Port Penn Vacations from $358

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Your Port Penn Vacation

From its highlights to its hidden delights, this city is best experienced with a Port Penn vacation package. Find a place to stay in Historical Old New Castle, which is good for walking, markets and history. Not sure what to see or do first during your trip to Port Penn? Check out famous attractions such as Frightland. Browse Expedia's wide range of travel options and book your dream vacation to Port Penn now.

The Latest Port Penn vacation packages

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites Wilmington-Newark by IHG

Staybridge Suites Wilmington-Newark by IHG

3 out of 5
Price was $381, price is now $358 per person
$358
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to Wilmington (ILG)
8.2/10 Very Good! (462 reviews)
Clean and decent for the price. Biggest issue was a dog barking late at night and it wasn't addressed for a while. Otherwise, I would stay again.

Reviewed on May 26, 2026

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

3.5 out of 5
Price was $475, price is now $420 per person
$420
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to Wilmington (ILG)
8.4/10 Very Good! (1,012 reviews)
Staff were extremely friendly and room was exceptionally clean.

Reviewed on Jun 18, 2026

Hampton Inn & Suites Wilmington Christiana

Hampton Inn & Suites Wilmington Christiana

2.5 out of 5
Price was $419, price is now $379 per person
$379
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to Wilmington (ILG)
8.4/10 Very Good! (1,004 reviews)
Breakfast was great.

Reviewed on Jun 18, 2026

Springhill Suites By Marriott Frederica

Springhill Suites By Marriott Frederica

2.5 out of 5
Price was $518, price is now $473 per person
$473
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to Wilmington (ILG)
9.2/10 Wonderful! (270 reviews)
Everything was great ...it was an nice stay

Reviewed on May 31, 2026

Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

4 out of 5
Price was $393, price is now $370 per person
$370
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to Wilmington (ILG)
8.8/10 Excellent! (1,006 reviews)
Rooms were a little smaller than I expected but very comfortable and clean. Breakfast was really good and all of the staff was so nice!

Reviewed on May 30, 2026

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Discover the most popular places to visit in Port Penn

Frightland

5/5(1 review)

Enjoy an outing to Frightland during your stay in Middletown. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Frightland

Back Creek Golf Club

5/5(1 review)

Enjoy a round of golf in Middletown at Back Creek Golf Club. While you're here, you can savor the top-notch restaurants.

Back Creek Golf Club

Frog Hollow Golf Club

5/5(1 review)

Enjoy a round of golf in Middletown at Frog Hollow Golf Club. While in this family-friendly area, you can enjoy the restaurants.

Frog Hollow Golf Club

Port Penn Hotel Deals

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Fully refundable
$62 nightly
The price is $68 total per night from Jun 30 to Jul 1
$68 total
Jun 30 - Jul 1
Total with taxes and fees
5.8/10 (1,003 reviews)
"I’m not expecting this to be a 5 star hotel, but the mattress was covered in something red that looked like it could be blood. But realistically you get what you paid for."

Reviewed on Jun 18, 2026

Quality Inn Newark - Wilmington
Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn

2.5 out of 5
875 Pulaski Highway Bear DE
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Jul 5 to Jul 6
$92 total
Jul 5 - Jul 6
Total with taxes and fees
8.2/10 Very Good! (328 reviews)
"Please clean the pool, only reason we stayed here was because of the pool and it looked disgusting. Green with a film on top. Everything else about the hotel was great, could have better blankets as well they are thin."

Reviewed on Jun 19, 2026

Best Western Plus Newark/Christiana Inn
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

3 out of 5
48 Geoffrey Dr Newark DE
7.6/10 Good! (1,248 reviews)
"The man (I didn’t catch his name) at the front desk was super friendly and helpful! He went out of his way to help guests."

Reviewed on Jun 13, 2026

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Sonesta Select Newark Christiana Mall
See all 430 properties in Port Penn
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 Port Penn Vacation Packages

Port Penn Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Philadelphia Intl. Airport (PHL)
Top Sights
Frightland, Back Creek Golf Club and Frog Hollow Golf Club

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Frequently asked questions

How much does a Port Penn vacation package cost?
You can snap up a vacation package to this top destination from $358 on Expedia. However, how much your vacation to Port Penn costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Port Penn?
You can typically find lower rates and greater availability in November, December and January. Browse our cheap Port Penn vacation packages and you could land some great off-season deals.
How many days is enough for Port Penn?
Generally, a handful of days is enough to see the top sights during your Port Penn vacation. But if you want to have some time to unwind or go on day tours, think about extending your itinerary.
How to find the best Port Penn package deals?
Use Expedia's filter tool to help you find some great Port Penn package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Port Penn package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Port Penn vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Port Penn getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Port Penn?
If you have your Port Penn travel dates locked in, book as early as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Port Penn vacation packages?
Jet off on your perfect trip to Port Penn with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snap up travel deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.