Charlestown Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Charlestown Vacation Packages

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 SARĀ 1,382 per night from Aug 16 to Aug 17
SARĀ 1,382
SARĀ 1,778 total
16 Aug - 17 Aug
includes taxes & fees
8.2/10 Very Good! (1,440 reviews)
"This property is just ok. Thr property hasn't been updated in a while lots of wear and tear and you can tell there's not much effort to improve. Staff was just there, not very friendly except at the bar, the staff was great. Our room had an odor that you can tell has been there for a while. The major ..."

Reviewed on 15 July 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 SARĀ 560 per night from Jul 19 to Jul 20
SARĀ 560
SARĀ 643 total
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (620 reviews)
"The room was sparkling clean and beds comfortable. Breakfast was great. Staff friendly and helpful. Reason for not perfect stars is because the vinyl floor was weirdly wet. Not sure if it was condensation from hot humid day, but regardless the floor was positively wet. Clean but wet. Not just moist, ..."

Reviewed on 15 July 2026

Best Western Mystic Hotel
Newport Harbor Island Resort

Newport Harbor Island Resort

4 out of 5
1 Goat Island Newport RI
The price is SARĀ 2,058 per night from Aug 16 to Aug 17
SARĀ 2,058
SARĀ 2,588 total
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (1,094 reviews)
"The pool and wait staff were amazing. Several of The front desk people were not friendly. When we got to our room, that we paid over $1000 a night for, there were no sheets for the pullout bed, the phone was broken and the air conditioning had a banging noise that kept us up all night. We go every ..."

Reviewed on 16 July 2026

Newport Harbor Island Resort
See all 3,738 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.

Stay near popular Charlestown attractions

Frosty Drew Observatory

8.8/10 (3 reviews)
Frosty Drew Observatory offers pristine stargazing under some of the darkest skies between Boston and New York. Peer through powerful telescopes as knowledgeable staff guide you through the cosmos on clear nights.
See properties

Frequently asked questions

How much does a Charlestown vacation package cost?
Offering great value package deals 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 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 traveling 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 traveling 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.