Chesterfield County Vacations & Trips from $556
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Chesterfield County Vacation
Set off on your next big adventure with a Chesterfield County vacation package, and leave relaxed knowing all the details are already organized. And with the ability to customize your getaway, it'll be one to remember. Get your trip to Chesterfield County off to an unforgettable start by making Cheraw the first stop. This is a popular city with visitors from all over the globe. From the instant you book your Chesterfield County vacation to the second you come back home, Expedia has you covered each step of the way.
The Latest Chesterfield County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Bishopville
$556
per person
Nov 2 - Nov 4
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLO)
7.2/10 Good! (98 reviews)
This place was clean with clean sheets, towels, microwave and fridge despite other places that carry the same name that has flaws. This property is very well maintained, and I would highly recommend this place to anyone. The owners are welcoming and friendly if am in the area and need a place to stay I will definitely be staying here.
Deborah
Reviewed on Aug 24, 2026
Find the Best Chesterfield County Vacation Packages
Chesterfield County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Charlotte-Douglas Intl. Airport (CLT) |
Population | 1,450 |
Chesterfield County Hotel Deals
Springhill Suites by Marriott Cheraw
201 Front Street Cheraw SC
$124 nightly
$139 total
Sep 3 - Sep 4
Total with taxes and fees
9.4/10 Exceptional! (369 reviews)
"Good stay"
Reviewed on Aug 29, 2026
Baymont by Wyndham Cheraw
710 Market St Cheraw SC
Fully refundableReserve now, pay when you stay
$84 nightly
$94 total
Sep 1 - Sep 2
Total with taxes and fees
Quality Inn Cheraw
885 Chesterfield Hwy Cheraw SC
Fully refundable
$87 nightly
$97 total
Aug 31 - Sep 1
Total with taxes and fees
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 Chesterfield County attractions
Cheraw State Park Golf Course
8.0/10 (22 reviews)
Enjoy a round of golf in Cheraw at Cheraw State Park Golf Course. Amble around the area's parks or visit its churches.
H Cooper Black Jr. Memorial Field Trial & Recreation Area
9.4/10 (11 reviews)
Explore the great outdoors at H Cooper Black Jr. Memorial Field Trial & Recreation Area, a lovely green space in Society Hill.
Northeastern Technical College
Enjoy the collegiate vibe at Northeastern Technical College during your stay in Cheraw. Make time to visit the churches and monuments while you're in the area.
Dizzy Gillespie Park
Explore the great outdoors at Dizzy Gillespie Park, a lovely green space in Cheraw. Amble around the area's parks or visit its churches.
Old St. David's Church
Old St. David's Church is just one of the places to see in Cheraw, so why not enjoy the other things to explore during your travels? Make time to visit the churches and monuments while you're in the area.
Caston Park
Explore the great outdoors at Caston Park, a lovely green space in Cheraw. Amble around the area's parks or visit its churches.
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Chesterfield County
- Vacations and getaways similar to Chesterfield County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
