Kennett Square Vacation Packages

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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.

Top Kennett Square Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Plumsteadville Inn

Plumsteadville Inn

3 out of 5
Price was CA $1,219, price is now CA $1,056 per person
CA $1,056
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
9/10 Wonderful! (610 reviews)

Orchard Way

Orchard Way

2 out of 5
Save 100% on your flight
Price was CA $5,369, price is now CA $3,662 per person
CA $3,662
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
No reviews

Grand Eastonian Hotel & Suites

Grand Eastonian Hotel & Suites

3.5 out of 5
Downtown Historic District
Price was CA $1,826, price is now CA $1,570 per person
CA $1,570
per person
Jan 10 - Jan 17
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Philadelphia (PHL)
8.8/10 Excellent! (1,007 reviews)
Great location in downtown Easton and a very helpful staff. Enjoyed my visit!

Reviewed on Nov 2, 2026

Holiday Inn Express Allentown North by IHG

Holiday Inn Express Allentown North by IHG

2.5 out of 5
Price was CA $1,585, price is now CA $1,369 per person
CA $1,369
per person
Jan 10 - Jan 17
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Philadelphia (PHL)
9.2/10 Wonderful! (1,207 reviews)
Good property, clean public areas. Rooms are clean and spacious (reserved a 2 queen suite which has a separate living room area). Everything you'd expect from a HI Express. Only problem I had which really wasn't that much of an issue was the low water pressure for the shower.

Reviewed on Nov 2, 2026

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Price was CA $2,324, price is now CA $2,010 per person
CA $2,010
per person
Dec 11 - Dec 14
found 13 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Philadelphia (PHL)
9.4/10 Exceptional! (1,002 reviews)

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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
The price is CA $153 per night from Nov 12 to Nov 13
CA $153
CA $170 total
Nov 12 - Nov 13
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"nice hotel"

Reviewed on Oct 30, 2026

Fairfield Inn by Marriott Kennett Square Brandywine Valley
Artelo

Artelo

2 out of 5
201 Birch St Kennett Square PA
The price is CA $244 per night from Nov 12 to Nov 13
CA $244
CA $271 total
Nov 12 - Nov 13
includes taxes & fees
9.6/10 Exceptional! (206 reviews)
"Each room’s walls are painted with unique styles by various local artists"

Reviewed on Nov 1, 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
The price is CA $169 per night from Nov 9 to Nov 10
CA $169
CA $188 total
Nov 9 - Nov 10
includes taxes & fees
7.6/10 Good! (2,387 reviews)
"Hotel was overall a good experience. Stay was comfortable and convenient. The lobby rep, April (I think that’s her name), was exceptional with her customer service skills. She’s truly the only reddy I would rate this experience 5/5."

Reviewed on Nov 1, 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.
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Stay near popular Kennett Square attractions

Longwood Gardens

9.2/10 (1,103 reviews)
Explore the great outdoors at Longwood Gardens, a lovely green space in Kennett Square. Stroll along the riverfront or visit the shops in this family-friendly area.
See properties

Frequently asked questions

How much does a Kennett Square vacation package cost?
Offering excellent value package deals from CA $1,056 on Expedia, you'll be surprised at how little a vacation to Kennett Square costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Kennett Square?
You can usually find lower prices and greater availability in January, February and March. Take a look at our cheap Kennett Square vacation packages and you could land some great off-season discounts.
How many days is enough for Kennett Square?
For your Kennett Square vacation, a handful of days will be enough to see the best spots. Make sure to visit Chaddsford Winery — it's one of the top sights in this destination. If you're after more adventure, think about basing yourself here and heading off on some tours from Kennett Square.
Is it worth booking a vacation package to Kennett Square?
Kennett Square has everything you need for an unforgettable escape. Get your Kennett Square vacation off to a flying start by visiting top 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 some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Kennett Square package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Kennett Square adventure underway.
Is it cheaper to book a Kennett Square vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can personalize your Kennett Square getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Kennett Square?
If you've got your Kennett Square vacation dates locked in, book as early as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Kennett Square?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Kennett Square.
  2. Set a budget: Consider costs like flights, transportation and food when calculating how much to set aside for your trip to Kennett Square. Then, pick a property that fits your budget, whether that's a wallet-friendly stay or a lavish getaway.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Kennett Square. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your accommodations and airfare: After you've nailed down your dates and duration, book the perfect Kennett Square vacation package for you.

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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.