Book Exclusive Charlestown Vacation Packages

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Charlestown flight + hotel packages

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

Caesars Southern Indiana

3.5 out of 5
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Stay at this 3.5-star spa hotel in Elizabeth. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Horseshoe Southern Indiana Casino and Waverly Hills Sanatorium are located nearby.
Baymont by Wyndham Louisville Airport South

Baymont by Wyndham Louisville Airport South

2.5 out of 5
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Kentucky Kingdom and Louisville Zoo are located nearby.
The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Stay at this 4.5-star luxury hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Fourth Street Live! and KFC Yum Center are located nearby.
Tempo By Hilton Louisville Downtown Nulu

Tempo By Hilton Louisville Downtown Nulu

3.5 out of 5
Downtown Louisville
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Stay at this 4-star hotel in Louisville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Louisville Mega Cavern and Louisville Zoo are located nearby.

Top Charlestown hotels deals

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane, Louisville, KY
Free cancellation
The price is CA $153 per night
CA $153
CA $180 total
Aug 6 - Aug 7
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kentucky Kingdom and L&N Federal Credit Union Stadium are located nearby.
Pool
Free airport shuttle
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street, Louisville, KY
Free cancellation
Reserve now, pay when you stay
The price is CA $180 per night
CA $180
CA $212 total
Aug 10 - Aug 11
includes taxes & fees
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
Pool
Spa
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street, Louisville, KY
Free cancellation
Reserve now, pay when you stay
The price is CA $219 per night
CA $219
CA $258 total
Aug 29 - Aug 30
includes taxes & fees
Stay at this 4-star spa hotel in Louisville. Enjoy a full-service spa, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fourth Street Live! and KFC Yum Center are located nearby.
Pool
Spa
Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

2.5 out of 5
800 W Market St, Louisville, KY
Free cancellation
The price is CA $120 per night
CA $120
CA $141 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and Fourth Street Live! are located nearby.
Breakfast included
Free WiFi
Tempo By Hilton Louisville Downtown Nulu

Tempo By Hilton Louisville Downtown Nulu

3.5 out of 5
710 E Jefferson Street, Louisville, KY
Free cancellation
Reserve now, pay when you stay
The price is CA $175 per night
CA $175
CA $205 total
Aug 4 - Aug 5
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
Pet-friendly
Free WiFi
Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

4 out of 5
501 South Fourth Street, Louisville, KY
Free cancellation
Reserve now, pay when you stay
The price is CA $186 per night
CA $186
CA $219 total
Aug 10 - Aug 11
includes taxes & fees
Stay at this 4-star hotel in Louisville. Enjoy free breakfast, room service, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fourth Street Live! and KFC Yum Center are located nearby.
Pool
Breakfast included
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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.

Popular places to visit

Charlestown Family Activities Park

Enjoy a fun-filled day at Charlestown Family Activities Park during your trip to Charlestown. Stroll along the riverfront or discover the area's sunrises.

Charlestown Family Activities Park

Rose Island

Commune with nature and explore the great outdoors at Rose Island during your travels in Charlestown. Stroll along the riverfront or discover the area's sunrises.

Rose Island

Woodford Farms Family Park

Explore the great outdoors at Woodford Farms Family Park, a lovely green space in Charlestown. Wander the riverfront or discover the area's sunrises.

Woodford Farms Family Park

Charlestown Vacations

Get your escape off to superb start by learning a bit about Charlestown before you jet off.

If you take a trip 13 miles (21 kilometers) north of Louisville, or 25 miles (40 kilometers) southeast of Salem, you'll arrive in Charlestown.

Ready to meet some of the locals? 8,000 people call this part of Indiana home.

Places to visit in Charlestown

Eager to relieve the stresses of your busy, modern life? Drink in the fresh air as you embark on an adventure through Charlestown State Park. Still need some more ideas? Kennedy Park is a lush haven that's easily accessible from the main central area. After a busy morning of sightseeing, chill out in one of its shady spots.

Where do you fly into for Charlestown?

There's nothing quite as exciting as finally arriving in a totally new place. If you're hopping on a flight to Charlestown, chances are you'll be flying into Louisville International Airport (SDF). It's about 17 miles (27 kilometers) to the south of the central area. Collect your belongings and get ready for a wonderful vacation!

Frequently asked questions

How much are vacation packages to Charlestown?
You can land a fantastic flight and hotel bundle for a mere CA $1,297. With one of our Travelocity vacation packages, a trip to Charlestown has never looked so enticing! Save both time and cash and then start packing that suitcase.
How long should my Charlestown vacation be?
The majority of travelers lock in their hotel for 2 nights in Charlestown. But that doesn't necessarily mean you have to follow their lead. How long you choose to stay boils down to how much you want to do during your vacation. If you hope to discover every square inch of this incredible destination, consider staying another night or two (or even an extra week!).
Where can I get the best vacation package deals for Charlestown?
It's difficult to beat Travelocity when it comes to piecing together your Charlestown package deal. There are as many as 400 airlines and 1,000,000 worldwide properties to select from. Book your vacation now and get ready to tick another exciting destination off your must-see list.
Why should I book my Charlestown vacation bundle with Travelocity?
The three S's — savings, support and a stress-free booking — are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to our team of customer support experts around-the-clock. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.
Can I save money on my Charlestown car rental if I bundle it with hotels and flights?
With a Charlestown vacation package, you can combine your flight, car and hotel bookings and save loads. If you're eager to explore the best of this impressive area, why not make tracks to Indianapolis Motor Speedway? This must-see sight is 161 kilometers from Charlestown. With your own rental car, you'll be there before you know it.
Which airport is best for Charlestown?
The main airport is Louisville Intl. Airport (SDF). Get your bags, make your way out of arrivals and you'll discover yourself 31 kilometers from downtown Charlestown.
What is there to do in Charlestown?
Charlestown Family Activities Park is one of the memorable sights that make Charlestown such a popular tourist destination. But leave some extra time to discover the city's lesser-known attractions too. This is often where the best vacation memories are created.
Where should I stay when visiting Charlestown?
Many visitors choose to hit the hay at the Cobblestone Hotel & Suites - Charlestown. It's sure to be a great base for your Charlestown getaway.

Photos of local treasures

Browse Charlestown vacation photos for more inspiration

Photo by Mark Wilcoxson
Photo by Mark Wilcoxson
Photo by Ashlee Adams
Photo by Ashlee Adams
Photo by Ashlee Adams
Photo by Ashlee Adams