Monticello Vacation Packages

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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.

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 23 - May 26
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
8.2/10 Very Good! (1,007 reviews)
Average at best. Not impressed

Reviewed on Mar. 28, 2025

Hotel Genevieve

Hotel Genevieve

4 out of 5
Downtown Louisville
per person
May 23 - May 26
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
9.2/10 Wonderful! (737 reviews)
This is our second stay at Hotel Genevieve this month and it’s truly been the best experience. From the eclectic decoration, to the valet service, everyone has been so nice. My husband has been with me both times, but this is definitely a hotel that I would stay at by myself and not be scared. We actually will be back there for a third time this month this up coming weekend.

Reviewed on Mar. 28, 2025

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
per person
May 23 - May 26
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
9.6/10 Exceptional! (373 reviews)
Nice place to stay.

Reviewed on Mar. 18, 2025

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
per person
May 23 - May 26
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Convenient location right next tom the convention center.

Reviewed on Mar. 24, 2025

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
per person
May 23 - May 26
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
8.8/10 Excellent! (3,353 reviews)
It was very convenient to walk to KFC Yum arena for a concert.

Reviewed on Mar. 29, 2025

Ready to book your vacation to Monticello?

 

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Monticello Hotel Deals

This charming cozy cottage has a private hot tub, deck for fishing.
This charming cozy cottage has a private hot tub, deck for fishing.
monticello
9.8/10 Exceptional! (143 reviews)
We had an excellent time there
"We would like to stay there again because of all the amenities the manager was very friendly"

Reviewed on Jan. 13, 2025

Get rates
This charming cozy cottage has a private hot tub, deck for fishing.
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 CA $172 per night from Mar. 30 to Mar. 31
CA $172
CA $189 total
includes taxes & fees
Mar 30 - Mar 31
8.8/10 Excellent! (312 reviews)
"Only hotel in the area. Older but very nice and comfortable. Bed was a bit hard but otherwise, good place to stay and would stay again. Clerk at desk was very friendly and offered his suggestion for dinner which was great."

Reviewed on Mar. 18, 2025

Best Western Lake Cumberland Inn
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!
Monticello
9.4/10 Exceptional! (72 reviews)
Charming house with a nice view.
"Check in was easy. Very nice place. Plenty of room to visit with family. Would be very enjoyable in the summer when the pool is open. My grandson enjoyed the basketball game. Two drawbacks. First, we had 5 people who needed to shower in the morning, hot water was nearly depleted by the third so the ..."

Reviewed on Jan. 30, 2025

Get rates
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!
See all 891 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 $619 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.