Chester Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    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 S$103 per night from 15 Jul to 16 Jul
S$103
15 Jul - 16 Jul
includes taxes & fees
6.6/10 (313 reviews)
"This hotel is close to eating places and the management welcomed me upon my arrival."

Reviewed on 7 Jul, 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 S$198 per night from 16 Jul to 17 Jul
S$198
16 Jul - 17 Jul
includes taxes & fees
9/10 Wonderful! (43 reviews)
"Wonderful hosts"

Reviewed on 28 Apr, 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 S$109 per night from 10 Aug to 11 Aug
S$109
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Clean. Comfortable. Not fancy. Good value for money."

Reviewed on 13 Jul, 2025

Clarion Pointe Near University
See all 253 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 holiday package cost?
You can grab a holiday package to this destination on Expedia. However, how much your holiday 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 holiday packages. Travelling in less busy months means you can usually find better prices on accommodation and flights.
How many days is enough for Chester?
Usually, a handful of days is enough to explore the main attractions during your Chester holiday. But if you want to have time to unwind or go on day tours, consider extending your trip.
Is it worth booking a holiday package to Chester?
Chester has everything you need for an unforgettable trip. Begin your Chester holiday 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 travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Chester holiday as a package?
Expedia holiday 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 personalised Chester holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 holiday. 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.