Monticello Holidays
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Top hotels in Monticello
Best Western Lake Cumberland Inn
2030 E Highway 90 Monticello KY
Fully refundableReserve now, pay when you stay
S$182
27 Aug - 28 Aug
includes taxes & fees
8.8/10 Excellent! (393 reviews)
"We stayed here for the 127 yard sale, it is a bit away but was a quiet place to stay and was clean, easy check In and check out. The breakfast was ok. There wasn’t anything close by the hotel that I could tell as far as conveniences but I would stay there again if needed"
Reviewed on 13 Aug, 2026
Cumberland Falls State Resort Park
7351 Hwy. 90 Williamsburg KY
Fully refundableReserve now, pay when you stay
S$165
22 Aug - 23 Aug
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"I wish I'd had time to stay for more than one night. I was on my way through, driving from North Carolina to Illinois, and this was a good stopping point. I avoid chain hotels as much as possible and looked in advance for a place near Cumberland Falls. You can't get any closer than this! There was ..."
Reviewed on 19 Aug, 2026
Red Roof Inn Somerset, KY
1201 S Highway 27 Somerset KY
Fully refundableReserve now, pay when you stay
S$86
2 Sept - 3 Sept
includes taxes & fees
7/10 Good! (1,002 reviews)
"Incredibly dirty floors. Have not been mopped in years. Had to slip in shoes after showering or the bottom my feet would be black with dirt. At least they clean the towels. Mine were washed so many times that the fabric was see through in spots where there was fabric. The shower was scalding hot, ..."
Reviewed on 16 Aug, 2026
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.
Stay near popular Monticello attractions
Mill Springs Mill Park
This historic 1877 grist mill boasts one of the world's largest operating overshot water wheels at 40 feet in diameter. Watch milling demonstrations and purchase freshly ground cornmeal to take home.
Conley Bottom Marina
Explore the waterfront in Monticello with a trip to Conley Bottom Marina. Wander the lakeside in this relaxing area.
Lake Cumberland Winery
8.0/10 (21 reviews)
Tucked in Monticello's countryside, Lake Cumberland Winery offers tastings of locally crafted wines amid scenic surroundings. Sample their signature varieties while enjoying the peaceful Kentucky landscape.
Wayne County Historical Museum
8.0/10 (9 reviews)
Step back in time at this local museum featuring Civil War dioramas and a restored one-room schoolhouse. Explore Wayne County's heritage through carefully preserved artefacts and the historic stagecoach display.
Big Island
Big Island rises majestically from Lake Cumberland, creating a picturesque backdrop for Kentucky boaters. Explore its serene shores during spring through fall when the lake's azure waters are most inviting.
Fall Creek Recreation Area
Nestled on Lake Cumberland's shores, Autumn Creek Campground features ten shaded waterfront sites amid hardwood forest. Reserve early for direct lake access, perfect for fishing, boating, and serene natural immersion.
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?
- 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.
- 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.
- 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.
- 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.
