Chester County Vacation Packages 2026

Top Chester County hotels deals

Americana Inn

550 Sanford St Henderson TN

$69 nightly

$80 total

Feb 20 - Feb 21

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A safe deposit box is provided and the front desk is staffed around-the-clock.

Pool

Breakfast included

Wingate By Wyndham Jackson

2370 N Highland Ave South Jackson TN

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$82 total

Mar 17 - Mar 18

Total with taxes and fees

Stay at this hotel in Jackson. Popular attractions Old Hickory Mall and Music Highway Crossroads are located nearby.

Woodspring Suites Jackson I-40

19 BINK DRIVE Jackson TN

Free Cancellation

$80 nightly

$92 total

Feb 18 - Feb 19

Total with taxes and fees

Stay at this property in Jackson. Enjoy free WiFi, satellite TV channels, and housekeeping. Popular attractions West Tennessee Healthcare Sportsplex and The Ballpark at Jackson are located nearby.

Pet friendly

Free WiFi

Best Western Plus Executive Residency Jackson Northeast

2443 CHRISTMASVILLE COVE Jackson TN

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$95 total

Mar 1 - Mar 2

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Fairfield Inn & Suites by Marriott Jackson

1335 Vann Dr Jackson TN

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$120 total

Feb 27 - Feb 28

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

stayAPT Suites Jackson

86 Parkstone Pl Jackson TN

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$107 total

Feb 23 - Feb 24

Total with taxes and fees

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, laundry facilities, and barbecue grills are also on offer.

Kitchen

Pet friendly

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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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Frequently asked questions

How much are vacation packages to Chester County?

You can land a fantastic hotel + flight bundle for a mere . With a Travelocity vacation package, an escape to Chester County has never looked so good! Save both time and cash and then start packing those bags.

Where can I get the best vacation package deals for Chester County?

Grabbing an amazing package deal to Chester County is a piece of cake with Travelocity. With around 400 airlines and 1,000,000 properties worldwide, you're spoiled for choice when it comes to your hotels and flights.

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Can I save money on my Chester County car rental if I bundle it with my hotel or flight?

You can with our Chester County vacation packages. With one of these, there are tons of ways to make your vacation budget go further. Bundle any two or more car, hotel, flight and tour bookings and watch the savings pile up. With your own ride, all the popular sights around Chester County are an unforgettable road trip away.

What is there to do in Chester County?

Chester County is full to the brim with incredible photo-ops, however Chickasaw State Park and Chickasaw Golf Course are right up there with the very best.