing, drop by renowned attractions like Indiana Beach Amusement Resort, Lake Shafer and Whyte Horse Winery. Stop dreaming and start adventuring. Explore the wide range of options on Expedia today and put your Monticello vacation plans in motion!
Top Monticello Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Indianapolis Airport Plainfield
Price was CA $1,154, price is now CA $1,037 per person
CA $1,037
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Indianapolis (IND)
8.2/10 Very Good! (1,004 reviews)
The entire staff was right on point friendly, welcoming, and making sure everything was in place. The rooms were as advertised nice and spacious and the bed comfy and the pillows soft. Our cleaning staff was outstanding always going the extra mile making sure we had everything we needed. The entire hotel was clean and in order and it was extremely crowded the entire time I was there. I will definitely stay there again and recommend to family and friends. . Oh and the breakfast was as good as any.
Reviewed on Mar 17, 2026
Bottleworks Hotel
Downtown Indianapolis
Price was CA $2,159, price is now CA $1,959 per person
CA $1,959
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Indianapolis (IND)
9.8/10 Exceptional! (1,844 reviews)
The room was beautiful! It’s a neat hotel.
Reviewed on Mar 23, 2026
Omni Severin Hotel
Downtown Indianapolis
Price was CA $1,561, price is now CA $1,420 per person
CA $1,420
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Indianapolis (IND)
9.4/10 Exceptional! (865 reviews)
Adequate gym, friendly staff. Some construction nearby that was a bit noisy outside our room.
Reviewed on Mar 26, 2026
Marriott Indianapolis Downtown
Downtown Indianapolis
Price was CA $1,639, price is now CA $1,519 per person
CA $1,519
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Indianapolis (IND)
9.2/10 Wonderful! (1,010 reviews)
From time I got there to when I left. Everything and everyone was great
Reviewed on Mar 13, 2026
SpringHill Suites by Marriott Indianapolis Downtown
Downtown Indianapolis
Price was CA $1,536, price is now CA $1,428 per person
CA $1,428
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Indianapolis (IND)
9/10 Wonderful! (1,003 reviews)
Breakfast was ok. Beds, blankets, and pillows were not the best. Staff was friendly and place was clean. Great location.
Reviewed on Mar 25, 2026
Monticello Hotel Deals
Best Western Plus Brandywine Inn & Suites
304 S 6th Street Monticello IN
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Apr 6 to Apr 7
CA $158
CA $178 total
Apr 6 - Apr 7
includes taxes & fees
8.2/10 Very Good! (667 reviews)
So I’m not one to complain. However there was a spot in the bathroom on the front side of the sink that had pee on it. Not a HUGE deal. I mean yeah gross but it was an easy spot to miss. However, when I said something at check out about our room not being cleaned the best, she said “well maintenance ...
Reviewed on Mar 2, 2026
Lake Freeman house w/boat dock... Minutes from Indiana Beach/Lake Shafer
Monticello IN
10/10 Exceptional! (60 reviews)
Good accomodations and close to Indiana beach.
Reviewed on Sep 7, 2025
Waterfront Lake Shafer - Hot Tub + Fireplace
Monticello IN
10/10 Exceptional! (72 reviews)
This home is beautiful, clean, well stocked for large groups and has an awesome view of the lake! Hosts were quick to respond to any questions and had simple instructions posted around home which was very helpful! It is just minutes away from Indiana Beach too! Highly recommend them for large groups ...
Reviewed on Jan 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.
Discover the most popular places to visit in Monticello
Terre Vin Monticello WineShop
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.
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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.
