Charlestown Vacation Packages

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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!

Top Charlestown Vacation Deals

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

Hermitage Nevis

3.5 out of 5
Price was CA $2,253, price is now CA $1,735 per person
CA $1,735
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Newcastle (NEV)
9.6/10 Exceptional! (58 reviews)
Perfect for a hermit!

Reviewed on Oct 24, 2026

Oualie Beach Resort

Oualie Beach Resort

3 out of 5
Price was CA $3,626, price is now CA $3,129 per person
CA $3,129
per person
Jan 2 - Jan 9
found 13 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Newcastle (NEV)
8.2/10 Very good! (261 reviews)

Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was CA $2,316, price is now CA $1,924 per person
CA $1,924
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Newcastle (NEV)
9.4/10 Exceptional! (92 reviews)

Montpelier Nevis

Montpelier Nevis

4 out of 5
Price was CA $3,457, price is now CA $3,364 per person
CA $3,364
per person
Dec 17 - Dec 23
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Newcastle (NEV)
9.8/10 Exceptional! (176 reviews)
Excelente hotel en las montañas de Nevis. Personal amable y dado a servir. El mejor café en la mañana en todo Nevis.

Reviewed on Oct 16, 2026

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Charlestown Hotel Deals

Montpelier Nevis

Montpelier Nevis

4 out of 5
Montpelier Estate Charlestown Nevis
The price is CA $377 per night from Nov 1 to Nov 2
CA $377
CA $471 total
Nov 1 - Nov 2
includes taxes & fees
9.8/10 Exceptional! (176 reviews)
"Excelente hotel en las montañas de Nevis. Personal amable y dado a servir. El mejor café en la mañana en todo Nevis."

Reviewed on Oct 16, 2026

Montpelier Nevis
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Gingerland Charlestown Nevis
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Oct 30 to Oct 31
CA $245
CA $277 total
Oct 30 - Oct 31
includes taxes & fees
9.6/10 Exceptional! (59 reviews)
"Perfect for a hermit!"

Reviewed on Oct 24, 2026

Hermitage Nevis
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
9.4/10 Exceptional! (11 reviews)
"We enjoyed our stay. The house was lovely and accommodated our group. Bucky,was very helpful and took good care of us. We enjoyed the Monkeys running around in the morning and the weather was lovely. We would recommend Paradise Sunto handle all of your travel needs. They were prompt and reliable ..."

Reviewed on Jul 21, 2026

Get rates
The Captain's Estate - Family Friendly 5 Bed Villa with large pool and views
See all 415 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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Stay near popular Charlestown attractions

Pineapples, cinnamon sticks, and garlic cloves.

Market Place

8.0/10 (19 reviews)
You can do some window-shopping at Market Place during your trip to Pond Hill. Wander the beautiful beaches in this relaxing area.
See properties

What to do in Charlestown

Colorful flowers blooming around a historical brick building on Nevis Island

Nevis Island Guided Tour

CA $198
per adult
96% of travellers recommend
Nevis Island Guided Tour
Nevis Peak Hike

Nevis Peak Hike

CA $184
per adult
Nevis Peak Hike
See It All {The Local Behind The Scenes Tour Of Nevis}

Nevis Nice , Private Local and Historical Island Tour

CA $183
per adult
Nevis Nice , Private Local and Historical Island Tour
See all activities in Charlestown

Frequently asked questions

How much does a Charlestown vacation package cost?
You'll find cheap prices from CA $1,735 on Expedia for your Charlestown escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Charlestown costs.
What are the cheapest months to go to Charlestown?
Plan your trip for the off-peak season and you're likely to get cheap Charlestown vacation packages. Keep in mind that school vacation periods and major events and festivals can impact prices, so do a little research before you go.
How many days is enough for Charlestown?
When planning your Charlestown vacation, a handful of days will be enough to see the highlights. Make sure to stop by Memorial Square — it's one of the main sights in this destination. If you're looking for more adventure, think about basing yourself here and venturing off on some trips from Charlestown.
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'd like to discover sights such as Market Place and Memorial Square or take the road less travelled, you'll have loads to keep you busy during your Charlestown vacation.
How to find the best Charlestown package deals?
Use Expedia's handy filters to find some of the best Charlestown package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want 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 better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Charlestown vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels separately. Better still, you can customize your Charlestown escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Charlestown?
Secure incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Charlestown trip.
How to plan a trip to Charlestown?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Charlestown.
  2. Budget wisely: Besides the cost of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Charlestown.
  3. Work out your trip length: Consider how long you want to spend exploring Charlestown. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Charlestown vacation package that brings all your bookings together.

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