Monticello Holidays

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Your Monticello Holiday

Take the hassle out of planning your next grand adventure with a Monticello holiday package. Whether you're lured here by its history, food or other highlights, there's an inexhaustible array of experiences to be had. Wayne County Historical Museum is among the popular attractions to check off your sightseeing agenda during a trip to Monticello. Your perfect Monticello holiday is clicks away. Explore flights, accommodation and more on Expedia for an adventure that's tailored just for you.

Monticello Holiday

Monticello Essential Information

Language
English
Currency
U.S dollars
Population
6,100
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Lake Cumberland Winery and Wayne County Historical Museum

Our pick of the best Monticello Hotel Deals

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

Monticello
9.8/10 Exceptional! (30 reviews)
"Our 13th annual Girls Weekend was an easy success staying at this beautiful Monticello home. David was great to work with and the location was easy to get to and had plenty of parking. The views were stunning and the heated pool allowed us to take advantage of the beautiful October weekend! The hot ..."

Reviewed on 5 Oct 2025

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

Monticello
9.4/10 Exceptional! (85 reviews)
"Family weekend. Plenty of room everything we needed."

Reviewed on 20 Sept 2025

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Monticello
10/10 Exceptional! (120 reviews)
"This was one of the best experiences we have ever had. Hosts were communicative and directions for check in/check out were easy and clear. The whole house was perfectly clean and inviting. The property is beautiful and was perfect for a short weekend but we would also come back for a longer stay. ..."

Reviewed on 27 Sept 2025

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
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.

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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.