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Port Penn Vacations from $516

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The Latest Port Penn Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby lounge
    Sep 17 - Sep 20

    Red Roof Inn PLUS+ Wilmington - Newark + Flight

    Newark
    3 nights
    2.5 star property
    6.8/10 - (1,004 reviews)
    Roundtrip • Minneapolis (MSP) - Wilmington (ILG)
    MSP - ILG • 1 stop ILG - MSP • 1 stop
    $540
    $516
    per traveler
    found 2 hours ago
    Red Roof Inn PLUS+ Wilmington - Newark
  • Free daily buffet breakfast
    Sep 17 - Sep 20

    Hampton Inn & Suites Wilmington Christiana + Flight

    Newark
    3 nights
    2.5 star property
    8.4/10 - Very Good (1,007 reviews)
    "jkkkmIt was not good right when I got there the staff was very ignorant I don’t know if it has to do deal with I am younger meaning maybe they are so use to be familiesuuuuuuuuuukjkjjjjjjjjj"
    Reviewed August 4, 2026
    Roundtrip • Minneapolis (MSP) - Wilmington (ILG)
    MSP - ILG • 1 stop ILG - MSP • 1 stop
    $618
    $578
    per traveler
    found 2 hours ago
    Hampton Inn & Suites Wilmington Christiana
  • Lobby
    Sep 17 - Sep 20

    Embassy Suites by Hilton Newark Wilmington South + Flight

    Newark
    3 nights
    3.5 star property
    8.4/10 - Very Good (1,018 reviews)
    "Everything was amazing! Breakfast was so good. The complimentary drinks from 5-7pm, a plus! Also, they have a TGIfriday restaurant in the hotel as well. I’m definitely going back. Only negative thing was the hot tub was smelly and broken. The pool looked dirty. Overall was a great experience for my 1st time staying at a Hilton affiliate hotel."
    Reviewed August 3, 2026
    Roundtrip • Minneapolis (MSP) - Wilmington (ILG)
    MSP - ILG • 1 stop ILG - MSP • 1 stop
    $717
    $675
    per traveler
    found 2 hours ago
    Embassy Suites by Hilton Newark Wilmington South
  • Lobby
    Sep 4 - Sep 10

    HomeTowne Studios by Red Roof Wilmington - New Castle + Flight

    New Castle
    6 nights
    2.0 star property
    6.0/10 - (148 reviews)
    Roundtrip • San Francisco (SFO) - Wilmington (ILG)
    SFO - PHL • Nonstop TTN - SFO • 1 stop
    $643
    $619
    per traveler
    found 7 hours ago
    HomeTowne Studios by Red Roof Wilmington - New Castle
  • Exterior
    Sep 17 - Sep 20

    Motel 6 Newark, DE + Flight

    Newark
    3 nights
    2.0 star property
    7.2/10 - Good (787 reviews)
    Roundtrip • Minneapolis (MSP) - Wilmington (ILG)
    MSP - ILG • 1 stop ILG - MSP • 1 stop
    $550
    $531
    per traveler
    found 2 hours ago
    Motel 6 Newark, DE

Port Penn Hotel Deals

Exterior

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
9.7 mi from Port Penn
9.2 out of 10, Wonderful, (710 reviews)
"All was great!"
$101 nightly
The price is $112
Aug 16 - Aug 17
Total with taxes and fees
Holiday Inn Express & Suites Middletown by IHG
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.
See all properties in Port Penn

Frequently Asked Questions

How much does a Port Penn vacation package cost?

You can snap up a vacation package to this top destination from $516 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.