Chester Trips (flight + hotel)

Photo by A Jaunt With Joy

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to P 3,118 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

Top hotels in Chester

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 P4,017 per night from Jun 15 to Jun 16
P4,017
P4,499 total
Jun 15 - Jun 16
includes taxes & fees
6.6/10 (308 reviews)
"Na"

Reviewed on May 29, 2025

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 P7,918 per night from Jul 14 to Jul 15
P7,918
P8,631 total
Jul 14 - Jul 15
includes taxes & fees
9/10 Wonderful! (43 reviews)
"Wonderful hosts"

Reviewed on Apr 28, 2025

Inn Upon Moon River Plantation
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 P4,199 per night from Jun 22 to Jun 23
P4,199
P4,661 total
Jun 22 - Jun 23
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
"Everything was really good, except the coffee pot. It wasn't clean where the water goes. That is my only complaint. The evening check-in staff was very courteous and professional. And the morning gentleman was also!"

Reviewed on Jun 9, 2025

Clarion Pointe Near University
See all 247 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.

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.