Kennett Square Vacations from $2,016

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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.
Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub

3 out of 5
South Philadelphia
Price was $3,526, price is now $2,016 per person
$2,016
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Philadelphia (PHL)
10/10 Exceptional! (3 reviews)
This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available. Thank you!

Reviewed on Mar 2, 2026

Casa De Miliki

Casa De Miliki

3 out of 5
South Philadelphia
Price was $6,776, price is now $3,196 per person
$3,196
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
No reviews

Tudor Lux

Tudor Lux

4 out of 5
Price was $6,529, price is now $3,141 per person
$3,141
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
No reviews

Orchard Way

Orchard Way

2 out of 5
Save 100% on your flight
Price was $3,413, price is now $2,031 per person
$2,031
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
No reviews

Tudor Place

Tudor Place

4 out of 5
Save 100% on your flight
Price was $4,533, price is now $2,749 per person
$2,749
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
No reviews

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Stay near popular Kennett Square attractions

Longwood Gardens

9.2/10 (1,103 reviews)
Meander through Longwood Gardens' 1,000 acres of horticultural artistry, from formal gardens to woodland paths. Seasonal fountain shows and holiday displays transform this botanical sanctuary into a multi-sensory experience.
See properties

Kennett Square Hotel Deals

Fairfield Inn by Marriott Kennett Square Brandywine Valley

Fairfield Inn by Marriott Kennett Square Brandywine Valley

3 out of 5
719 East Baltimore Pike Kennett Square PA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Nov 12 to Nov 13
$103 total
Nov 12 - Nov 13
Total with taxes and fees
8.8/10 Excellent! (1,003 reviews)
"Staff were lovely, breakfast was delicious, rooms were clean as was the entire facility, including the elevators. Traffic noise from the rooms on the back was a little loud, but earplugs were provided. I would definitely stay here again. Thank you for a lovely stay!"

Reviewed on Oct 25, 2026

Fairfield Inn by Marriott Kennett Square Brandywine Valley
Artelo

Artelo

2 out of 5
201 Birch St Kennett Square PA
$171 nightly
The price is $190 total per night from Oct 29 to Oct 30
$190 total
Oct 29 - Oct 30
Total with taxes and fees
9.6/10 Exceptional! (203 reviews)
"The no contact check-in was very convenient and easy to use. The unit in our room was new and did not have heat but we were notified immediately and given a nice space heater for the room. The room was very clean and the artwork was absolutely beautiful"

Reviewed on Oct 25, 2026

Artelo
La Quinta Inn & Suites by Wyndham Philadelphia Airport

La Quinta Inn & Suites by Wyndham Philadelphia Airport

3 out of 5
53 Industrial Hwy Essington PA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $134 total per night from Oct 28 to Oct 29
$134 total
Oct 28 - Oct 29
Total with taxes and fees
7.6/10 Good! (2,389 reviews)
"Needs updates beds were comfortable"

Reviewed on Oct 27, 2026

La Quinta Inn & Suites by Wyndham Philadelphia Airport
See all 871 properties in Kennett Square
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 Kennett Square Vacation Packages

Kennett Square Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Philadelphia Intl. Airport (PHL)
Population
6,200
Max Temp Winter
40ºF
Max Temp Summer
80ºF
Top Sights
Brandywine River Museum, Victory Brewing Company and Chaddsford Winery

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Frequently asked questions

How much does a Kennett Square vacation package cost?
You can grab a vacation package to this top destination from $2,016 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.

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