Monticello Vacations from $388

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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

Price found within the past 48 hours. Click for updated prices.
Hancock House
The Duke Hotel
Marriott Louisville East
Hotel Distil, Autograph Collection
Best Western Premier Airport/Expo Center Hotel
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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
$120 nightly
The price is $132 total per night from Jan 18 to Jan 19
$132 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (357 reviews)
Room was clean, staff was friendly, check in was easy! They do require a deposit in case of property damage which wasn't much and wasn't a problem for us. We needed to stop rather last minute as my husband and I were both tired from traveling. We got in around 9 and went straight to bed. Got up about ...

Reviewed on Dec 17, 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! (34 reviews)
The driveway in front of the house was extremely steep. We parked on the other end of the pool house.

Reviewed on Dec 27, 2025

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

Monticello KY
9.4/10 Exceptional! (90 reviews)
Our stay was a perfect getaway for my family to celebrate our mothers birthday. The host was extremely helpful with anything we needed during our stay and the property is extremely beautiful with plenty activities to do. We will definitely recommend this place to anyone visiting the area or just ...

Reviewed on Oct 27, 2025

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
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 seeking adventure and scenic beauty. Visitors can explore the recreational area, hike the trails, and enjoy the campground. For a more guided experience, consider Monticello's adventure tours, which offer various options at different price points. Engaging a local tour guide can enhance your experience, ensuring you discover all the hidden gems this charming town has to offer.

Shopping

In Monticello, you can enjoy shopping at local boutiques and gift shops. If you're up for a drive, visit Somerset Mall, 19 miles away, for a variety of stores, or check out Mountain Top Flea Market, 28 miles away, for unique finds and local treasures.

Recreation

The Natural Arch Scenic Area, just 16 miles from Monticello, offers stunning natural formations and peaceful hiking trails. Explore the Big South Fork National River and Recreation Area, 27 miles away, for serene riverside relaxation. Visit Split Bow Arch Overlook, located 23 miles from Monticello, for breathtaking views and tranquility.

Adventure

Visit SomerSplash, a vibrant waterpark located 23 miles from Monticello, offering thrilling slides and family fun. For a scenic adventure, hike the Angel Falls Trail, 26 miles away, where you can enjoy breathtaking views and the great outdoors. Don't miss the stunning vistas at White Oak Overlook, also 26 miles from town.

Nightlife

In Monticello, enjoy a laid-back nightlife scene with local bars and restaurants offering live music and dancing. Visit the nearby Lake Cumberland for evening cruises or head to local spots for karaoke and friendly gatherings. The atmosphere is welcoming and perfect for a relaxing night out.

*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 an ideal setting for outdoor enthusiasts and families seeking adventure and scenic beauty. With attractions like marinas, parks, and national/state parks, visitors can enjoy eco-friendly experiences. For additional information, consider exploring Monticello Avenue, Monticello Plantation, and the hours at Monticello, which enhance your understanding of the area while ensuring a memorable vacation.

  • Lake Cumberland State Resort Park: Located 13 miles from Monticello, this stunning park offers a perfect blend of adventure and scenic beauty. Enjoy outdoor activities such as hiking, fishing, and boating while soaking in the breathtaking views of Lake Cumberland.
  • Wayne County Historical Museum: Situated in the heart of Monticello, this museum showcases the rich culture and history of Wayne County. Explore fascinating exhibits and artifacts that tell the story of the local community and its heritage.
  • Wolf Creek National Fish Hatchery: Just 17 miles away, this eco-friendly facility focuses on fish conservation and education. Visitors can learn about fish species and environmental stewardship while enjoying the serene natural surroundings.

Best time to go to Monticello

The best time to visit Monticello can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Monticello falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Monticello falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly CloudyAverageSlightly Low
February40.1°F (4.5°C)Light RainMostly CloudyAverageSlightly Low
March48.0°F (8.9°C)Light RainMostly CloudyAverageAverage
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 RainMostly CloudySlightly LowAverage

Tips to save on your trip to Monticello

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Monticello during the low season (January to February and November) for more affordable options.
  • 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 $388 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.