Chester Vacations from $278

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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

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Charlotte-Uptown

Hampton Inn Charlotte-Uptown

2.5 out of 5
Uptown Charlotte
per person
Aug 16 - Aug 19
found 8 hours ago
Roundtrip flight included
New York (NYC) to Charlotte (CLT)
8.4/10 Very Good! (1,003 reviews)
Great time clean property easy checking and out

Reviewed on Jun 5, 2024

Charlotte Marriott City Center

Charlotte Marriott City Center

4 out of 5
Uptown Charlotte
Save 100% on your flight
per person
Aug 16 - Aug 19
found 8 hours ago
Roundtrip flight included
New York (NYC) to Charlotte (CLT)
8.8/10 Excellent! (1,006 reviews)
Everything was great except when i ran my bath, the water was brown.

Reviewed on May 27, 2024

The Westin Charlotte

The Westin Charlotte

4 out of 5
Uptown Charlotte
Save 100% on your flight
per person
Aug 15 - Aug 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlotte (CLT)
8.8/10 Excellent! (1,002 reviews)
Sink had debris in it. Cleaning crew interrupted before 11am checkout.

Reviewed on May 30, 2024

Sonesta Charlotte Executive Park

Sonesta Charlotte Executive Park

3.5 out of 5
Executive Park
per person
Aug 15 - Aug 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlotte (CLT)
8/10 Very Good! (1,011 reviews)
The staff was super friendly and helpful!! It’s also in a very convenient location. The gym overlooking the pool was a cool addition, as well as the pool flowing from indoor to outdoor!

Reviewed on Jun 5, 2024

Holiday Inn Charlotte University Executive Park, an IHG Hotel

Holiday Inn Charlotte University Executive Park, an IHG Hotel

3 out of 5
University City
per person
Aug 15 - Aug 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlotte (CLT)
8.6/10 Excellent! (1,002 reviews)
My first night the police were knocking on the door across the hall from my room for a noisy disturbance at 4 am ! The hotel did not charge me for that nights stay and gave me free dinner and breakfast . My only other issue is I forgot my pillow I brought from home when I checked out that cost about $200 . The hotel housekeeping claims they never saw it. I do wish there was more than one waste can in the room. Room service would have been nice .

Reviewed on Jun 6, 2024

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

Days Inn by Wyndham Rock Hill
Days Inn by Wyndham Rock Hill
2 out of 5
875 Riverview Rd, Rock Hill, SC
Fully refundableReserve now, pay when you stay
The price is $54 per night from Jun 16 to Jun 17
$54
$60 total
includes taxes & fees
Jun 16 - Jun 17
6/10 (990 reviews)
OK
"Decent room for the price. Beds were comfy. Bathroom was a bit small definitely had to pee with the door open."

Reviewed on Jun 3, 2024

Days Inn by Wyndham Rock Hill
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 $85 per night from Jun 23 to Jun 24
$85
$96 total
includes taxes & fees
Jun 23 - Jun 24
8.8/10 Excellent! (1,013 reviews)
Safe, clean, and pup friendly!
"We did a one night stay with our family of 4 plus our fur child as a halfway point to our destination. The sweet lady who checked us in was super kind and friendly and made us feel like home! The lobby area was very bright and inviting, and our room was clean and had everything we needed. My young ..."

Reviewed on Jun 5, 2024

La Quinta Inn & Suites by Wyndham Rock Hill
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 $74 per night from Jun 16 to Jun 17
$74
$82 total
includes taxes & fees
Jun 16 - Jun 17
9/10 Wonderful! (790 reviews)
"We're very happy with this property, and stay here whenever we are traveling from WV to FL."

Reviewed on Jun 2, 2024

Clarion Pointe Near University
See all 238 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.

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 $278, 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

You can enjoy a tasting or tour at Cruse Vineyards and Winery during your travels to 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.