Title: Charlestown Vacation Packages & Trips 2025/2026 from CA $886 | Expedia.ca

  

[Hotels in Charlestown](https://expedia.ca/Charlestown-Hotels.d7184.Travel-Guide-Hotels)[Vacation Rentals in Charlestown](https://expedia.ca/Charlestown-Vacation-Rentals.d7184.Travel-Guide-VacationRentals)[Flights to Charlestown](https://expedia.ca/Cheap-Flights-To-Charlestown.d7184.Travel-Guide-Flights)[Charlestown Car Rentals](https://expedia.ca/Car-Rentals-In-Charlestown.d7184.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6091469/cdd0b954-b972-435a-b322-953a659691c1.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Charlestown Vacation Packages

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

Photo by Mark Wilcoxson

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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 Charlestown Vacation

From its rich history to its coastal scenery and beyond, there's loads to love about Charlestown. Discover the wonders of this fascinating city with a Charlestown vacation package that's tailor-made for you. If visiting the sights is a must during your trip to Charlestown, make sure you stop by well-known attractions like [Charlestown State Park](https://www.expedia.ca/Charlestown-State-Park-Indiana.d6091469.Vacation-Attraction) and [Charlestown Family Activities Park](https://www.expedia.ca/Charlestown-Family-Activities-Park-Charlestown.d553248635976063320.Vacation-Attraction). Expedia is here to help you escape your daily routine. Tailor your vacation to Charlestown to suit your travel style, whatever that may be.

## Top Charlestown Vacation Deals

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

![Derby City Gaming & Hotel -  A Churchill Downs Property ](https://images.trvl-media.com/lodging/94000000/93190000/93187900/93187879/ee0d92e3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Derby City Gaming & Hotel - A Churchill Downs Property

CA $886

per person

Nov 15 - Nov 19

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Louisville (SDF)

9.4/10 Exceptional! (1,430 reviews)

Great Value. Rooms were nice, great bar/restaurant on site, excellent TV and remote. Has lighted dial and sleep function. All i needed.

Reviewed on Oct 12, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-19/?FromAirport=YVR&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=93187879&paandie=true&dealMarker=YgnW5ebX0HCatK1dn2ssFHdjTJU_qXH70t-Gv52uy-z1VVSQCM9fZT_S7zPIOZDM)

![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 $1,012

per person

Nov 12 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Louisville (SDF)

9.4/10 Exceptional! (1,004 reviews)

We had a wonderful stay. Highly recommend this hotel- beautiful, great location, nice staff and a great restaurant downstairs!

Reviewed on Oct 12, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-12/2025-11-14/?FromAirport=YYC&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=61215907&paandie=true&dealMarker=8znkno0VW5bIPUjDQozvB3cKOV9tFuIk3rQbS4TehKjZ5KG0EJZvhu-V2egclDrb)

![The Brown Hotel](https://images.trvl-media.com/lodging/1000000/10000/9900/9861/840e31de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Brown Hotel

Downtown Louisville

CA $1,132

per person

Nov 12 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Louisville (SDF)

9.4/10 Exceptional! (1,067 reviews)

The ambience of the hotel was terrific.

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-12/2025-11-14/?FromAirport=YYC&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9861&paandie=true&dealMarker=8znkno0VW5bIPUjDQozvB0LG4uUsEQI1qtdI1gvjh77K23CXZBxX76gEJXmiskKy)

![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 $1,233

per person

Nov 15 - Nov 19

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Louisville (SDF)

9.6/10 Exceptional! (403 reviews)

Really a nice place to stay

Reviewed on Oct 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-19/?FromAirport=YVR&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37765616&paandie=true&dealMarker=YgnW5ebX0HCatK1dn2ssFNteQor-PdvJAtiK07HytFFF7NCxiyfbWnzcC4qVpubw)

![Galt House Hotel Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/200000/191500/191434/b5c46c3f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Galt House Hotel Trademark Collection by Wyndham

Downtown Louisville

CA $1,122

per person

Nov 15 - Nov 19

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Louisville (SDF)

9/10 Wonderful! (3,617 reviews)

Great location and lots of restaurant choices on the premises. Parking was a little difficult

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-19/?FromAirport=YVR&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=191434&paandie=true&dealMarker=YgnW5ebX0HCatK1dn2ssFN-bw2zJLYdpR4Xs4yRNusxgqBYYguBnEyDpf9R4cCgC)

## Ready to book your vacation to Charlestown?

Choose your dates

## Charlestown Hotel Deals

![Galt House Hotel Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/200000/191500/191434/b5c46c3f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Galt House Hotel Trademark Collection by Wyndham

140 North Fourth Street, Louisville, KY

Fully refundableReserve now, pay when you stay

CA $192

CA $226 total

Nov 1 - Nov 2

includes taxes & fees

8.8/10 Excellent! (3,665 reviews)

"Wi-Fi connection was good. Room was a suite, which was awesome. I would only suggest more bright lighting in the living area, and some kind of lighting in closets."

Reviewed on Oct 8, 2025

[](https://expedia.ca/Hotel-Search?startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&selected=191434&PinnedHotelID=191434&HadPinnedHotel=true&regionId=7184)

![Crowne Plaza Louisville Airport Expo Ctr by IHG](https://images.trvl-media.com/lodging/1000000/20000/11400/11386/a43a56f2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Crowne Plaza Louisville Airport Expo Ctr by IHG

830 Phillips Lane, Louisville, KY

Fully refundable

CA $132

CA $155 total

Oct 28 - Oct 29

includes taxes & fees

8.6/10 Excellent! (862 reviews)

"I liked this hotel. Beds are very nice. Restaurant on premises is very good. Very nice selection of bourbon. Good stopping point from Pittsburgh. Going to Bernheim Forest 25 minutes away. Then to Mammoth Cave. Then to Nashville. Perfect hotel before new travels. Staff is extremely friendly."

Reviewed on Oct 7, 2025

[](https://expedia.ca/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=11386&PinnedHotelID=11386&HadPinnedHotel=true&regionId=7184)

![Omni Louisville Hotel](https://images.trvl-media.com/lodging/22000000/21110000/21106200/21106192/4c7c479b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Omni Louisville Hotel

400 S. 2nd Street, Louisville, KY

Fully refundableReserve now, pay when you stay

CA $279

CA $328 total

Oct 31 - Nov 1

includes taxes & fees

9.2/10 Wonderful! (1,644 reviews)

"Great."

Reviewed on Oct 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=31%2F10%2F2025&endDate=01%2F11%2F2025&selected=21106192&PinnedHotelID=21106192&HadPinnedHotel=true&regionId=7184)

[See all 2,038 properties in Charlestown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025&regionId=7184)

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)

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![QR code to download the app](data:image/png;base64,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)