Deals on vacations and trips to Chesterfield

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Chesterfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Bishopville

Americas Best Value Inn Bishopville

2 out of 5
Price was $763, price is now $668 per person
$668
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLO)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. Express check-out is provided and the front desk is staffed around-the-clock.
The Urban Flats

The Urban Flats

4 out of 5
Price was $1,380, price is now $1,083 per person
$1,083
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLO)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.
The Inn at the Crossroads

The Inn at the Crossroads

2 out of 5
Price was $983, price is now $828 per person
$828
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Springhill Suites by Marriott Cheraw

Springhill Suites by Marriott Cheraw

3 out of 5
Price was $1,209, price is now $1,076 per person
$1,076
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like full breakfast and WiFi in public areas. Self parking, a garden, and a grocery/convenience store are also offered.
Quality Inn & Suites Florence Civic Center

Quality Inn & Suites Florence Civic Center

2.5 out of 5
Price was $842, price is now $757 per person
$757
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLO)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Top Chesterfield hotels deals

Chesterfield Hotel by OYO Hwy 9

Chesterfield Hotel by OYO Hwy 9

2.5 out of 5
321 East Blvd Chesterfield SC
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $86 total per night
$86 total
Jul 9 - Jul 10
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage and a safe deposit box are also provided.
Parking included
Free WiFi
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B

12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B

Chesterfield SC
$260 nightly
The price is $283 total per night
$283 total
Jul 15 - Jul 16
Total with taxes and fees
This cottage includes a garden and laundry facilities.
The Cottage

The Cottage

Chesterfield SC
Get rates
A hot tub is featured at this guesthouse, along with a garden and laundry facilities.
Cozy Waterfront Retreat at McMichael Farms

Cozy Waterfront Retreat at McMichael Farms

Chesterfield SC
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Vintage Villa Guesthouse

Vintage Villa Guesthouse

Chesterfield SC
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A hot tub is featured at this guesthouse, along with free WiFi in public areas and laundry facilities.
Queen Bed Non-Smoking

Queen Bed Non-Smoking

Chesterfield, SC
Free Cancellation
$110 nightly
The price is $122 total per night
$122 total
Jul 9 - Jul 10
Total with taxes and fees
Stay at this apartment in Chesterfield. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning.
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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 are vacation packages to Chesterfield?
Adventure calls in Chesterfield, with Travelocity vacation packages starting as low as $668. In addition to hotels and flights, these incredible deals make it super simple to explore all corners of the world.
Where can I get the best vacation package deals for Chesterfield?
Travelocity is the only place you need to go to score a great Chesterfield package deal. Choose from as many as 400 air carriers and 1,000,000 properties worldwide and put together a travel itinerary that's suited to you. With almost endless choice, it's easy to plan your next big getaway.
Why should I book my Chesterfield vacation package via Travelocity?
Nothing tops the peace of mind knowing you've scored the best deal in town — that's our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you've got the formula for a hassle-free vacation.
Can I save money on my Chesterfield car rental if I combine it with a hotel or flight?
Combining your car, hotel and flight into a Chesterfield vacation package is an excellent way to score an incredible deal. Plus, having your own rental car gives you the freedom to make your way to all the landmarks you're hoping to explore. Sitting 65 mi away from Chesterfield, North Carolina Zoo is one place that should have a place on your itinerary. Buckle up and make a day trip of it.
Which airport is best for Chesterfield?
There are two choices for flying into Chesterfield, the first one being Charlotte-Douglas Intl. Airport (CLT). It's roughly 60 mi from the city center, while Florence Regional Airport (FLO) is 45 mi away from central Chesterfield.
Where should I stay when visiting Chesterfield?
Many travelers choose to hit the hay at the Bright Converted Schoolhouse in Chesterfield!. It's an excellent base for your Chesterfield escape.

Photos of local treasures

Browse Chesterfield vacation photos for more inspiration

A calm lake surrounded by autumn-colored trees.