Chesterfield Vacations from $814
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The Latest Chesterfield vacation packages
Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Florence Civic Center
$814
per person
Dec 17 - Dec 21
found 19 hours ago
Roundtrip flight included
Bakersfield (BFL) to Florence (FLO)
8.4/10 Very Good! (381 reviews)
Very helpful staff! Great! Some of the exterior is showing age, but overall, a great value and easy location. The room was nice and roomy and very clean.
Reviewed on Oct 12, 2026
The Inn at the Crossroads
$899
per person
Dec 17 - Dec 21
found 19 hours ago
Roundtrip flight included
Bakersfield (BFL) to Florence (FLO)
9.4/10 Exceptional! (992 reviews)
The room was nice ok not spectacular. The bed was way way too soft. The rooms does not have microwave ovens. And I had no choice this time so I stayed there. It was on the weekend nearly $300 that room was not worth $300. Next time I will plan better and stay in Florence. $600 for two rooms for 1 nights. I will not book again. The front desk employee was very pleasant.
Reviewed on Oct 12, 2026
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Chesterfield Hotel by OYO Hwy 9
321 East Blvd Chesterfield SC
Fully refundableReserve now, pay when you stay
$72 nightly
$79 total
Oct 14 - Oct 15
Total with taxes and fees
4/10 (14 reviews)
"They need to remove all of the trash from the outside. And get the cigarette smell from the rooms"
Reviewed on Oct 5, 2026
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
Chesterfield SC
$273 nightly
$298 total
Oct 29 - Oct 30
Total with taxes and fees
10/10 Exceptional! (5 reviews)
"We had a fun time during our 2 night stay. We caught almost 10 fish (catfish, blue gills, etc). The property is clean and spacious. Kitchen and bath are welcoming. Our host was quick to answer any questions we had. The check-in process was very simple,and our dogs loved it too!"
Reviewed on Sep 28, 2026
2 Full Beds Non-Smoking
Chesterfield, SC SC
Fully refundable
$71 nightly
$79 total
Oct 15 - Oct 16
Total with taxes and fees
10/10 Exceptional! (168 reviews)
Such a comfy little place with everything in reach! Coffee on demand was clutch ...
"Such a comfy little place with everything in reach! Coffee on demand was clutch when we woke up early each morning."
Reviewed on Jun 12, 2026
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.
Find the Best Chesterfield Vacation Packages
Chesterfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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Frequently asked questions
How much does a Chesterfield vacation package cost?
Offering great value package deals from $814 on Expedia, you'll be surprised at how little a vacation to Chesterfield costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chesterfield?
If you'd like to snag a cheap Chesterfield vacation package, consider traveling in December, January and February. You'll generally find better prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Chesterfield?
Generally, a handful of days is enough to go to the major attractions during your Chesterfield vacation. However, if you'd like to have more time to rest or take day tours, consider extending your itinerary.
How to find the best Chesterfield package deals?
Use Expedia's handy filters to find some great Chesterfield package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Chesterfield package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Chesterfield vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Chesterfield vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Chesterfield?
If you've got your Chesterfield travel dates confirmed, book early to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Chesterfield vacation packages?
Secure your dream trip to Chesterfield with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next paycheck — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stay on budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
