Charlestown Vacations from $407

Book a Hotel + Flight or Car together to unlock savings

Your Charlestown Vacation

When you book a Charlestown vacation package, you can relax and enjoy your escape to the fullest. Uncover the highlights of this unique city knowing that all the travel planning has been taken care of before you go. A trip to Charlestown is a superb opportunity to go sightseeing. Be sure to stop by popular attractions like Hollywood Casino, Garrett Island Beach and Upper Bay Museum. Stop daydreaming and start adventuring. Check out the wide range of options on Expedia today and finally put your Charlestown vacation plans in motion!

The Latest Charlestown vacation packages

Price found within the past 48 hours. Click for updated prices.
Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

3 out of 5
Price was $475, price is now $407 per person
$407
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Wilmington (ILG)
7.6/10 Good! (1,007 reviews)
Only thing I would change is to have the dumpster closer, but that had more to do with my room location…

Reviewed on Apr 11, 2026

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

3.5 out of 5
Price was $744, price is now $591 per person
$591
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Wilmington (ILG)
8.2/10 Very Good! (1,008 reviews)
Great stay wonderful

Reviewed on Apr 8, 2026

Budget Motor Lodge

Budget Motor Lodge

2 out of 5
Price was $816, price is now $693 per person
$693
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Wilmington (ILG)
4/10 (5 reviews)
Fairfield Inn & Suites Wilmington New Castle

Fairfield Inn & Suites Wilmington New Castle

3 out of 5
Price was $630, price is now $557 per person
$557
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Wilmington (ILG)
8.8/10 Excellent! (988 reviews)
Excellent service from check in to check out. Pool was well kept and my daughters enjoyed their brief stay. Will definitely be returning if we are ever in the area.

Reviewed on Mar 22, 2026

Hampton Inn & Suites Wilmington Christiana

Hampton Inn & Suites Wilmington Christiana

2.5 out of 5
Price was $713, price is now $636 per person
$636
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Wilmington (ILG)
8.4/10 Very Good! (1,002 reviews)
The breakfast was awesome...

Reviewed on Apr 2, 2026

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Charlestown Hotel Deals

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $65 total per night from Apr 15 to Apr 16
$65 total
Apr 15 - Apr 16
Total with taxes and fees
5.6/10 (1,002 reviews)
Clean rooms friendly staff

Reviewed on Apr 11, 2026

Quality Inn Newark - Wilmington
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

3 out of 5
48 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Apr 13 to Apr 14
$103 total
Apr 13 - Apr 14
Total with taxes and fees
7.6/10 Good! (1,242 reviews)
Yes yes very clean

Reviewed on Apr 11, 2026

Sonesta Select Newark Christiana Mall
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $223 total per night from Apr 12 to Apr 13
$223 total
Apr 12 - Apr 13
Total with taxes and fees
8.8/10 Excellent! (199 reviews)
Yes

Reviewed on Apr 9, 2026

Great Wolf Lodge Perryville
See all 452 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.

Find the Best Charlestown Vacation Packages

Charlestown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Wilmington, DE (ILG-New Castle)
Population
1,200
Top Sights
Elk Neck State Park, Susquehanna State Park and Plumpton Park Zoo

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Frequently asked questions

How much does a Charlestown vacation package cost?
You can grab a vacation package to this popular destination from $407 on Expedia. But how much your vacation to Charlestown costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Charlestown?
You can generally find lower rates and better availability in November, December and January. Take a look at our cheap Charlestown vacation packages and you could score some great off-season deals.
How many days is enough for Charlestown?
The ideal duration of your Charlestown vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you time to hit all the top attractions and discover some hidden gems along the way.
How to find the best Charlestown package deals?
Use Expedia's filter tool to help you find some tempting Charlestown package deals. When you begin your search, just set your maximum budget and then sort 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 low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Charlestown vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still get the freedom to create a customized Charlestown vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Charlestown?
If you've got your Charlestown vacation dates finalized, book as early as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Charlestown vacation packages?
If you're anything like us, you love exploring new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Charlestown break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.