Chester County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Chester County

Americana Inn

Americana Inn

2.5 out of 5
550 Sanford St Henderson TN
The price is 2.026.255 ₫ per night from 30 Jul to 31 Jul
2.026.255 ₫
2.325.127 ₫ total
30 Jul - 31 Jul
includes taxes & fees
7.6/10 Good! (385 reviews)
"The building itself shows its age. Some repairs in the room were not done well. However the room was clean. The continental breakfast was lacking but not a big deal to us. We did like how well lit the outside is at night. Makes you feel much more safe if you must go out late at night."

Reviewed on 3 Jul 2026

Americana Inn
Best Western Plus Executive Residency Jackson Northeast

Best Western Plus Executive Residency Jackson Northeast

3 out of 5
2443 CHRISTMASVILLE COVE Jackson TN
Fully refundableReserve now, pay when you stay
The price is 2.326.246 ₫ per night from 23 Aug to 24 Aug
2.326.246 ₫
2.669.367 ₫ total
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (1,030 reviews)
"Excellent stay"

Reviewed on 28 Jul 2026

Best Western Plus Executive Residency Jackson Northeast
Sleep Inn & Suites Savannah Tennessee Riverfront

Sleep Inn & Suites Savannah Tennessee Riverfront

2.5 out of 5
105 Million Dollar Way Savannah TN
Fully refundableReserve now, pay when you stay
The price is 2.999.516 ₫ per night from 18 Aug to 19 Aug
2.999.516 ₫
3.591.920 ₫ total
18 Aug - 19 Aug
includes taxes & fees
9.2/10 Wonderful! (60 reviews)
"It was a very pleasant stay and the pool is fantastic!"

Reviewed on 27 Jul 2026

Sleep Inn & Suites Savannah Tennessee Riverfront
See all 205 properties in Chester County
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.

Frequently asked questions

How much does a Chester County holiday package cost?
Handcraft your Chester County holiday package from only . Choose from any combination of flights, hotels and rental cars to craft the trip of your dreams. Remember to add on some activities and experiences!
How do I get a cheap travel package to Chester County?
Bundle your hotels and flights with Expedia to save big on your next trip. With over 550 air carriers and 1null000null000 hotel options throughout the world, your Chester County holiday package can be tailored exactly to suit your travel style. With all that extra money, why not include one or two interesting tours and experiences? It's an easy way to unlock even more bargains. The holiday you've always dreamed of in Chester County is much closer than you thought!
What are the top hotels in Chester County?
If you're on your way to Henderson, you can't go past Americana Inn and The Inn At Pearce Point - - A Peaceful Farm Retreat Conveniently To Henderson. Both are excellent bases for discovering this exciting Chester County city.
How far in advance should I book my Chester County holiday?
While not all air carriers advertise tickets early, you can normally start comparing international flights on Expedia up to 12 months in advance. This is the time you'll score some fantastic deals. If you're purchasing tickets last minute, you might get lucky. Sometimes the cheapest prices emerge just weeks prior to departure.
What does an Expedia Chester County travel package include?
With Expedia, you can select a combination of hotels, flights and car rentals to build your ideal Chester County travel package. Once you've made your booking, you can add on the fun things like sightseeing tours and activities. Don't forget — the more you bundle, the more cash you'll save!
What should I know before booking a Chester County travel package?
A travel package can be easier on the credit card than individually booking everything you need for your adventure. For example, bundle your flights, hotels and rental cars and land a great deal. Whatever sort of holiday you're planning, you'll find a package that's right for you.
Can I choose my airline with a Chester County Expedia holiday package?
Most definitely. Expedia has more than 550 airline partners to pick from globally. With such a big range of choice, finding the ideal carrier to fly you to Chester County will be a cinch.
If I'm not able to travel, can I cancel my Chester County holiday package?
Don't worry if you're rethinking your Chester County holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We totally get that life can sometimes throw you a curveball, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.

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.
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