Chester County Vacations & Trips from $685
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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
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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
$62 nightly
$71 total
Aug 20 - Aug 21
Total with taxes and fees
7.6/10 Good! (386 reviews)
"The front desk attendant we had was a sweet girl who tried to be very helpful. There was a mess up with getting a room with a king bed. We ended up with two queens and charged $10 more for it. It is an OK hotel but would be nice to see some updates."
Reviewed on Jul 28, 2026
Best Western Plus Executive Residency Jackson Northeast
2443 CHRISTMASVILLE COVE Jackson TN
Fully refundableReserve now, pay when you stay
$93 nightly
$106 total
Aug 31 - Sep 1
Total with taxes and fees
9.2/10 Wonderful! (1,013 reviews)
"The room was clean and comfortable. Only way to improve was the bathroom door opens inside the bathroom which made it very hard to maneuver in and out of the bathroom. I would suggest putting the door to swing out to the hallway or put in a pocket door. The continental breakfast was good but they ..."
Reviewed on Aug 17, 2026
Sleep Inn & Suites Savannah Tennessee Riverfront
105 Million Dollar Way Savannah TN
Fully refundableReserve now, pay when you stay
$99 nightly
$118 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (78 reviews)
"Needs more chairs near pool during weekend. But beautiful and ready to come back again."
Reviewed on Aug 16, 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.
Stay near popular Chester County attractions
Chickasaw State Park
8.2/10 (41 reviews)
You can take time to visit Chickasaw State Park during your travels to Henderson. While you're in the area, wander around the parks.
Chester County Library
After visiting Chester County Library, make a plan to see the other sights and activities in Henderson. While you're in the area, wander around the parks.
Chickasaw Golf Course
7.0/10 (7 reviews)
Enjoy a round of golf in Henderson at Chickasaw Golf Course. While you're in the area, wander around the parks.
Henderson Wi-Fi Park
After visiting Henderson Wi-Fi Park, make a plan to see the other sights and activities in Henderson. While you're in the area, wander around the parks.
Gene Record Memorial Park
Explore the great outdoors at Gene Record Memorial Park, a lovely green space in Henderson. While you're in the area, wander around the parks.
Black Box Theatre
You can get tickets for a performance at Black Box Theatre during your stay in Henderson. While you're in the area, wander around the parks.
Memorial Park
Explore the great outdoors at Memorial Park, a lovely green space in Henderson. While you're in the area, wander around the parks.
Henderson City Hall
After visiting Henderson City Hall, make a plan to see the other sights and activities in Henderson. While you're in the area, wander around the parks.
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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.
