Monticello Vacations

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Find the Best Monticello Vacation Packages

Monticello Hotel Deals

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)
Perfect weekend getaway
"This cabin was fantastic and had everything you could possibly want for a weekend getaway. Plenty of inside and outside activities and a wonderful place to get away and unwind. David & Valarie were great hosts, being as welcoming, and responsive as you could ask for. We very much enjoyed our stay ..."

Reviewed on 23 March 2025

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Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
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! (144 reviews)
Getaway
"Quite place to kick back and relax, says you can fish there is a private deck at the home, but there is so many turtles in the pond they have ate all the fish. But not the owners fault, just a heads up on the private fishing dock."

Reviewed on 6 April 2025

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This charming cozy cottage has a private hot tub, deck for fishing.
Best Western Lake Cumberland Inn
Best Western Lake Cumberland Inn
2.5 out of 5
2030 E Highway 90, Monticello, KY
Fully refundableReserve now, pay when you stay
The price is AED 459 per night from Apr 21 to Apr 22
AED 459
AED 506 total
includes taxes & fees
21 Apr - 22 Apr
8.8/10 Excellent! (315 reviews)
"Front desk personnel were excellent. Will stay there again when working in this area."

Reviewed on 11 April 2025

Best Western Lake Cumberland Inn
See all 883 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

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

Wayne County Historical Museum

4/5(8 reviews)

You can spend time exploring the galleries in Wayne County Historical Museum in Monticello. Stroll along the lakeside in this family-friendly area, or seek out the fishing spots.

Wayne County Historical Museum

Wayne County Hospital

Though Wayne County Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Monticello while you are here.

Wayne County Hospital