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

Top hotels in Charlestown

Montpelier Plantation & Beach

Montpelier Plantation & Beach

4 out of 5
Montpelier Estate, P.O Box 474, Charlestown, Nevis
The price is S$315 per night from 23 Jul to 24 Jul
S$315
23 Jul - 24 Jul
includes taxes & fees
9.8/10 Exceptional! (155 reviews)
"Buena experiencia"

Reviewed on 19 Jul, 2025

Montpelier Plantation & Beach
The Hermitage

The Hermitage

3.5 out of 5
Gingerland, Charlestown, Nevis
The price is S$449 per night from 23 Jul to 24 Jul
S$449
23 Jul - 24 Jul
includes taxes & fees
9.4/10 Exceptional! (45 reviews)
"Amazing stay - such a beautiful and characterful hotel. We loved our stay here."

Reviewed on 12 Jun, 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 S$344 per night from 12 Aug to 13 Aug
S$344
12 Aug - 13 Aug
includes taxes & fees
8.4/10 Very Good! (1,000 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 30 Jun, 2025

St Kitts Marriott Beach Resort, Casino & Spa
See all 359 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.

What to do in Charlestown

Are you ready to Paint the Competition?

1 Hour Paintball and Recreational Activities Located in Nevis

S$26
per adult
1 Hour Paintball and Recreational Activities Located in Nevis
Volcanic Hot Springs Yoga + Therapeutic Wellness Experience

Volcanic Hot Springs Yoga + Therapeutic Wellness Experience

S$122
per adult
Volcanic Hot Springs Yoga + Therapeutic Wellness Experience
See It All {The Local Behind The Scenes Tour Of Nevis}

See It All {The Local Behind The Scenes Tour Of Nevis}

S$166
per adult
See It All {The Local Behind The Scenes Tour Of Nevis}
See all activities in Charlestown

Frequently asked questions

How much does a Charlestown holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday 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 holiday, look at what sort of day tours and activities are available nearby.
Is it worth booking a holiday package to Charlestown?
Boasting a host of highlights starting with its amazing culture, Charlestown is a good holiday 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 holiday.
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 holiday package well in advance.
Is it cheaper to book a Charlestown holiday as a package?
You can enjoy significant savings on your Charlestown retreat by booking a personalised holiday 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 holiday package to Charlestown?
If you've got your Charlestown holiday 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 accommodation: After you've settled on your trip dates and duration, lock in the ideal Charlestown holiday package for you.

* 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.