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Your Monticello Vacation

Our vacation packages to Monticello let you create your own adventure. Tailor your journey to suit your needs and interests and make every moment count in this fantastic city. Fill your trip to Monticello with visits to some of its top attractions. Where to first? Make a beeline for Wayne County Historical Museum. Your ideal Monticello vacation is clicks away. Browse flights, accommodations and more on Expedia for a trip that's tailored to suit your style.

The Latest Monticello vacation packages

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Hancock House
Hyatt Regency Louisville
Louisville Marriott Downtown
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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
$115 nightly
The price is $127 total per night from Nov 23 to Nov 24
$127 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (349 reviews)
Great stay!

Reviewed on Oct 27, 2025

Best Western Lake Cumberland Inn
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

Monticello KY
9.8/10 Exceptional! (32 reviews)
Beautiful view. The game room was perfect for the girls. The pool was closed, but it is October so I am assuming that is why. Hot tub was nice to relax in. Again, the view is absolutely stunning. The house is large and roomy beds very comfortable. I didn’t take any pictures, wish I had because it ...

Reviewed on Oct 26, 2025

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

Monticello KY
9.6/10 Exceptional! (62 reviews)
Convent location to Conley Bottom. Kids enjoyed the pool

Reviewed on Oct 4, 2025

Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.
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.

Find the Best Monticello Vacation Packages

Things to do near Monticello

Monticello, Kentucky, is perfect for outdoor enthusiasts, offering a range of activities like hiking trails, campgrounds, and recreational areas. Visitors can explore the scenic beauty through guided tours, with various tour options available at different price points. Whether you're seeking adventure or a tranquil escape, Monticello has something for everyone to enjoy.

Shopping

If you're up for a drive, visit Somerset Mall, located 19 miles away, featuring a variety of shops with a family-friendly atmosphere. For a unique experience, check out Mountain Top Flea Market, 28 miles from Monticello, where you can find local goods in a vibrant setting.

Recreation

At the Natural Arch Scenic Area, enjoy serene hiking trails and breathtaking views that promote relaxation. The Big South Fork National River and Recreation Area offers tranquil river activities and nature walks. For stunning vistas, visit the Split Bow Arch Overlook, perfect for reflection and rejuvenation.

Adventure

Cool off at SomerSplash, a thrilling waterpark located 23 miles from Monticello, featuring exciting slides and family-friendly attractions. For outdoor enthusiasts, hike the Angel Falls Trail, 26 miles away, to enjoy stunning scenery and adventure. Don’t miss the tranquility of White Oak Overlook, also 26 miles distant, perfect for relaxation.

Nightlife

Monticello's nightlife features cozy bars and live music venues. Check out the local favorite, The Last Resort, for a laid-back vibe and tasty drinks. For dancing and entertainment, visit the Monticello Community Center, where you can enjoy events and gatherings in a friendly atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Monticello

Monticello, Kentucky offers a perfect backdrop for outdoor and adventure vacations, featuring popular attractions like marinas, parks, and national/state parks. Ideal for families and eco-conscious travelers, you can enjoy scenic views and engaging activities. For additional insights, consider exploring Monticello's attractions, including Monticello in Charlottesville, Monticello Plantation, and Monticello Avenue, along with their visiting hours to enhance your trip experience.

  • Lake Cumberland State Resort Park: Located 13 miles from Monticello, this park offers stunning natural beauty and outdoor adventures. Enjoy hiking, fishing, or simply relaxing by the lake while taking in breathtaking views of the surrounding landscape.
  • Wayne County Historical Museum: Situated in Monticello, this museum immerses visitors in local culture and history. Explore exhibits showcasing the rich heritage of Wayne County, including artifacts and stories that bring the past to life.
  • Wolf Creek National Fish Hatchery: Just 17 miles away, this eco-friendly facility focuses on fish conservation and education. Discover the importance of aquatic ecosystems and enjoy guided tours that highlight the hatchery's role in environmental sustainability.

Best time to go to Monticello

The best time to visit Monticello is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostlyAverageSlightly Low
February40.1°F (4.5°C)Light RainMostlyAverageSlightly Low
March48.0°F (8.9°C)Light RainMostlyAverageAverage
April56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
May65.8°F (18.8°C)Light RainMostly SunnyAverageAverage
June73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
July76.3°F (24.6°C)Light RainMostly SunnySlightly HighSlightly High
August74.8°F (23.8°C)Light RainMostly SunnySlightly HighSlightly High
September69.4°F (20.8°C)Light RainMostly SunnyAverageAverage
October58.6°F (14.8°C)Light RainMostly SunnySlightly LowAverage
November47.5°F (8.6°C)Light RainMostly SunnySlightly LowSlightly Low
December41.4°F (5.2°C)Light RainMostlySlightly LowAverage

Tips to save on your trip to Monticello

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Monticello.
  • Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to Monticello.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Monticello Essential Information

Language
English
Currency
U.S dollars
Population
6,100
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Lake Cumberland Winery and Wayne County Historical Museum

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Frequently asked questions

How much does a Monticello vacation package cost?
You'll find cheap prices from $421 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?
If you're hoping to book a cheap Monticello vacation package, consider traveling in January, October and November. You'll usually find lower rates on accommodations and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Monticello?
With a well-organized travel plan, you can easily tick off the top Monticello attractions in a handful of days. But if you want to discover lesser-known spots or take day trips, consider booking your Monticello vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Monticello vacation packages?
Jet off on your ideal getaway to Monticello with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait for payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up bargains before they sell out.

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