Charlestown Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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Charlestown Beach Holiday

Shake off life's daily stresses and let your mind, body and soul completely relax during your Charlestown holiday. There's nothing more rejuvenating than the smell of fresh salt air and the soothing rhythm of waves breaking onto the shore. Organise your trip to Charlestown the quick and easy way by choosing one of our Charlestown holiday deals. Many people decide to base themselves near East Beach, a local highlight just 5 kilometres from the city centre.

Top hotels in Charlestown

The General Stanton Inn

The General Stanton Inn

3 out of 5
4115 Old Post Rd, Charlestown, RI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (78 reviews)
Will be back again
"Great location right in the center of Charleston. The hotel history was very unique. Had a fantastic sleep in the room. Staff was extremely friendly and helpful. Had a great dinner and also a breakfast for ourselves and friends in the morning. Grounds had a flea market that was fun to walk around. ..."

Reviewed on 14 Jul, 2025

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The General Stanton Inn
Wayfinder Newport

Wayfinder Newport

4 out of 5
151 Admiral Kalbfus Road, Newport, RI
Fully refundableReserve now, pay when you stay
The price is S$476 per night from 19 Aug to 20 Aug
S$476
19 Aug - 20 Aug
includes taxes & fees
7.8/10 Good! (883 reviews)
"It was a nice room. Needed to uber to the wharf, nothing is in walking distance but it was a nice hotel."

Reviewed on 18 Jul, 2025

Wayfinder Newport
Newport Harbor Island Resort

Newport Harbor Island Resort

4 out of 5
1 Goat Island, Newport, RI
8.2/10 Very Good! (1,012 reviews)
"Great location, comfortable spacious rooms"

Reviewed on 20 Jul, 2025

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Newport Harbor Island Resort
See all 3,550 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?
You can pick up a holiday package to this popular destination on Expedia. But how much your holiday to Charlestown costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Charlestown?
December, January and February are the best times to search for cheap Charlestown holiday packages. Travelling in less busy months means you can typically find better prices on accommodation and flights.
How many days is enough for Charlestown?
We'd recommend booking a Charlestown holiday for a minimum of 2 days. This will allow you time to visit key attractions such as Frosty Drew Observatory and Ninigret National Wildlife Refuge, as well as check out neighbourhoods like Shelter Harbour and Haversham. You could even fit in one or two day trips outside of Charlestown.
Is it worth booking a holiday package to Charlestown?
Charlestown is a good holiday destination with attractions like Burlingame State Park Beach among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Charlestown holiday promises a good time for everyone.
How to find the best Charlestown package deals?
Begin your search for a Charlestown package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Charlestown package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Charlestown getaway off to a flying start.
Is it cheaper to book a Charlestown holiday as a package?
You can enjoy significant savings on your Charlestown retreat by booking a customised holiday package. Check the "Package" heading, then enter your destination and travel dates to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Charlestown?
Secure incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Charlestown holiday.
How to plan a trip to Charlestown?

  1. Pick your dates: What you want to do in Charlestown and your favourite season will help you decide when to travel.
  2. Set a budget: Consider costs like flights, meals and transportation when calculating how much to put aside for your trip to Charlestown. Then, pick a hotel that fits your budget, whether that's a low-cost stay or a lavish getaway.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Charlestown. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Charlestown holiday package.

* 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.