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.
Hotel Providence

Hotel Providence

4 out of 5
Downtown Providence
Price was CA $1,473, price is now CA $1,101 per person
CA $1,101
per person
Sep 10 - Sep 15
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
8.4/10 Very good! (1,006 reviews)
Hotel was a little outdated. Also, there was no Coffee available in the morning.

Reviewed on Jul 3, 2026

Pleasant View Inn

Pleasant View Inn

3 out of 5
Price was CA $2,663, price is now CA $1,792 per person
CA $1,792
per person
Aug 16 - Aug 22
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
8.2/10 Very good! (1,004 reviews)
.

Reviewed on Jul 3, 2026

The Underwood-Hale House

The Underwood-Hale House

4 out of 5
College Hill
Price was CA $1,880, price is now CA $1,354 per person
CA $1,354
per person
Sep 10 - Sep 15
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9.8/10 Exceptional! (98 reviews)
Beautiful ground level apartment ! 10/10

Reviewed on Jun 30, 2026

The Beatrice

The Beatrice

3.5 out of 5
Downtown Providence
Price was CA $2,087, price is now CA $1,528 per person
CA $1,528
per person
Sep 10 - Sep 15
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9.6/10 Exceptional! (563 reviews)
Good service. Nice spacious room. Loved the Nespresso machine in the room and the complimentary water. For some reason, the AC in the roof top bar was not working very well. Bellini restaurant is great.

Reviewed on Jul 3, 2026

Holiday Inn Express Newport North - Middletown by IHG

Holiday Inn Express Newport North - Middletown by IHG

2.5 out of 5
Price was CA $1,982, price is now CA $1,452 per person
CA $1,452
per person
Sep 10 - Sep 15
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9.2/10 Wonderful! (1,002 reviews)
Great hotel! We will stay here again! The suite was perfect for our family to have separate space when everyone was ready for bed but still wanted to have a light on to read or watch a movie and not disturb each other.

Reviewed on Jun 29, 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?

 

Choose your dates

Charlestown Hotel Deals

The Newport Harbor Hotel & Marina

The Newport Harbor Hotel & Marina

3 out of 5
49 America's Cup Ave Newport RI
Fully refundableReserve now, pay when you stay
The price is CA $476 per night from Jul 27 to Jul 28
CA $476
CA $617 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very good! (1,425 reviews)
"Parking was terrible, we had one room and 2 cars. Nobody told me the car had to be off the property the same time as checkout. I ended up paying about $150 for 2 days for 2 cars. That’s crazy. Otherwise, it was a great stay."

Reviewed on Jul 2, 2026

The Newport Harbor Hotel & Marina
Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave Mystic CT
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Aug 2 to Aug 3
CA $172
CA $198 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (600 reviews)
"Overall great place to stay, slightly off the beaten path but still close to all the important places. Only downside were the thin walls/floors hearing people around us and above us."

Reviewed on Jul 3, 2026

Best Western Mystic Hotel
The Pell - Part of JdV by Hyatt

The Pell - Part of JdV by Hyatt

4 out of 5
425 E Main Rd Middletown RI
The price is CA $467 per night from Jul 15 to Jul 16
CA $467
CA $533 total
Jul 15 - Jul 16
includes taxes & fees
9.4/10 Exceptional! (1,135 reviews)
"Just a great hotel! Super clean, friendly staff, convenient location!!"

Reviewed on Jul 3, 2026

The Pell - Part of JdV by Hyatt
See all 3,522 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

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.
See properties

Frequently asked questions

How much does a Charlestown vacation package cost?
Offering great value package deals from CA $1,101 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?

  1. Choose your dates: The things you plan to do in Charlestown and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

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