Chester Vacations from $419

Book a Hotel + Flight or Car together to unlock savings

Photo by A Jaunt With Joy
Choose one or more items to build your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Chester Vacation

When a city escape is calling your name, answer it with a Chester vacation package. With all your travel arrangements organized before you go, all you need to do here is focus on having a blast. Fill your schedule with visits to Chester State Park, Chester County Historical Society Museum and Archives and Mountain Lakes, some of the things you just have to see during your trip to Chester. A few quick clicks is all it takes to build a tailor-made Chester vacation on Expedia.

The Latest Chester Vacation Packages

Spire Apartments By Barsala

Spire Apartments By Barsala

3 out of 5
per person
Jun 13 - Jun 16
Roundtrip non-stop flight included
Detroit (DTW) to Charlotte (CLT)
9/10 Wonderful! (14 reviews)
The host allowed me to enter early. Property was very clean.

Reviewed on Mar 18, 2024

Grand Bohemian Hotel Charlotte, Autograph Collection

Grand Bohemian Hotel Charlotte, Autograph Collection

4 out of 5
Uptown Charlotte
per person
Jun 13 - Jun 16
Roundtrip non-stop flight included
Detroit (DTW) to Charlotte (CLT)
9/10 Wonderful! (390 reviews)
Noisy. Bikers blasting music from their bikes while parked outside.

Reviewed on Apr 14, 2024

Sonesta Charlotte Executive Park

Sonesta Charlotte Executive Park

3.5 out of 5
Executive Park
per person
Jun 13 - Jun 16
Roundtrip non-stop flight included
Detroit (DTW) to Charlotte (CLT)
8/10 Very Good! (1,006 reviews)
Toilet kept clogging, house keepers delay with request for toiletries and towels. Kitchen staff refused to give take out box for breakfast we were forced to cover our plates with the glass dinnerware plates

Reviewed on Apr 8, 2024

Le Meridien Charlotte

Le Meridien Charlotte

4 out of 5
Uptown Charlotte
per person
Jun 13 - Jun 16
Roundtrip non-stop flight included
Detroit (DTW) to Charlotte (CLT)
8/10 Very Good! (1,001 reviews)
Everything is good for me

Reviewed on Apr 7, 2024

Hilton Charlotte University Place

Hilton Charlotte University Place

3.5 out of 5
University City
per person
Jun 13 - Jun 16
Roundtrip non-stop flight included
Detroit (DTW) to Charlotte (CLT)
8.4/10 Very Good! (1,004 reviews)
The property is at a prime location where you can walk for convenience. I was charged for a buffet that I was told was no cost.

Reviewed on Apr 15, 2024

Prices and availability subject to change. Additional terms may apply.

Chester Essential Information

Language
English
Currency
U.S dollars
Population
5,500
Max Temp Winter
55ºF
Max Temp Summer
90ºF
Top Sights
Chester State Park, Chester County Historical Society Museum and Archives and Olde English District

Chester Hotel Deals

Clarion Pointe Near University
Clarion Pointe Near University
2.5 out of 5
1106 N. Anderson Road, Rock Hill, SC
Fully refundableReserve now, pay when you stay
The price is $77 per night from Apr 24 to Apr 25
$77
$85 total
includes taxes & fees
Apr 24 - Apr 25
9/10 Wonderful! (744 reviews)
"I was surprised to see how clean from the room to the entire hotel (Lobby smelled so delicious clean feel smell) The complimentary breakfast was better than most. Would recommend it to anyone."

Reviewed on Apr 16, 2024

Clarion Pointe Near University
Wingate by Wyndham Rock Hill / Charlotte / Metro Area
Wingate by Wyndham Rock Hill / Charlotte / Metro Area
2.5 out of 5
760 Galleria Blvd, Rock Hill, SC
Fully refundableReserve now, pay when you stay
The price is $135 per night from Apr 26 to Apr 27
$135
$150 total
includes taxes & fees
Apr 26 - Apr 27
8.4/10 Very Good! (766 reviews)
"This is the second time we stayed at this hotel. It is in a safe area and right off the highway!"

