Monticello Vacations

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Find the Best Monticello Vacation Packages

Monticello Hotel Deals

This charming cozy cottage has a private hot tub, deck for fishing.
This charming cozy cottage has a private hot tub, deck for fishing.
monticello
9.8/10 Exceptional! (143 reviews)
We had an excellent time there
"We would like to stay there again because of all the amenities the manager was very friendly"

Reviewed on 13 January 2025

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This charming cozy cottage has a private hot tub, deck for fishing.
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! (104 reviews)
Peaceful Paradise
"We enjoyed sitting on the screened-in patio overlooking the river watching the falling leaves float to the ground. Watched a group of 15 wild turkeys make the way way past the property. their wwa"

Reviewed on 27 October 2024

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Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!
Monticello
9.4/10 Exceptional! (71 reviews)
Charming house with a nice view.
"Check in was easy. Very nice place. Plenty of room to visit with family. Would be very enjoyable in the summer when the pool is open. My grandson enjoyed the basketball game. Two drawbacks. First, we had 5 people who needed to shower in the morning, hot water was nearly depleted by the third so the ..."

Reviewed on 30 January 2025

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4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!
See all 888 properties in Monticello
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.

Frequently asked questions

How much does a Monticello vacation package cost?
You’ll find cheap prices on Expedia for your Monticello break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Monticello costs.
What are the cheapest months to go to Monticello?
January, February and June are the best times to search for cheap Monticello vacation packages. Opting to travel in quieter periods means you can typically find better prices on hotels and flights.
How to find the best Monticello package deals?
Bagging a cheap Monticello package deal is a breeze with Expedia. Once you’ve entered your destination and trip dates under our “Packages” tab, set your maximum budget, add some filters and see what’s available. You can fine-tune your search by “Amenities,” “Property type,” “Traveler experience” and more. Sort the results by “Price: low to high” to view the most economical Monticello package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Monticello vacation as a package?
You can enjoy significant savings on your Monticello escape by booking a personalized vacation package. Click on the “Package” heading, then enter your destination and travel dates to browse some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Monticello?
If you’re considering an impromptu Monticello vacation, check out our last-minute deals that can be booked up to a week before you go. Don’t want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Monticello?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Monticello.
  2. Set your budget: Factor in expenses such as food, flights and transportation when working out how much to put aside for your trip to Monticello. Then, pick a property that works with your budget, whether that’s an affordable stay or a lavish getaway.
  3. Determine how many days away: Start by making a list of all the sights and activities you’d like to get to in Monticello. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that’s left is to find a Monticello vacation package that brings all your bookings together.

Discover the most popular places to visit in Monticello

Lots of history here. Historical mill and mansion. Beautiful waterfalls and scenery.

Mill Springs Mill Park

Explore the great outdoors at Mill Springs Mill Park, a lovely green space in Mill Springs.

Mill Springs Mill Park

Conley Bottom Marina

Explore the waterfront in Monticello with a trip to Conley Bottom Marina. Wander the lakeside in this family-friendly area.

Conley Bottom Marina

Lake Cumberland Winery

3.5/5(10 reviews)

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.

Lake Cumberland Winery