Charlestown Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 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

Find the Best Charlestown Vacation Packages

Charlestown Hotel Deals

Montpelier Plantation & Beach

Montpelier Plantation & Beach

4 out of 5
Montpelier Estate, P.O Box 474, Charlestown, Nevis
The price is ₩276,916 per night from Jul 20 to Jul 21
₩276,916
₩346,145 total
Jul 20 - Jul 21
includes taxes & fees
9.8/10 Exceptional! (154 reviews)
"Fantastic hotel, set in beautiful grounds with a pool and tennis courts. A short drive away you have access to arguably the best beach on the island with a bar and amenities. We loved our time here and would thoroughly recommend."

Reviewed on Jul 7, 2025

Montpelier Plantation & Beach
The Hermitage

The Hermitage

3.5 out of 5
Gingerland, Charlestown, Nevis
The price is ₩433,363 per night from Jul 19 to Jul 20
₩433,363
₩489,704 total
Jul 19 - Jul 20
includes taxes & fees
9.4/10 Exceptional! (45 reviews)
"Amazing stay - such a beautiful and characterful hotel. We loved our stay here."

Reviewed on Jun 12, 2025

The Hermitage
St Kitts Marriott Beach Resort, Casino & Spa

St Kitts Marriott Beach Resort, Casino & Spa

4.5 out of 5
858 Frigate Bay Road, Frigate Bay, Basseterre, St. Kitts
Fully refundableReserve now, pay when you stay
The price is ₩298,431 per night from Aug 1 to Aug 2
₩298,431
₩371,547 total
Aug 1 - Aug 2
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"This was my second time staying at the Marriott in St Kitts. Overall it was a good experience. Only issue is that after spending my first night the next morning while I was laying in bed someone walked into my room apparently there was a mix up with the system and they gave someone else the keys ..."

Reviewed on Jun 30, 2025

St Kitts Marriott Beach Resort, Casino & Spa
See all 362 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 vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Charlestown costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Charlestown?
To score cheap Charlestown vacation packages, plan your trip outside of peak times like public holidays and major festivals. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Charlestown?
You can explore all the top sights in Charlestown within a few days, including the popular Memorial Square. If you're looking for a longer Charlestown vacation, look at what sort of day tours and activities are available nearby.
Is it worth booking a vacation package to Charlestown?
Boasting a host of highlights starting with its amazing culture, Charlestown is a good vacation destination. Whether you want to check out attractions such as Market Place and Memorial Square or take the road less traveled, you'll find loads to see and do on your Charlestown vacation.
How to find the best Charlestown package deals?
Use Expedia's filters to find some unbeatable Charlestown package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Charlestown package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Charlestown vacation as a package?
You can enjoy significant savings on your Charlestown retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Charlestown?
If you've got your Charlestown vacation dates confirmed, book as soon as you can to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Charlestown?

  1. Choose your dates: What you'd like to do in Charlestown and your preferred season will help you decide when to get away.
  2. Budget wisely: In addition to the cost of your stay, you should consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Charlestown.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you want to experience in Charlestown. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, lock in the ideal Charlestown vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.