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.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

Shively
CA $1,269
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
8.6/10 Excellent! (1,008 reviews)
Pool was cold. Breakfast was good; better on the weekends than during the week.

Reviewed on Oct 11, 2026

The Grady

The Grady

Downtown Louisville
CA $1,553
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
9.4/10 Exceptional! (1,011 reviews)
We paid for a room we did not receive initially. We were placed in a basement sub room that had no closet , no windows, hard to manuver and lack of various amenities. We booked months in advance. Unacceptable. Had to stay the night. amenities. We complained and then were moved the next day to a perfectly fine room. The fact that the hotel put full paying guests in such a room initially

Reviewed on Oct 12, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

Downtown Louisville
CA $1,299
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
8.8/10 Excellent! (1,004 reviews)
I haven’t enjoyed my trip.

Reviewed on Oct 12, 2026

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

Downtown Louisville
CA $1,829
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
9.6/10 Exceptional! (507 reviews)
The room exceeded expectations! All of the restaurants had exceptional food! Beautiful hotel, great location, and very friendly staff!

Reviewed on Oct 11, 2026

Hotel Bourré Bonne Louisville, Curio Collection by Hilton

Hotel Bourré Bonne Louisville, Curio Collection by Hilton

Downtown Louisville
CA $1,602
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
9.4/10 Exceptional! (158 reviews)
An upscale boutique hotel! Lovely swimming pool and bar areas. Rooms were top notch, confortable and spacious. Excellent bed. Valet parking was expensive, so we parked in a paid garage right next door. Would stay here on next visit!

Reviewed on Oct 12, 2026

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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 KY
9.8/10 Exceptional! (174 reviews)
"Book with confidence excellent place to stay!"

Reviewed on Oct 11, 2026

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This charming cozy cottage has a private hot tub, deck for fishing.
Best Western Lake Cumberland Inn

Best Western Lake Cumberland Inn

2030 E Highway 90 Monticello KY
Fully refundableReserve now, pay when you stay
CA $185
CA $204 total
Oct 18 - Oct 19
includes taxes & fees
8.8/10 Excellent! (402 reviews)
"Lots of water and mold damage pool hasn’t worked in years with zero interest in repair per staff rooms dirty and uncomfortable"

Reviewed on Oct 6, 2026

Best Western Lake Cumberland Inn
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
9.6/10 Exceptional! (121 reviews)
"The stay was great. Very clean house and pool was a warm comfort. Plenty of room for all of our guests to relax yet enjoy each other’s company. Bedrooms are very roomy and bathrooms were nice. Feels secluded but close to town for errands and groceries. Would definitely stay again."

Reviewed on Sep 28, 2026

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4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
See all 1,067 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.
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Stay near popular Monticello attractions

Mill Springs Mill Park

Explore the great outdoors at Mill Springs Mill Park, a lovely green space in Mill Springs.
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Conley Bottom Marina

Explore the waterfront in Monticello with a trip to Conley Bottom Marina. Wander the lakeside in this family-friendly area.
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Wayne County Historical Museum

8.0/10 (9 reviews)
You can spend time exploring the galleries in Wayne County Historical Museum in Monticello. Stroll along the lakeside in this family-friendly area, or seek out the fishing spots.
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Lake Cumberland Winery

8.0/10 (21 reviews)
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.
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Fall Creek Recreation Area

Explore the great outdoors at Fall Creek Recreation Area, a lovely green space in Monticello. Wander the lakeside in this family-friendly area.
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Big Island

Commune with nature and explore the great outdoors at Big Island during your travels in Monticello. Wander the lakeside in this relaxing area.
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Frequently asked questions

How much does a Monticello vacation package cost?
Offering excellent value package deals from CA $1,269 on Expedia, you'll be thrilled with how little a vacation to Monticello costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Monticello?
You can usually find lower prices and greater availability in January, February and June. Take a look at our cheap Monticello vacation packages and you could score some great off-season discounts.
How many days is enough for Monticello?
Generally, a handful of days is enough to explore the major attractions during your Monticello vacation. However, if you want to have some time to chill out or go on day trips, think about extending your trip.
How to find the best Monticello package deals?
Use Expedia's handy filters to help you find some unbeatable Monticello package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Monticello package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Monticello vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights separately. Better still, you can customize your Monticello getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
How to plan a trip to Monticello?
  1. Pick your travel dates: What you plan to do in Monticello and your favourite season can help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your stay, you should factor in other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Monticello.
  3. Decide how long to go for: Now that you know more about Monticello, you can work out the perfect length of your vacation. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Monticello vacation package that brings all your bookings together.

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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.