Charlestown Vacation Packages
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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 and Charlestown Family Activities Park. 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.
Hotel Distil, Autograph Collection
Downtown Louisville
Price was CA $1,521, price is now CA $1,342 per person
CA $1,342
per person
Aug 3 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9.6/10 Exceptional! (471 reviews)
Beautiful hotel. Nice rooms. Great location on Whisky Row. Excellent restaurant.
Reviewed on Jun 21, 2026
Marriott Louisville East
Jeffersontown
Price was CA $1,332, price is now CA $1,189 per person
CA $1,189
per person
Aug 3 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9/10 Wonderful! (1,006 reviews)
My stay was good, the staff was very friendly, I will return
Reviewed on Jun 23, 2026
Hyatt Regency Louisville
Downtown Louisville
Price was CA $1,222, price is now CA $1,099 per person
CA $1,099
per person
Aug 3 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
8.8/10 Excellent! (1,005 reviews)
Great stay, lovely environment no complaints.
Reviewed on Jun 21, 2026
AC Hotel Louisville Downtown
Downtown Louisville
Price was CA $1,248, price is now CA $1,144 per person
CA $1,144
per person
Aug 3 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9.2/10 Wonderful! (662 reviews)
Facility was great and conveniently located to plenty of dining and entertainment.
Reviewed on Jun 20, 2026
Charlestown Hotel Deals
Crowne Plaza Louisville Airport Expo Ctr by IHG
830 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Jun 30 to Jul 1
CA $125
CA $147 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (1,601 reviews)
"Only hiccup was our rooms ac stopped working the second night. Staff quickly sent someone to try and fix the issue. After it wasn’t able to be fixed they switched us to a different room."
Reviewed on Jun 22, 2026
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Jun 28 to Jun 29
CA $206
CA $242 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (4,151 reviews)
"It had a lot of amenities and things available, but a lot of things were at cost like the bell service. Very nice conservatory with drinks and coffee shop and other restaurants."
Reviewed on Jun 23, 2026
Omni Louisville Hotel
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Jun 28 to Jun 29
CA $225
CA $265 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (1,940 reviews)
"Goof"
Reviewed on Jun 21, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
