Book Exclusive Charlestown Vacation Packages

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Charlestown flight + hotel packages

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

The Brown Hotel

4.5 out of 5
Downtown Louisville
Price was CA $1,024, price is now CA $923 per person
CA $923
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Book a stay at this luxury hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was CA $1,064, price is now CA $931 per person
CA $931
per person
Dec 5 - Dec 7
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 breakfast and the helpful staff in our reviews. Popular attractions Churchill Downs and L&N Federal Credit Union Stadium are located nearby.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was CA $1,216, price is now CA $1,066 per person
CA $1,066
per person
Dec 5 - Dec 7
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 breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was CA $1,182, price is now CA $1,039 per person
CA $1,039
per person
Dec 5 - Dec 7
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 WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was CA $1,208, price is now CA $1,098 per person
CA $1,098
per person
Dec 5 - Dec 7
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 WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.

Top Charlestown hotels deals

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 $207 per night
CA $207
CA $243 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
Pool
Spa
The Brown Hotel

The Brown Hotel

4.5 out of 5
335 W Broadway Louisville KY
Free cancellation
Reserve now, pay when you stay
The price is CA $191 per night
CA $191
CA $225 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this luxury hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
Free WiFi
Restaurant
Radisson Hotel Louisville North

Radisson Hotel Louisville North

3 out of 5
505 Marriott Drive Clarksville IN
Free cancellation
The price is CA $95 per night
CA $95
CA $107 total
Nov 5 - Nov 6
includes taxes & fees
Book a stay at this business-friendly hotel in Clarksville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Louisville Slugger Museum and Whiskey Row are located nearby.
Pool
Parking included
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

4 out of 5
4520 Poplar Level Rd Louisville KY
Free cancellation
Reserve now, pay when you stay
The price is CA $128 per night
CA $128
CA $151 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this 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 Kentucky Kingdom are located nearby.
Parking included
Free WiFi
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
The price is CA $362 per night
CA $362
CA $426 total
Oct 30 - Oct 31
includes taxes & fees
Book a stay at this 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 KFC Yum Center and Whiskey Row are located nearby.
Pool
Hot tub
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
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $177 total
Oct 25 - Oct 26
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 KFC Yum Center are located nearby.
Breakfast included
Free WiFi
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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.

Stay near popular Charlestown attractions

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.
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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 $923. 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

A forest path with a metal archway supported by concrete pillars.
A steel bridge with a wooden walkway surrounded by lush green trees.
A steel bridge with a wooden walkway surrounded by lush greenery.
A small waterfall in a forested area with moss-covered rocks and fallen branches.
A metal bridge in a forested area with tall grasses and trees in autumn colors.

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