Chesterfield Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to £335 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Packages with flights are ATOL protected

Chesterfield Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
13ºC
Max Temp Summer
32ºC

Our pick of the best 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
Stay at this hotel in Chesterfield. Enjoy free Wi-Fi, free parking and a 24-hour front desk.
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 2 Mar 2025

Chesterfield Hotel by OYO Hwy 9
Cozy Waterfront Retreat at McMichael Farms
Cozy Waterfront Retreat at McMichael Farms
2 out of 5
Chesterfield, SC
Stay at this cottage in Chesterfield. Enjoy free Wi-Fi, a garden and laundry facilities.
10/10 Exceptional! (9 reviews)
Peaceful Country Getaway
"This 2-bedroom house in the country was the perfect escape. It’s quiet, relaxing, and beautifully set up for families. The modern amenities made it super comfortable, and the pond out back was a lovely bonus. A great spot to unwind and enjoy some peace and quiet. Can’t wait to come back!"

Reviewed on 16 Apr 2025

Cozy Waterfront Retreat at McMichael Farms
Bright Converted Schoolhouse in Chesterfield!
Bright Converted Schoolhouse in Chesterfield!
3 out of 5
Chesterfield
Stay at this 3-star business-friendly cottage in Chesterfield. Enjoy free parking and air conditioning.
Bright Converted Schoolhouse in Chesterfield!
See all 80 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Chesterfield travel package cost?
From as little as . Yes, you read that right. Our Chesterfield travel packages are the quickest way to make your dollar go further. Bundle your favourite hotels, flights and rental car and get out and see this fabulous destination.
If I'm not able to travel, can I cancel my Chesterfield travel package?
Yes, you can. We realise even the best-laid plans can go awry, so we're here to help if you have to make changes to your Chesterfield travel package. It may be possible to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Chesterfield?
Book everything in one place with our Chesterfield holiday packages. We have incredible bargains on flights, hotels and more that'll keep your pocket happy and your adventurous spirit full. And, with more than 550 airlines and 1,000,000 properties across the globe to choose from, you have countless opportunities to mix and match your own way.
Does Expedia offer Book Now, Pay Later Chesterfield holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book your dream getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that fit all budgets, so you can book that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday over multiple transactions.
  • Low deposit holidays: When you stumble on an incredible deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock it in.

What are the top hotels in Chesterfield?
Secure a room at Baymont by Wyndham Cheraw. It's one of this area's most popular hotels. Another great option in Chesterfield is Quality Inn Cheraw.
How far in advance should I book my Chesterfield holiday?
While not all airlines advertise tickets early, you can normally compare international flights on Expedia up to 12 months in advance. This is when you'll score some incredible deals. If you're booking late, you might still get lucky. Low prices occasionally appear only weeks prior to departure.
What does an Expedia Chesterfield travel package include?
Expedia has everything you need to book your Chesterfield escape, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Chasing a few activities to keep you on the move? Once you've made your booking, you can add them too. No matter your budget, there's a package deal to suit your needs.
What should I know before booking a Chesterfield travel package?
An Expedia travel package can be tailored to your budget and is a fantastic way to stretch your dollars further. What you include is up to you. Rental cars, hotels and flights --- come up with a combination that works with your plans.
Can I choose my airline with a Chesterfield Expedia travel package?
Yes --- that's one of the best things about an Expedia package. You get to decide. We have more than 550 airline partners across the globe, so you have loads of choice when creating your Chesterfield escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.