A pond with lily pads and purple water lilies.
Photo by Jeff White
Open Photo by Jeff White

Kennett Square Vacations from $813

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    Save up to $2,000 when you book a flight and hotel together*
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The Latest Kennett Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 3 - Sep 6

    Orchard Way + Flight

    Yeadon
    3 nights
    2.0 star property
    Roundtrip Atlanta (ATL) - Philadelphia (PHL)
    ATL - PHLNonstop PHL - ATLNonstop
    Save 100% on your flight
    $1,274
    $813
    per traveler
    found 1 day ago
    Orchard Way
  • Oct 13 - Oct 17

    Tudor Lux + Flight

    East Lansdowne
    4 nights
    4.0 star property
    Roundtrip San Juan (SJU) - Philadelphia (PHL)
    SJU - PHLNonstop PHL - SJUNonstop
    $6,641
    $3,290
    per traveler
    found 15 hours ago
    Tudor Lux
  • Oct 12 - Oct 15

    Casa De Miliki + Flight

    South Philadelphia
    3 nights
    3.0 star property
    Roundtrip Los Angeles (LAX) - Philadelphia (PHL)
    LAX - PHLNonstop PHL - LAX1 stop
    Save 100% on your flight
    $4,959
    $2,780
    per traveler
    found 1 day ago
    Casa De Miliki
  • Oct 10 - Oct 14

    Tudor Place + Flight

    Lansdowne
    4 nights
    4.0 star property
    Roundtrip Dallas (DFW) - Philadelphia (PHL)
    DFW - PHLNonstop PHL - DFWNonstop
    Save 100% on your flight
    $4,699
    $2,815
    per traveler
    found 1 day ago
    Tudor Place
  • Oct 10 - Oct 14

    YOWIE (Hotel & Shop) + Flight

    South Philadelphia
    4 nights
    2.0 star property
    9.8/10 - Exceptional (73 reviews)
    "Really unique hotel in a great area"
    Reviewed June 10, 2026
    Roundtrip Dallas (DFW) - Philadelphia (PHL)
    DFW - PHLNonstop PHL - DFWNonstop
    Save 100% on your flight
    $1,249
    $816
    per traveler
    found 1 day ago
    YOWIE (Hotel & Shop)

Kennett Square Hotel Deals

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.

Frequently Asked Questions

How much does a Kennett Square vacation package cost?

You can grab a vacation package to this top destination from $813 on Expedia. However, how much your vacation to Kennett Square costs will depend on factors like your hotel choice, season and length of stay.

What are the cheapest months to go to Kennett Square?

If you're looking to snag a cheap Kennett Square vacation package, consider traveling in January, May and December. You're likely to find better prices on accommodations and flights during these quieter months — ideal for budget-conscious travelers.

How many days is enough for Kennett Square?

Generally, a few days is ideal for a Kennett Square vacation. With a well-planned itinerary, you can visit all the popular sights such as Longwood Cemetery, as well as explore some hidden gems along the way.

Is it worth booking a vacation package to Kennett Square?

Kennett Square offers everything you need for an amazing escape. Begin your Kennett Square vacation on a high note by checking out major attractions like Longwood Gardens.

How to find the best Kennett Square package deals?

Start your search for a Kennett Square package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Kennett Square package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kennett Square getaway off to a flying start.

Is it cheaper to book a Kennett Square vacation as a package?

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel 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 individually. And you'll still have the flexibility to create a customized Kennett Square vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Kennett Square?

If you're planning an impromptu Kennett Square getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.

How to plan a trip to Kennett Square?

  1. Pick your travel dates: What you'd like to do in Kennett Square and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: As well as the cost of your stay, you should consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Kennett Square.
  3. Explore Kennett Square using our trip planning tool: Gain insights into the most popular attractions and best stays for your trip to Kennett Square. You can also save your favorite locations, collaborate with your group and manage your plans in one place.
  4. Determine how many days away: Start by listing all the sights and activities you'd like to experience in Kennett Square. Then, estimate how long you'll need for each, along with any travel time.
  5. Combine your accommodations and airfare: After you've nailed down your travel dates and duration, lock in the right Kennett Square vacation package for you.
  6. Book activities and experiences in advance: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on the highlights of Kennett Square. Find all the fun things to do in Kennett Square with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Kennett Square vacation packages?

Your Kennett Square getaway should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.