Chester County Vacations & Trips
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Your Chester County Vacation
Leave the planning up to us with a Chester County vacation package. With everything organized before you head off, the only thing left for you to do is relax and experience this destination's beauty and culture. A trip to Chester County offers so much to see and do. Not sure where to begin your travels? Henderson is one of the most popular cities to stay here. From the moment you book your Chester County vacation to the second you come back home, Expedia has your back every step of the way.
Find the Best Chester County Vacation Packages
Chester County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | McKellar-Sipes Regional Airport (MKL) |
Top Sights | Chickasaw State Park, Chickasaw State Park and Chickasaw Golf Course |
Chester County Hotel Deals
Americana Inn
550 Sanford St Henderson TN
$74 nightly
The price is $85 total per night from Jun 25 to Jun 26
$85 total
Jun 25 - Jun 26
Total with taxes and fees
7.6/10 Good! (377 reviews)
"We were charged an early checkin fee which other family members in different rooms were not."
Reviewed on Jun 16, 2026
Best Western Plus Executive Residency Jackson Northeast
2443 CHRISTMASVILLE COVE Jackson TN
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $109 total per night from Jul 5 to Jul 6
$109 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"Clean rooms. Clean bathroom. The only problem is that the website says no pets, which is why we chose it, but upon check-in we noted dog snacks on the check-in counter and we were asked if we had a pet. Misleading advertising."
Reviewed on Jun 22, 2026
WoodSpring Suites Jackson Hub City
19 BINK DRIVE Jackson TN
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Jun 23 to Jun 24
$92 total
Jun 23 - Jun 24
Total with taxes and fees
8/10 Very Good! (341 reviews)
"new property, clean rooms"
Reviewed on Jun 22, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.