Charlestown Vacation Packages
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Your Charlestown Vacation
The hassle-free way to experience this unique city is with a customized Charlestown vacation package. Stay in the neighborhood of Watch Hill Historic District, which is good for views, dining and shopping or choose someplace else — our packages are all about you. Make your trip to Charlestown even more fun and exciting by going sightseeing. Matunuck Beach, East Matunuck State Beach and East Beach are some of the big attractions you'll want to explore. Whatever your travel plans or budget, organizing a tailored Charlestown vacation is a cinch with Expedia.
Top Charlestown Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Fox Point Landing Residences
Fox Point
CA $2,158
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
10/10 Exceptional! (4 reviews)
The apartment was wonderful. It was clean and beautifully decorated. Parking was a breeze. The location was fantastic. Close to the park, the university district, and restaurants.
Try Marvin Pizza is amazing.
We have stayed in a number of places all around the world and your apartment was among the best.
Reviewed on Aug 8, 2026
The Cottage Inn At Amos Lake
CA $1,211
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
9.8/10 Exceptional! (106 reviews)
The property is very nice, you can walk right down to the lake. They also have tent set up if you want to sit next to the pond. They have a fire pit and grill you can use. They stock in the cottage a lot of different drinks and breakfast things. It was a great experience and the owners are extremely friendly and answer you right away if you need anything.
Reviewed on Aug 12, 2026
Charlestown Beach Vacation
Shake off life's daily stresses and let your mind, body and soul completely relax during your Charlestown vacation. There's nothing more rejuvenating than the smell of fresh salt air and the soothing rhythm of waves breaking onto the shore. Organize your trip to Charlestown the quick and easy way by choosing one of our Charlestown vacation deals. Many people decide to base themselves near East Beach, a local highlight just 5 kilometres from the city center.
Ready to book your vacation to Charlestown?
Charlestown Hotel Deals
The Newport Harbor Hotel & Marina
49 America's Cup Ave Newport RI
Fully refundableReserve now, pay when you stay
CA $401
CA $528 total
Sep 7 - Sep 8
includes taxes & fees
Two Trees Inn
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
CA $137
CA $158 total
Sep 1 - Sep 2
includes taxes & fees
Best Western Mystic Hotel
48 Whitehall Ave Mystic CT
Fully refundableReserve now, pay when you stay
CA $191
CA $220 total
Aug 23 - Aug 24
includes taxes & fees
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.
Stay near popular Charlestown attractions
Frosty Drew Observatory
8.8/10 (3 reviews)
Enjoy an outing to Frosty Drew Observatory during your stay in Charlestown. Stroll along the beautiful beaches or visit the casinos in the area.
Ninigret Park
Explore the great outdoors at Ninigret Park, a lovely green space in Charlestown. Wander the beaches and waterfront while you're in the area.
Ninigret National Wildlife Refuge
9.2/10 (5 reviews)
You can take time to visit Ninigret National Wildlife Refuge during your travels to Charlestown. Stroll along the beautiful beaches or visit the casinos in the area.
Burlingame State Park Beach
9.0/10 (4 reviews)
Why not spend a lazy afternoon at Burlingame State Park Beach during your trip to Charlestown? Stroll along the beaches or discover the area's sunsets.
Burlingame State Park
9.4/10 (3 reviews)
You can take time to visit Burlingame State Park during your travels to Charlestown. Wander the beaches and waterfront while you're in the area.
Fantastic Umbrella Factory
8.8/10 (3 reviews)
Enjoy an outing to Fantastic Umbrella Factory during your stay in Charlestown. Wander the beautiful beaches and seaside in the area.
Kettle Pond Visitors Center
9.4/10 (3 reviews)
Explore the great outdoors at Kettle Pond Visitors Center, a lovely green space in Charlestown. Stroll along the beautiful beaches or visit the casinos in the area.
Frequently asked questions
How much does a Charlestown vacation package cost?
Offering great value package deals from CA $1,155 on Expedia, you'll be thrilled with how little a vacation to Charlestown costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Charlestown?
You can usually find lower rates and better availability in December, January and February. Explore our cheap Charlestown vacation packages and you could land some excellent off-season deals.
How many days is enough for Charlestown?
To get the most out of your Charlestown vacation, we suggest staying for 2 days. Divide your time between visiting East Matunuck State Beach, Theatre by the Sea and other top attractions, as well as exploring neighbourhoods like Shelter Harbour and Haversham. If you've got some time to spare, add a tour or day trip to your Charlestown vacation itinerary.
Is it worth booking a vacation package to Charlestown?
Charlestown is a good vacation destination with attractions like Burlingame State Park Beach among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, a Charlestown vacation promises a good time for everyone.
How to find the best Charlestown package deals?
Bagging a cheap Charlestown package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most wallet-friendly Charlestown package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Charlestown vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Charlestown vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Charlestown?
If you have your Charlestown travel dates finalized, book early to grab some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Charlestown?
- Choose your dates: The things you plan to do in Charlestown and your preferred season will help you decide when to go.
- Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and flights. Your accommodations will likely be the largest expense during your trip to Charlestown.
- Decide how long to go for: Now that you're more familiar with Charlestown, you can work out the ideal length of your vacation. Create a rough plan and allocate enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Charlestown vacation package.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
