Chester Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by A Jaunt With Joy

  • Plan, book, travel with confidence

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    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Chester Vacation Packages

Chester Hotel Deals

Motel 6 Richburg, SC

Motel 6 Richburg, SC

2 out of 5
2912 Parkway Blvd, Chester, SC
Fully refundableReserve now, pay when you stay
The price is NT$2,158 per night from Aug 3 to Aug 4
NT$2,158
NT$2,417 total
Aug 3 - Aug 4
includes taxes & fees
6.6/10 (316 reviews)
"They were great on everything"

Reviewed on 2025/7/25

Motel 6 Richburg, SC
Inn Upon Moon River Plantation

Inn Upon Moon River Plantation

2.5 out of 5
119 Pinckney Street, Chester, SC
The price is NT$4,240 per night from Aug 12 to Aug 13
NT$4,240
NT$4,622 total
Aug 12 - Aug 13
includes taxes & fees
9/10 Wonderful! (44 reviews)
Southern Charm & Hospitality
"I thoroughly enjoyed my stay! The House is beautiful and filled with memorabilia of great artists from the jazz and blues fields. The area is very quiet and picturesque. I look forward to my next trip up to the Chester, SC area. I highly recommend this Bed and Breakfast!"

Reviewed on 2025/7/24

Inn Upon Moon River Plantation
La Quinta Inn & Suites by Wyndham Rock Hill

La Quinta Inn & Suites by Wyndham Rock Hill

3 out of 5
1235 Springdale Rd, Rock Hill, SC
Fully refundableReserve now, pay when you stay
The price is NT$2,921 per night from Aug 31 to Sep 1
NT$2,921
NT$3,242 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (1,069 reviews)
"We spent three nights. Plenty of charging/plugs. Very clean. The only downside was our room was next to exit door, which is not quiet."

Reviewed on 2025/7/29

La Quinta Inn & Suites by Wyndham Rock Hill
See all 244 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.

Discover the most popular places to visit in Chester

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

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

Frequently asked questions

How much does a Chester vacation package cost?
You can grab a vacation package to this destination on Expedia. However, how much your vacation to Chester costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Chester?
September, October and December are great times to search for cheap Chester vacation packages. Traveling in less busy months means you can usually find better prices on accommodations and flights.
How many days is enough for Chester?
Usually, a handful of days is enough to explore the main attractions during your Chester vacation. But if you want to have time to unwind or go on day tours, consider extending your trip.
Is it worth booking a vacation package to Chester?
Chester has everything you need for an unforgettable trip. Begin your Chester vacation on a high note by checking out major attractions like Chester State Park.
How to find the best Chester package deals?
Bagging a cheap Chester package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Chester package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Chester vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still have the freedom to create a personalized Chester vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Chester?
Enjoy incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Chester trip.
How to plan a trip to Chester?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Chester.
  2. Set your budget: Factor in costs such as food, flights and transportation when working out how much to set aside for your trip to Chester. Then, pick a property that matches your budget, whether that's a wallet-friendly option or a high-end retreat.
  3. Decide how long to go away for: Now that you're more familiar with Chester, you can figure out the ideal length of your vacation. Put together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Chester vacation package that brings all your bookings together.

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