Reviewed on Apr 16, 2024

Wingate by Wyndham Rock Hill / Charlotte / Metro Area
La Quinta Inn & Suites by Wyndham Rock Hill
La Quinta Inn & Suites by Wyndham Rock Hill
2.5 out of 5
1235 Springdale Rd, Rock Hill, SC
Fully refundableReserve now, pay when you stay
The price is $93 per night from May 20 to May 21
$93
$105 total
includes taxes & fees
May 20 - May 21
8.8/10 Excellent! (951 reviews)
"We have stayed at this property many times during our travels to Florida. Room quiet and clean. Beds are starting to show age but still comfy. Fridge wasn’t working. So reported the next morning. Besides that another comfortable stay."

Reviewed on Apr 12, 2024

La Quinta Inn & Suites by Wyndham Rock Hill
See all 228 properties in Chester
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Chester vacation package cost?
Much less than you might think — from as low as $419, as a matter of fact! By combining flights, hotels and car rentals into a custom-built travel package, your trip to Chester is just a few clicks away.
How do I get a cheap travel package to Chester?
By bundling. Hotels, rental cars and flights — combine whatever you need into a Chester vacation package to save loads of cash. Score even bigger bargains when you include extras such as sightseeing tours to your booking. But that’s not the only impressive part. You have the freedom to put together your vacation your way. We offer over 550 airlines and 1,000,000 hotel options throughout the world, so that everyone has an opportunity to travel and fulfill those vacation fantasies.
Where should I stay in Chester?
With loads to discover in Chester, it’d be handy for you to lock in a hotel close to its attractions. Chester State Park, Chester County Historical Society Museum and Archives and Olde English District are some good ones to put on your itinerary.
What are the top hotels in Chester?
If this will be your first time in Chester, book a room at Magnolia Inn Bed And Breakfast or Inn Upon Moon River Plantation. Both offer comfortable beds and are top options with many travelers.
How far in advance should I book my Chester vacation?
Reserving your flights early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to 12 months prior to departure dates. Usually, this is the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Chester occasionally appear a few weeks before departure.
What does an Expedia Chester travel package include?
From hotels and airfares to rental cars, Expedia can help you shape a Chester package that’s perfect for you. Vacationing for a few weeks? Give some thought to a hotel, rental car and flight bundle. If you’re taking a quick break, a hotel and airfare deal could be more your style. Experiences can also be added after you’ve booked. Our packages make it a breeze to save and plan.
What should I know before booking a Chester travel package?
Booking all the parts of your getaway together is an excellent way to save. Combine your car rentals, flights and hotels into one package. But your options don’t end at hotels. Expedia offers all sorts of properties, including vacation rentals like beach villas and serviced residences. The list is almost endless!
Can I choose my airline with a Chester Expedia vacation package?
Yes, you’re in control. We offer more than 550 airlines around the world, so you can design your Chester adventure according to your travel needs.
If I'm not able to travel, can I cancel my Chester vacation package?
Whether it’s your hotel or flight, you can cancel or alter it. Booked your Chester vacation package in the last 24 hours? You may be able to make changes for free. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We’ll help you every step of the way.

Discover the most popular places to visit in Chester

Image for Chester State Park

Chester State Park

Explore the great outdoors at Chester State Park, a lovely green space in Chester. Amble around the area's riverfront or experience its jazz scene.

Chester State Park
Image for Chester County Historical Society Museum and Archives

Chester County Historical Society Museum and Archives

You can spend an afternoon browsing the exhibits at Chester County Historical Society Museum and Archives during your travels in Chester. Amble around the area's riverfront or experience its jazz scene.

Chester County Historical Society Museum and Archives
Image for Cruse Vineyards and Winery

Cruse Vineyards and Winery

Enjoy an outing to Cruse Vineyards and Winery during your stay in Chester. Amble around the area's riverfront or experience its jazz scene.

Cruse Vineyards and Winery

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.