Monticello Vacations

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    Save up to ₩234,741 when you book a flight and hotel together*
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Find the Best Monticello Vacation Packages

Monticello Hotel Deals

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 ₩173,582 per night from Sep 1 to Sep 2
₩173,582
₩191,356 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (334 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

Best Western Lake Cumberland Inn
Cumberland Falls State Resort Park

Cumberland Falls State Resort Park

3.5 out of 5
7351 Hwy. 90, Williamsburg, KY
Fully refundableReserve now, pay when you stay
The price is ₩168,666 per night from Aug 12 to Aug 13
₩168,666
₩185,928 total
Aug 12 - Aug 13
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Great setting, great old building,"

Reviewed on Aug 3, 2025

Cumberland Falls State Resort Park
Red Roof Inn Somerset, KY

Red Roof Inn Somerset, KY

2 out of 5
1201 S Highway 27, Somerset, KY
Fully refundableReserve now, pay when you stay
The price is ₩82,618 per night from Sep 1 to Sep 2
₩82,618
₩94,581 total
Sep 1 - Sep 2
includes taxes & fees
7/10 Good! (930 reviews)
"Comfortable for the price."

Reviewed on Aug 5, 2025

Red Roof Inn Somerset, KY
See all 908 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.

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.

Lake Cumberland Winery

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 many days is enough for Monticello?
Usually, a handful of days is enough to tick off the main attractions during your Monticello vacation. But if you prefer to have some time to rest or take day tours, think about extending your itinerary.
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.