Charlestown Holidays

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Charlestown

Galt House Hotel Trademark Collection by Wyndham
Galt House Hotel Trademark Collection by Wyndham
4 out of 5
140 North Fourth Street, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is S$190 per night from 28 Nov to 29 Nov
S$190
includes taxes & fees
28 Nov - 29 Nov
8.6/10 Excellent! (3,356 reviews)
"Had a amazing time first time to Louisville and this location was perfect and was very happy with all the amenities and location"

Reviewed on 19 Nov,2024

Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel
Omni Louisville Hotel
4 out of 5
400 S. 2nd Street, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is S$239 per night from 28 Nov to 29 Nov
S$239
includes taxes & fees
28 Nov - 29 Nov
9/10 Wonderful! (1,183 reviews)
"Amazing property and overall stay. We were celebrating a milestone birthday and Jaci at the front desk not only upgraded us, but sent up a bottle of whisky and chocolates. It was the best hotel stay I think I’ve ever experienced. Beautiful property and even better people working there. So grateful ..."

Reviewed on 18 Nov,2024

Omni Louisville Hotel
Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
3.5 out of 5
830 Phillips Lane, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is S$130 per night from 16 Dec to 17 Dec
S$130
includes taxes & fees
16 Dec - 17 Dec
8.6/10 Excellent! (193 reviews)
"Overall we enjoyed our stay. That being said, the parking is cramped & it was difficult to find a space. I think guests should have priority over bar patrons. Also the Keurig coffe provided in the room was awful & housekeeping dud not replenish our cups after the 1st day."

Reviewed on 18 Nov,2024

Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
See all 1,971 properties in Charlestown
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.

Frequently asked questions

How much does a Charlestown holiday package cost?
Discover the best of Charlestown from as low as . We offer a wonderful selection of rental cars, hotels and flights to suit your travel style. You can score even better deals when you add a couple of tours or experiences to your holiday package.
How do I get a cheap travel package to Charlestown?
Booking a hotel and flight together with Expedia won’t just save precious time — it’ll save you dollars too. A Charlestown holiday package makes it a breeze to arrange the perfect trip. With more than 550 airlines around the world to select from, finding convenient flights that suit your busy schedule won’t be difficult. Not only that, we have over 1,000,000 hotel options globally to pick from. Talk about choice! Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in Charlestown?
Charlestown features several fascinating places to explore, like Charlestown State Park. Secure a room in a hotel nearby and make sightseeing hassle-free.
What are the top hotels in Charlestown?
Governors Mansion and Governors Mansion are a couple of the most sought-after hotels in Charlestown. Why not have a look at the facilities and amenities at each and then decide?
How far in advance should I book my Charlestown holiday?
It’s hard to pick the perfect time for airfares, but we generally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to 12 months in advance. If you can’t book early, fear not. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Charlestown travel package include?
It depends on what type of getaway you’re planning. Charlestown travel deals can include hotels, car rentals and flights. You can mix and match to create the bundle that works for you! You can also add on experiences and activities after you’ve booked to pick up even bigger discounts.
What should I know before booking a Charlestown travel package?
A travel package can be easier on the bank balance than individually booking everything you need for your getaway. For example, bundle your flights, hotels and rental cars and save big. Whatever your holiday goals are, there’s bound to be a package that suits your budget.
Can I choose my airline with a Charlestown Expedia holiday package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines all over the world. Our holiday packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Charlestown holiday package?
It’s impossible to predict what the future holds, so it’s good to know that you can cancel or change your Charlestown holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for more information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.