Monticello Holidays

Photo by Lisa Klein

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Top hotels in Monticello

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 S$184 per night from 15 Jun to 16 Jun
S$184
15 Jun - 16 Jun
includes taxes & fees
8.8/10 Excellent! (321 reviews)
"Property was very clean and restaurants close by."

Reviewed on 1 Jun, 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
8.4/10 Very Good! (1,008 reviews)
"The falls"

Reviewed on 12 Jun, 2025

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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 S$87 per night from 15 Jun to 16 Jun
S$87
15 Jun - 16 Jun
includes taxes & fees
7/10 Good! (888 reviews)
"Staff was very friendly. Room was very nice size and great"

Reviewed on 1 Jun, 2025

Red Roof Inn Somerset, KY
See all 899 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 holiday 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 holiday 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 holiday 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 holiday. 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,” “Traveller 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 holiday as a package?
You can enjoy significant savings on your Monticello escape by booking a personalised holiday package. Click on the “Package” heading, then enter your destination and travel dates to browse some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Monticello?
If you’re considering an impromptu Monticello holiday, 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, favourite 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.