Chesterfield County Vacation Packages 2026 from $582

Chesterfield County flight + hotel vacation packages

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

Affordable Suites Florence

$582

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Florence (FLO)

This hotel features 4 restaurants and 5 bars/lounges. Free self parking is free for guests, and you can enjoy a meal in one of the 3 coffee shops/cafes. A picnic area and laundry facilities are also provided.

The Urban Flats

$942

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) 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.

Americas Best Value Inn Bishopville

$634

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) 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.

TownePlace Suites by Marriott Florence

$695

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Florence (FLO)

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

The Inn at the Crossroads

$695

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) 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.

Top Chesterfield County hotels deals

Springhill Suites by Marriott Cheraw

201 Front Street Cheraw SC

$124 nightly

$139 total

Sep 10 - Sep 11

Total with taxes and fees

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.

Pool

Breakfast included

Baymont by Wyndham Cheraw

710 Market St Cheraw SC

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$112 total

Sep 9 - Sep 10

Total with taxes and fees

A 24-hour gym is featured at this motel, along with free self parking. Guests will appreciate free perks like self-serve breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Pet friendly

Quality Inn Cheraw

885 Chesterfield Hwy Cheraw SC

Free Cancellation

$90 nightly

$101 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features a 24-hour 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.

Pool

Breakfast included

Econo Lodge Cheraw Market Street

820 Market St Cheraw SC

Free Cancellation

$81 nightly

$90 total

Sep 29 - Sep 30

Total with taxes and fees

A seasonal outdoor pool is featured at this motel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

Pool

Breakfast included

Quality Inn & Suites Monroe

2351 W Roosevelt Blvd Monroe NC

Free Cancellation

$53 nightly

$59 total

Sep 28 - Sep 29

Total with taxes and fees

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 buffet breakfast and free self parking.

Pool

Breakfast included

Hampton Inn Charlotte/Monroe

2368 Roland Dr Monroe NC

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$137 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

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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.

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.

See properties

Photos of local treasures

Browse Chesterfield County vacation photos for more inspiration

A swampy forest with a calm water body surrounded by tall trees and dense foliage.

An indoor dining area with brick walls, wooden tables, and string lights.

A kayaker on a river surrounded by lush greenery and a forested area.

A wooden boardwalk through a forest with tall trees and fallen leaves.

Frequently asked questions

How much are vacation packages to Chesterfield County?

You can score a fantastic hotel and flight bundle for as little as $582. With a Travelocity vacation package, a visit to Chesterfield County has never looked so enticing! Save both time and money and get an early start with packing your suitcases.

Where can I get the best vacation package deals for Chesterfield County?

Travelocity is the only place you need to go to score a sensational Chesterfield County package deal. Take your pick of 400 air carriers and 1,000,000 properties all over the world and create a vacation package that suits your style. With almost endless choice, it's time to start planning your next exciting getaway.

Why should I book my Chesterfield County vacation package with Travelocity?

From our 24/7 customer care to our range of enticing destinations, we are dedicated to giving you the most unforgettable vacation. All you'll have to do is to click and book — our Price Match Guarantee will ensure you get the best deal.

Can I save money on my Chesterfield County car rental if I book it with my hotel or flight?

Combining your bookings into a Chesterfield County vacation package will leave you with a nice chunk of spare change. Choose a car and flight; a flight, hotel and car; or a hotel and car. You won't find a better way to discover the greater Chesterfield County area than with your own ride. You can also add experiences and tours to your Travelocity package.

Which airport is best for Chesterfield County?

Charlotte-Douglas Intl. Airport (CLT) and Florence Regional Airport (FLO) are the top options for touching down in Chesterfield County.

What is there to do in Chesterfield County?

A must-see attraction you shouldn't miss in Chesterfield County is Cheraw State Park Golf Course. After you've ticked that off, spend some time connecting with locals and getting a feel for the spirit of this impressive destination.