Chesterfield Vacations from $552

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The Latest Chesterfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Affordable Suites Florence

Affordable Suites Florence

2.5 out of 5
Price was $593, price is now $552 per person
$552
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Florence (FLO)
9.4/10 Exceptional! (104 reviews)
Manager was really nice and helpful. The suite was spacious and clean. Will be booking again.

Reviewed on Aug 25, 2025

Hotel Florence, Tapestry Collection by Hilton

Hotel Florence, Tapestry Collection by Hilton

3 out of 5
Price was $753, price is now $694 per person
$694
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Florence (FLO)
8.8/10 Excellent! (578 reviews)
Loved the staircase

Reviewed on Jul 26, 2025

La Quinta Inn & Suites by Wyndham Florence

La Quinta Inn & Suites by Wyndham Florence

3 out of 5
Price was $697, price is now $643 per person
$643
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Florence (FLO)
8/10 Very Good! (1,680 reviews)
Service was expected.

Reviewed on Aug 21, 2025

The Mantissa Hotel

The Mantissa Hotel

3 out of 5
Price was $855, price is now $795 per person
$795
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Florence (FLO)
9.2/10 Wonderful! (253 reviews)
Great location to Coker University.

Reviewed on Aug 21, 2025

Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
Price was $707, price is now $661 per person
$661
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Florence (FLO)
7.2/10 Good! (157 reviews)
Good for the weekend.

Reviewed on Aug 24, 2025

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Chesterfield Hotel Deals

Chesterfield Hotel by OYO Hwy 9

Chesterfield Hotel by OYO Hwy 9

2.5 out of 5
321 East Blvd, Chesterfield, SC
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $67 total per night from Aug 27 to Aug 28
$67 total
Aug 27 - Aug 28
Total with taxes and fees
7.4/10 Good! (3 reviews)
"DO NOT BOOK THIS HOTEL, Staff says they don’t take online reservations, even though it was paid for, had to ask for a refund and during that process staff was shouting to the Expedia employee, felt unsafe during this incident, had to pay for a different hotel in the next town."

Reviewed on Mar 2, 2025

Chesterfield Hotel by OYO Hwy 9
Bright Converted Schoolhouse in Chesterfield!

Bright Converted Schoolhouse in Chesterfield!

3 out of 5
Chesterfield
Get rates
Bright Converted Schoolhouse in Chesterfield!
Cozy Waterfront Retreat at McMichael Farms

Cozy Waterfront Retreat at McMichael Farms

2 out of 5
Chesterfield
10/10 Exceptional! (10 reviews)
"Our stay was wonderful! Everything was beautiful! We enjoyed the ducks and loved having fresh peaches delivered by the owners. Anyone interested in a quiet country setting that just feels good, then this is the place. I highly recommend!"

Reviewed on Jul 11, 2025

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Cozy Waterfront Retreat at McMichael Farms
See all 79 properties in Chesterfield
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.

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Frequently asked questions

How much does a Chesterfield vacation package cost?
Offering great value package deals from $552 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.