Monticello Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.

Top Monticello Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Caesars Southern Indiana

Caesars Southern Indiana

3.5 out of 5
per person
May 15 - May 19
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Louisville (SDF)
8.2/10 Very Good! (1,002 reviews)
Very good experience

Reviewed on Feb. 17, 2025

Marriott Louisville East

Marriott Louisville East

4 out of 5
Jeffersontown
per person
May 15 - May 19
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Louisville (SDF)
9.2/10 Wonderful! (987 reviews)
It was good hotel and clean. Staff when we checked in was unfriendly both helped with what we needed.

Reviewed on Feb. 20, 2025

Hotel Genevieve

Hotel Genevieve

4 out of 5
Downtown Louisville
per person
May 15 - May 19
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Louisville (SDF)
9.2/10 Wonderful! (663 reviews)
Despite the freezing temperatures outside, the room was very comfortable. I actually had to keep the A/C on at night. 6th floor bar was really good and the staff was always helpful. You definitely want to try the Cuban place across the street!

Reviewed on Feb. 21, 2025

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Save 100% on your flight
per person
May 15 - May 19
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Louisville (SDF)
9.6/10 Exceptional! (361 reviews)
The property was amazing! Walking distance to many distilleries, restaurants and bars. The staff was excellent and gave many great recommendations on things to do. We loved breakfast and dinner at Repeal.

Reviewed on Feb. 12, 2025

Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel

Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel

3.5 out of 5
Fairgrounds
per person
May 15 - May 19
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Louisville (SDF)
8.6/10 Excellent! (296 reviews)
It was a very clean hotel. Our room was clean and comfortable. No problems.

Reviewed on Feb. 14, 2025

Ready to book your vacation to Monticello?

 

Choose your dates

Monticello Hotel Deals

Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
Monticello
9.6/10 Exceptional! (5 reviews)
Kentucky Birthday Party
"We all had a great time celebrating our Mom, (Grandma, Great Grandma's) 92 Birthday. Kids had a great time playing all the fun "toys" available on the 1st Floor- overall a really great time."

Reviewed on Aug. 28, 2024

Get rates
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Monticello
9.8/10 Exceptional! (20 reviews)
Great views with lots to do
"My family of nine and I had a great time and plenty of room. The views are incredible. The toys including pool table and foosball were used heavily. The hot tub was very comfortable and easy to use. There were a couple of unexpected bonuses including an extra refrigerator in the garage which was ..."

Reviewed on Dec. 8, 2024

Get rates
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Monticello
10/10 Exceptional! (104 reviews)
Peaceful Paradise
"We enjoyed sitting on the screened-in patio overlooking the river watching the falling leaves float to the ground. Watched a group of 15 wild turkeys make the way way past the property. their wwa"

Reviewed on Oct. 27, 2024

Get rates
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
See all 869 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Monticello vacation package cost?
You’ll find cheap prices from CA $496 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.

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 family-friendly area's lakeside, or seek out the fishing spots.

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