Chester Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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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 SARĀ 252 per night from Jul 22 to Jul 23
SARĀ 252
SARĀ 282 total
22 Jul - 23 Jul
includes taxes & fees
7/10 Good! (372 reviews)
"An excellent hotel, and phenomenal for the price paud"

Reviewed on 12 July 2026

Motel 6 Richburg, SC
Executive Inn Chester

Executive Inn Chester

2.5 out of 5
1632 J A Cochran Bypass Chester SC
Fully refundableReserve now, pay when you stay
The price is SARĀ 225 per night from Jul 24 to Jul 25
SARĀ 225
SARĀ 265 total
24 Jul - 25 Jul
includes taxes & fees
Executive Inn Chester
TownePlace Suites by Marriott Charlotte Fort Mill

TownePlace Suites by Marriott Charlotte Fort Mill

3 out of 5
1047 Red Ventures Drive Fort Mill SC
Fully refundableReserve now, pay when you stay
The price is SARĀ 391 per night from Jul 26 to Jul 27
SARĀ 391
SARĀ 437 total
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (965 reviews)
"No pool available, they suggested that travel to another hotel to use theirsā€¦ so very inconvenient! Room was clean but not a deep clean. Bed and sheets very clean but surrounding area still needed some deep cleaning. They didnā€™t open the cabinets so I came across a dirty full of food pot. If they ..."

Reviewed on 16 July 2026

TownePlace Suites by Marriott Charlotte Fort Mill
See all 284 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.

Stay near popular Chester attractions

Chester State Park

8.0/10 (2 reviews)
Chester State Park's 160-acre lake offers serene fishing and boating amid pine forests. Explore the 1.3-mile nature trail or challenge yourself on the 18-hole disc golf course for a perfect outdoor escape.
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Frequently asked questions

How much does a Chester vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Chester costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Chester?
If you'd like to book a cheap Chester vacation package, consider traveling in September, October and December. You'll typically find lower prices on flights and hotels during these months ā€” ideal for a budget-friendly break.
How to find the best Chester package deals?
Bagging a cheap Chester package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Chester package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chester vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Chester trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Chester?
If you're planning a spur-of-the-moment Chester vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Chester?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Chester.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Chester.
  3. Decide how long to go for: Now that you know more about Chester, you can figure out the right length of your break. Put together a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Chester vacation package.