
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
Price found within the past 48 hours. Click for updated prices.





Holiday Inn Express & Suites Louisville Downtown by IHG
Downtown Louisville
per person
Sep 17 - Sep 23
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
8.8/10 Excellent! (1,510 reviews)
It was nice hotel, downtown. Didn’t like that we had to pay 21$ a day for a parking pass. Front didn’t explain that they would take the 21 dollars out of the 50$ incident deposit.
Reviewed on Aug. 7, 2025
Monticello Hotel Deals

Best Western Lake Cumberland Inn
2030 E Highway 90, Monticello, KY
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Sep 1 to Sep 2
CA $172
CA $189 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (332 reviews)
"The only complaint we had was the tv didn’t work. But this trip to visit family we weren’t in the room much. Bed was comfortable and clean. Air worked great and bathroom was clean."
Reviewed on Aug. 2, 2025

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!
Monticello
9.8/10 Exceptional! (8 reviews)
"We really enjoyed our stay. Communication with the host was great and we couldn't get over how beautiful the view was!"
Reviewed on Aug. 4, 2025

This charming cozy cottage has a private hot tub, deck for fishing.
monticello
9.8/10 Exceptional! (149 reviews)
"Great place. Very quite and peaceful."
Reviewed on Jun. 18, 2025
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
Lake Cumberland Winery
You can enjoy a tasting or tour at Lake Cumberland Winery during your travels to Monticello. Amble around this family-friendly area's lakeside, or seek out the fishing spots.
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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.