Port Penn Vacations from $522

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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.
Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

3.5 out of 5
Price was $590, price is now $522 per person
$522
per person
Jun 11 - Jun 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Wilmington (ILG)
8.4/10 Very Good! (1,008 reviews)
Great location. Breakfast was pretty good

Reviewed on May 5, 2026

Hampton Inn & Suites Wilmington Christiana

Hampton Inn & Suites Wilmington Christiana

2.5 out of 5
Price was $684, price is now $577 per person
$577
per person
Jun 11 - Jun 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Wilmington (ILG)
8.4/10 Very Good! (1,001 reviews)
Staff was extremely friendly but bathroom wasn’t completely clean and walls were very thin…could hear everyone talking and showering

Reviewed on May 3, 2026

The Waverly

The Waverly

4 out of 5
Price was $1,259, price is now $1,102 per person
$1,102
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Wilmington (ILG)
No reviews
SpringHill Suites by Marriott Newark Downtown

SpringHill Suites by Marriott Newark Downtown

2.5 out of 5
Price was $599, price is now $539 per person
$539
per person
Jun 11 - Jun 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Wilmington (ILG)
9.4/10 Exceptional! (833 reviews)
Nice hotel, clean, big size room. Helpful staff. Good option in Delaware.

Reviewed on May 7, 2026

Cozy Modern Villa in New Castle

Cozy Modern Villa in New Castle

2 out of 5
Save 100% on your flight
Price was $6,066, price is now $5,545 per person
$5,545
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Wilmington (ILG)
No reviews
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Discover the most popular places to visit in Port Penn

Back Creek Golf Club

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

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

Frightland

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

Port Penn Hotel Deals

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Fully refundable
$67 nightly
The price is $75 total per night from May 19 to May 20
$75 total
May 19 - May 20
Total with taxes and fees
5.6/10 (1,012 reviews)
No one broke into my car and i didn't see any bugs. That's the best i can say for this place. I have pretty low standards, and i would not book here again. The facilities are extremely outdated. The whole place needs a few coats of paint and some elbow grease, not to mention a new elevator, some ...

Reviewed on May 8, 2026

Quality Inn Newark - Wilmington
Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

3.5 out of 5
654 S College Ave Newark DE
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from May 26 to May 27
$122 total
May 26 - May 27
Total with taxes and fees
8.4/10 Very Good! (1,009 reviews)
The front desk was very welcoming. I arrived very early and they tried to accommodate me ASAP. Happy hour was a nice extra. Breakfast was great. Very close to the Univ of Delaware. I have stayed there twice.

Reviewed on May 6, 2026

Embassy Suites by Hilton Newark Wilmington South
Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

3 out of 5
240 Chapman Rd Newark DE
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $108 total per night from May 25 to May 26
$108 total
May 25 - May 26
Total with taxes and fees
7.6/10 Good! (1,016 reviews)
Front desk is always ready to accommodate my request for a first-floor room.

Reviewed on May 5, 2026

Sonesta ES Suites Wilmington - Newark
See all 435 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 $522 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.