Charlestown Vacations from $980

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Your Charlestown Vacation

Noted for its coastal scenery and rich history, Charlestown is a fabulous getaway destination. Lock in one of our Charlestown vacation packages and enjoy all that this exciting city has to offer. Pinneys Beach, Cockleshell Bay and Banana Bay Beach are just a few of the attractions worth checking out during your trip to Charlestown. Stop daydreaming and start traveling. Browse the wide range of options on Expedia today and finally put your Charlestown vacation plans in motion!

The Latest Charlestown vacation packages

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

Mount Nevis Hotel

4 out of 5
Save 100% on your flight
Price was $1,522, price is now $980 per person
$980
per person
Nov 8 - Nov 15
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)
9.4/10 Exceptional! (78 reviews)
This is a charming hotel. The rooms are traditional, with some modern upgrades (the TV has a US Roku - a good choice for US visitors, although unfortunately it doesn't really work for UK visitors). The staff were all friendly and helpful. Ample parking outside the rooms. There is no buffet breakfast, and unfortunately the breakfast options are quiet expensive (approx US$70 for two people, which is a bit excessive for a simple breakfast). The pool, while short, has a spectacular view and is a lovely place to sunbathe. On balance, I would strongly recommend this hotel to my friends.

Reviewed on Apr 6, 2025

Oualie Beach Resort

Oualie Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,828, price is now $1,154 per person
$1,154
per person
Nov 8 - Nov 15
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)
8.2/10 Very Good! (231 reviews)
Not much to dislike. Oualie Beach is my home away from home.

Reviewed on Jun 12, 2025

Montpelier Plantation & Beach

Montpelier Plantation & Beach

4 out of 5
Save 100% on your flight
Price was $1,545, price is now $1,191 per person
$1,191
per person
Nov 8 - Nov 15
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)
9.8/10 Exceptional! (157 reviews)
Beautiful well maintained historic property. Staff were very friendly and helpful.

Reviewed on Aug 10, 2025

The Hermitage

The Hermitage

3.5 out of 5
Price was $1,269, price is now $1,002 per person
$1,002
per person
Nov 8 - Nov 15
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)
9.6/10 Exceptional! (46 reviews)
The Hermitage is a special place to be discovered by those who love history, architecture and nature.

Reviewed on Mar 6, 2025

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Discover the most popular places to visit in Charlestown

Market Place featuring markets and food

Market Place

You can do some window-shopping at Market Place during your trip to Pond Hill. Wander the beautiful beaches in this relaxing area.

Market Place
Memorial Square which includes heritage elements

Memorial Square

You can learn about the history of Charlestown when you stop by Memorial Square. Wander the beautiful beaches and seaside in this romantic area.

Memorial Square

Nevis Botanical Garden

Explore the great outdoors at Nevis Botanical Garden, a lovely green space in Charlestown. Wander the beautiful beaches in this relaxing area.

Nevis Botanical Garden

What to do in Charlestown

Volcanic Hot Springs Yoga + Therapeutic Wellness Experience

Volcanic Hot Springs Yoga + Therapeutic Wellness Experience

$95
per adult
Volcanic Hot Springs Yoga + Therapeutic Wellness Experience
Nevis Island Half-Day Tour

Nevis Island Half-Day Tour

$200
per adult
Nevis Island Half-Day Tour
Colorful flowers blooming around a historical brick building on Nevis Island

Nevis Island Guided Tour

$120
per adult
96% of travellers recommend
Nevis Island Guided Tour
See all activities in Charlestown

Charlestown Hotel Deals

Montpelier Plantation & Beach

Montpelier Plantation & Beach

4 out of 5
Montpelier Estate, P.O Box 474, Charlestown, Nevis
9.8/10 Exceptional! (157 reviews)
"Beautiful well maintained historic property. Staff were very friendly and helpful."

Reviewed on Aug 10, 2025

Get rates
Montpelier Plantation & Beach
The Hermitage

The Hermitage

3.5 out of 5
Gingerland, Charlestown, Nevis
$310 nightly
The price is $351 total per night from Aug 29 to Aug 30
$351 total
Aug 29 - Aug 30
Total with taxes and fees
9.4/10 Exceptional! (46 reviews)
"Amazing stay - such a beautiful and characterful hotel. We loved our stay here."

Reviewed on Jun 12, 2025

The Hermitage
The Captain's Estate - Family Friendly 5 Bed Villa with large pool and views

The Captain's Estate - Family Friendly 5 Bed Villa with large pool and views

Charlestown
10/10 Exceptional! (5 reviews)
Fabulous House!
"The Captain’s House is spacious, beautiful, well-stocked with a lovely pool (great for swimming laps) and glorious 360 view that includes a good bit of ocean. There is always a lovely breeze and the grounds are beautifully landscaped. This home is perfect for family groups as there is plenty of space ..."

Reviewed on Feb 11, 2025

Get rates
The Captain's Estate - Family Friendly 5 Bed Villa with large pool and views
See all 365 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.

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Frequently asked questions

How much does a Charlestown vacation package cost?
Offering great value package deals from $980 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?
February, May and November are great times to look for cheap Charlestown vacation packages. Opting to travel in quieter periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Charlestown?
You can visit all the top sights in Charlestown within a few days, including the must-see Market Place. If you're after an extended Charlestown vacation, look at what kind of activities and excursions are available in the area.
Is it worth booking a vacation package to Charlestown?
Well known for its culture and home to leading attractions like Nevis Botanical Garden, a Charlestown vacation is sure to leave an impression. Another top sight to check out? Don't miss Market Place.
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 the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Charlestown.
  2. Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Charlestown.
  3. Use our trip planning tool to discover Charlestown: Research every part of your trip to Charlestown with this comprehensive planner. Invite your family and friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Work out your trip length: Think about how much time you'd like to spend discovering Charlestown. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Charlestown vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Read our travel guide to find some awesome things to do in Charlestown in Charlestown. Book tickets or make reservations before you go to save time and skip the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Charlestown vacation packages?
Jet off on your ideal getaway to Charlestown with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.