Charlestown Vacation Packages 2026 from $555

Charlestown flight + hotel vacation packages

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

Derby Hotel & Suites

$555

per person

Jul 8 - Jul 15

found 1 day ago

Roundtrip non-stop flight included

Savannah (SAV) to Louisville (SDF)

A seasonal outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Staybridge Suites - Louisville - East by IHG

Middletown

$880

per person

Jul 8 - Jul 15

found 1 day ago

Roundtrip non-stop flight included

Savannah (SAV) to Louisville (SDF)

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Holiday Inn Louisville Downtown by IHG

Downtown Louisville

$950

per person

Jul 8 - Jul 15

found 1 day ago

Roundtrip non-stop flight included

Savannah (SAV) to Louisville (SDF)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a library are also offered.

Comfort Inn & Suites Shelbyville

$829

per person

Jul 8 - Jul 15

found 1 day ago

Roundtrip non-stop flight included

Savannah (SAV) to Louisville (SDF)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Budgetel Inn & Suites

Bashford Manor

$636

per person

Jul 8 - Jul 15

found 1 day ago

Roundtrip non-stop flight included

Savannah (SAV) to Louisville (SDF)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a hair salon, and laundry facilities are also on offer.

Top Charlestown hotels deals

Galt House Hotel Trademark Collection by Wyndham

140 North Fourth Street Louisville KY

$122 nightly

$143 total

May 24 - May 25

Total with taxes and fees

A full-service spa, 4 restaurants, and a gym are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and snack bar/deli.

Pool

Spa

Crowne Plaza Louisville Airport Expo Ctr by IHG

830 Phillips Lane Louisville KY

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$106 total

Apr 27 - Apr 28

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Pool

Free airport shuttle

Radisson Hotel Louisville North

505 Marriott Drive Clarksville IN

Free Cancellation

Reserve now, pay when you stay

$57 nightly

$65 total

May 5 - May 6

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Pool

Parking included

Derby City Gaming & Hotel - A Churchill Downs Property

4520 Poplar Level Rd Louisville KY

$113 nightly

$133 total

May 18 - May 19

Total with taxes and fees

This smoke-free hotel features 3 restaurants and 3 bars/lounges. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, luggage storage, and concierge services are also on offer.

Parking included

Free WiFi

Omni Louisville Hotel

400 S. 2nd Street Louisville KY

Free Cancellation

Reserve now, pay when you stay

$249 nightly

$293 total

May 4 - May 5

Total with taxes and fees

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Make the most of the 24-hour gym and hot tub, and relax with drinks at one of the 3 bars/lounges.

Pool

Hot Tub

The Brown Hotel

335 W Broadway Louisville KY

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$211 total

May 24 - May 25

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Valet parking, a coffee shop, and dry cleaning are also offered.

Free airport shuttle

Free WiFi

Don't see what you're looking for?

See all available properties in Charlestown

View all properties

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.

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.

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.

Frequently asked questions

How much are vacation packages to Charlestown?

You can land a fantastic flight and hotel bundle for a mere $555. 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 100 mi 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 19 mi 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.