
Monticello Vacation Packages
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Your Monticello Vacation
Our vacation packages to Monticello let you create your own adventure. Tailor your journey to suit your needs and interests and make every moment count in this fantastic city. Fill your trip to Monticello with visits to some of its top attractions. Where to first? Make a beeline for Wayne County Historical Museum. Your ideal Monticello vacation is clicks away. Browse flights, accommodations and more on Expedia for a trip that's tailored to suit your style.
Top Monticello Vacation Deals

Caesars Southern Indiana
Reviewed on Aug. 7, 2025

Galt House Hotel Trademark Collection by Wyndham
Reviewed on Aug. 9, 2025

Holiday Inn Express Louisville Airport Expo Center by IHG
Reviewed on Aug. 6, 2025

Monticello Hotel Deals

Best Western Lake Cumberland Inn
Reviewed on Aug. 2, 2025

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!
Reviewed on Aug. 4, 2025

This charming cozy cottage has a private hot tub, deck for fishing.
Reviewed on Jun. 18, 2025
Discover the most popular places to visit in Monticello
Lake Cumberland Winery
You can enjoy a tasting or tour at Lake Cumberland Winery during your travels to Monticello. Amble around this relaxing area's lakeside, or seek out the fishing spots.
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