Chester County Vacations & Trips from $514
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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.
The Latest Chester County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
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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
$73 nightly
The price is $84 total per night from Jul 7 to Jul 8
$84 total
Jul 7 - Jul 8
Total includes taxes and fees
7.6/10 Good! (302 reviews)
"All good"
Reviewed on Jun 25, 2025
Howard Johnson by Wyndham Jackson
1292 Vann Dr, Jackson, TN
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $85 total per night from Aug 3 to Aug 4
$85 total
Aug 3 - Aug 4
Total includes taxes and fees
7/10 Good! (1,001 reviews)
"Friendly staff. Clean rooms. Large parking area. The only dislike was the mattress, it was too hard."
Reviewed on Jun 24, 2025
Fairfield Inn & Suites by Marriott Jackson
1335 Vann Dr, Jackson, TN
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $130 total per night from Jul 13 to Jul 14
$130 total
Jul 13 - Jul 14
Total includes taxes and fees
9/10 Wonderful! (752 reviews)
Very Pleasant and Satisfying Stay
"Very welcoming, efficient, and pleasant front-desk staff on check-in...was grateful for a non-adjoining room in a quiet area away from wedding party groups, touring groups, etc. I was sad that at 9 am the oatmeal had already run out."
Reviewed on Jun 29, 2025
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.