Deals on vacations and trips to Chester County

Save when you book Chester County, TN package deals

Choose two or more items and save on your trip:

Top Chester County hotels deals

Americana Inn

Americana Inn

2.5 out of 5
550 Sanford St Henderson TN
$74 nightly
The price is $85 total per night
$85 total
Dec 11 - Dec 12
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
Best Western Plus Executive Residency Jackson Northeast

Best Western Plus Executive Residency Jackson Northeast

3 out of 5
2443 CHRISTMASVILLE COVE Jackson TN
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $106 total per night
$106 total
Dec 13 - Dec 14
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
Americas Best Value Inn & Suites Jackson, TN

Americas Best Value Inn & Suites Jackson, TN

2 out of 5
220 Vann Drive Jackson TN
Free Cancellation
Reserve now, pay when you stay
$47 nightly
The price is $54 total per night
$54 total
Dec 11 - Dec 12
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the laundry service and onsite conference space. The front desk is staffed around-the-clock and laundry facilities are on offer.
Breakfast included
Pet friendly
Residence Inn Jackson

Residence Inn Jackson

3 out of 5
126 Old Medina Xing Jackson TN
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $102 total per night
$102 total
Dec 14 - Dec 15
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. Enjoy the hot tub and free perks like full breakfast and free self parking.
Pool
Hot Tub
Courtyard by Marriott Jackson

Courtyard by Marriott Jackson

3 out of 5
200 Campbell Oaks Dr Jackson TN
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $101 total per night
$101 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Pool
Pet friendly
Tru By Hilton Jackson, Tn

Tru By Hilton Jackson, Tn

2.5 out of 5
1136 Rushmeade Road Jackson TN
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $109 total per night
$109 total
Dec 21 - Dec 22
Total with taxes and fees
A gym is featured at this hotel, along with free self parking. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Chester County
View all properties
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.

Photos of local treasures

Browse Chester County vacation photos for more inspiration

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.
Why should I purchase my Chester County vacation bundle with Travelocity?
We take the stress out of travel planning. Whether you're looking for a new destination to wander around or want to make sure you get the best deal around, we're here to assist. Our 24/7 customer care, quality service and Price Match Guarantee mean you can book with confidence with Travelocity.
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.

Explore More Ways to Travel with Travelocity