Title: Monticello Vacation Packages & Trips 2026 from CA $887 | Expedia.ca

[Monticello Travel Guide](https://expedia.ca/Monticello.dx602030)[Hotels in Monticello](https://expedia.ca/Monticello-Hotels.d602030.Travel-Guide-Hotels)[Vacation Rentals in Monticello](https://expedia.ca/Monticello-Vacation-Rentals.d602030.Travel-Guide-VacationRentals)[Monticello Car Rentals](https://expedia.ca/Car-Rentals-In-Monticello.d602030.Car-Rental-Guide)

![](https://images.trvl-media.com/place/602030/e986af9f-5b8e-4970-8ec0-95bf2907fa0c.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Monticello Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Lisa Klein

- ##  
Plan, book, travel with confidence
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Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
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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](https://www.expedia.ca/Wayne-County-Historical-Museum-Monticello.d553248621532656060.Vacation-Attraction). 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.

![Hilton Garden Inn Louisville Mall of St. Matthews](https://images.trvl-media.com/lodging/20000000/19430000/19423600/19423555/78130bf4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Garden Inn Louisville Mall of St. Matthews

St. Matthews

CA $887

per person

Mar 27 - Mar 29

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Louisville (SDF)

9.4/10 Exceptional! (835 reviews)

Great view, comfortably slept and amazing staff

Reviewed on Jan 7, 2026

![Best Western Premier Airport/Expo Center Hotel](https://images.trvl-media.com/lodging/1000000/20000/16100/16068/b12acd29_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Best Western Premier Airport/Expo Center Hotel

Shively

CA $971

per person

Mar 27 - Mar 29

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Louisville (SDF)

8.6/10 Excellent! (959 reviews)

The room was clean and staff were very friendly and helpful, but i do wish the restaurant and bar were open in the evenings.

Reviewed on Jan 5, 2026

![Hotel Distil, Autograph Collection](https://images.trvl-media.com/lodging/38000000/37770000/37765700/37765616/8fba23fc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Distil, Autograph Collection

Downtown Louisville

CA $1,016

per person

Mar 27 - Mar 29

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Louisville (SDF)

9.6/10 Exceptional! (422 reviews)

Clean, well appointed, convenient to restaurants and downtown Louisville.

Reviewed on Jan 3, 2026

![Homewood Suites by Hilton Louisville Downtown, KY](https://images.trvl-media.com/lodging/22000000/21600000/21599900/21599840/5c04f012_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Homewood Suites by Hilton Louisville Downtown, KY

Downtown Louisville

CA $928

per person

Mar 27 - Mar 29

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Louisville (SDF)

9.2/10 Wonderful! (1,004 reviews)

Room was clean. Staffs were friendly.

Reviewed on Jan 4, 2026

![The Grady](https://images.trvl-media.com/lodging/62000000/61220000/61216000/61215907/f322db40_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Grady

Downtown Louisville

CA $1,045

per person

Mar 27 - Mar 29

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Louisville (SDF)

9.4/10 Exceptional! (1,001 reviews)

Breakfast, lunch & dinner amazing I’m Vegan they accommodated meals for me at the Swan Restaurant/Bar down stairs

Reviewed on Jan 5, 2026

## Ready to book your vacation to Monticello?

Choose your dates

## Monticello Hotel Deals

![Best Western Lake Cumberland Inn](https://images.trvl-media.com/lodging/1000000/580000/570500/570403/ee5c4279_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Best Western Lake Cumberland Inn

2030 E Highway 90 Monticello KY

Fully refundableReserve now, pay when you stay

CA $166

CA $183 total

Jan 25 - Jan 26

includes taxes & 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

[](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=570403&PinnedHotelID=570403&HadPinnedHotel=true&regionId=602030)

![6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍](https://images.trvl-media.com/lodging/89000000/88420000/88412500/88412425/e2d996e7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

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

[Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=88412425&PinnedHotelID=88412425&HadPinnedHotel=true&regionId=602030)

[](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=88412425&PinnedHotelID=88412425&HadPinnedHotel=true&regionId=602030)

![Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039684/994e6ecc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

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

 Monticello KY

9.6/10 Exceptional! (63 reviews)

Host was very informative about the area. He was also quick to respond to the many questions I had. We enjoyed our stay.

Reviewed on Jan 7, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=30039684&PinnedHotelID=30039684&HadPinnedHotel=true&regionId=602030)

[](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=30039684&PinnedHotelID=30039684&HadPinnedHotel=true&regionId=602030)

[See all 949 properties in Monticello](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&regionId=602030)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### 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. 

[](https://expedia.ca/Lake-Cumberland-Winery-Monticello.d553248621560054943.Vacation-Attraction)

## Explore a world of travel with Expedia

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- [Enterprise Rental Cars in Lake Cumberland ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Lake-Cumberland.d6059570-c15.Car-Rental-Guide-Suppliers)

- [General Burnside State Park Vacation Rentals ](https://www.expedia.ca/General-Burnside-State-Park-Vacation-Rentals.d553248621532656067.Travel-Guide-VacationRentals)
- [Jamestown Vacation Rentals ](https://www.expedia.ca/Jamestown-Vacation-Rentals.d183256.Travel-Guide-VacationRentals)
- [Lake Cumberland Vacation Rentals ](https://www.expedia.ca/Lake-Cumberland-Vacation-Rentals.d6059570.Travel-Guide-VacationRentals)

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

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