A paved road with a yellow centerline, surrounded by lush greenery and trees.

Kennett Square Vacations from $209

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Your Kennett Square Vacation

Lock in a Kennett Square vacation package that includes everything you need without any unnecessary extras. Good for views, culture and dining, consider basing yourself in the neighborhood of Downtown Wilmington. Make your trip to Kennett Square even more enjoyable by including some sightseeing. Longwood Gardens, Chaddsford Winery and Longwood Cemetery are some of the big attractions you'll want to explore. Browse Expedia's wide range of travel options and start organizing your perfect vacation to Kennett Square now.

The Latest Kennett Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 8 - Jan 10

    Valley Forge Casino Resort + Flight

    King of Prussia
    2 nights
    4.0 star property
    8.6/10 - Excellent (1,451 reviews)
    "Nice stay"
    Reviewed November 5, 2026
    Roundtrip • Atlanta (ATL) - Philadelphia (PHL)
    ATL - PHL • Nonstop PHL - ATL • Nonstop
    $278
    $209
    per traveler
    found 1 day ago
    Valley Forge Casino Resort
  • Jan 8 - Jan 10

    New Season Royals + Flight

    Chester
    2 nights
    2.0 star property
    9.2/10 - Wonderful (159 reviews)
    Roundtrip • Atlanta (ATL) - Philadelphia (PHL)
    ATL - PHL • Nonstop PHL - ATL • Nonstop
    $1,381
    $710
    per traveler
    found 21 hours ago
    New Season Royals
  • Jan 8 - Jan 10

    YOWIE (Hotel & Shop) + Flight

    South Philadelphia
    2 nights
    2.0 star property
    9.8/10 - Exceptional (78 reviews)
    "It was our first time staying here! We loved it! Felt like more of a home than a hotel and we had a ton of space in our room! Microwave with mini fridge is amazing so we could enjoy meals we had more than once! Loved the location and we had a wonderful time! Staff was quick at responding when we had questions! Thank you!"
    Reviewed October 31, 2026
    Roundtrip • Atlanta (ATL) - Philadelphia (PHL)
    ATL - PHL • Nonstop PHL - ATL • Nonstop
    $444
    $288
    per traveler
    found 1 day ago
    YOWIE (Hotel & Shop)
  • Dec 17 - Dec 20

    One Sky Loft + Flight

    Center City
    3 nights
    2.0 star property
    9.2/10 - Wonderful (157 reviews)
    "Location was great. Is clean and the access so the building was convenient and simple. My only issue was the showing had Luke warm water, outside of that was a wonderful stay."
    Reviewed November 3, 2026
    Roundtrip • Atlanta (ATL) - Philadelphia (PHL)
    ATL - PHL • Nonstop TTN - ATL • 1 stop
    $614
    $463
    per traveler
    found 10 hours ago
    One Sky Loft
  • Jan 8 - Jan 10

    Hotel Anna & Bel + Flight

    North Philadelphia
    2 nights
    4.0 star property
    9.6/10 - Exceptional (198 reviews)
    "Overall, impeccable accommodation with top tier amenities including a balcony, pool, fully equipped gym and sauna. I wish that our stay longer."
    Reviewed November 3, 2026
    Roundtrip • Atlanta (ATL) - Philadelphia (PHL)
    ATL - PHL • Nonstop PHL - ATL • Nonstop
    $611
    $467
    per traveler
    found 1 day ago
    Hotel Anna & Bel

Where to stay in and around Kennett Square

Kennett Square offers a delightful mix of outdoor adventures and family-friendly activities. Explore the friendly atmosphere of downtown Kennett Square, then venture to nearby Montchanin Village or Doylestown for cultural experiences. For a beach day, Rehoboth Beach is just a short drive away, making it perfect for a refreshing getaway.

Wilmington

Families and weekend getaway travelers will find Wilmington to be the perfect base to explore the rich offerings of Delaware. This vibrant city features attractions like the Wilmington Riverwalk, perfect for leisurely strolls, and the Winterthur Museum, Garden and Library, which provides a glimpse into history and art. With easy access to shopping centers and urban parks, Wilmington is a delightful destination. Located about 11 miles by car from Kennett Square, it's an ideal choice for a memorable stay.

Newark

Experience the charm of Newark, Delaware, an excellent hub for families and weekend getaway travelers who want to immerse themselves in a vibrant city atmosphere. With attractions like the historic University of Delaware, the Bob Carpenter Center, and the Chase Center on the Riverfront, Newark offers a delightful mix of education, entertainment, and culture. Located about 12 miles away from Kennett Square, this lively city is a smart choice for your hotel stay, ensuring easy access to a variety of experiences.

West Chester

If you are a family-oriented traveler or a nature enthusiast, make the most of your visit by staying in West Chester, which features vibrant attractions like West Chester University, the stunning Longwood Gardens, and the Brandywine River Museum. This charming city offers a delightful mix of outdoor experiences and urban conveniences, ensuring you'll find plenty to do. Located about 10 miles away from Kennett Square, West Chester is an excellent choice for your accommodations, providing easy access to all the region has to offer.

Coatesville

Coatesville stands out as a prime spot for travelers seeking a weekend getaway, family fun, or a connection with nature. Visitors can explore stunning attractions like Longwood Gardens, the National Iron and Steel Heritage Museum, and West Chester University, offering a blend of outdoor beauty and cultural experiences. Located about 11 miles by car from Kennett Square, Coatesville provides easy access to these highlights, making it a smart choice for your stay.

Downingtown

Travelers visiting the area often choose Downingtown, especially families and food enthusiasts seeking close proximity to a vibrant mix of experiences. This charming city offers easy access to beautiful attractions like Longwood Gardens, perfect for nature lovers, and the educational environment of West Chester University. With its welcoming parks and shopping at Eagleview Town Center, Downingtown is an ideal base just about 11 miles by car from Kennett Square, making it a smart choice for a memorable vacation.

Discover the most popular places to visit in Kennett Square

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 $209 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.