Chesterfield Trip

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₹100,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Chesterfield

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
The price is ₹5,660 per night from 28 Nov to 29 Nov
₹5,660
₹6,543 total
28 Nov - 29 Nov
includes taxes & fees
4/10 (15 reviews)
"no one in off to to answer the phone another person had another number to contact him he stated I have no reservation, but was confirmed at am that day arrive 6pm that day he finally look up my con. # saw i did have res the another let me in a room that was unlocked gave me no key said the owner ..."

Reviewed on 22 Oct 2026

Chesterfield Hotel by OYO Hwy 9
Springhill Suites by Marriott Cheraw

Springhill Suites by Marriott Cheraw

3 out of 5
201 Front Street Cheraw SC
The price is ₹11,247 per night from 1 Nov to 2 Nov
₹11,247
₹12,596 total
1 Nov - 2 Nov
includes taxes & fees
9.4/10 Exceptional! (408 reviews)
"My only quarrel was that our room smelt like somebody had been eating in it when we walked in, but after inspection it was extremely clean. It was the perfect room for a family of five, two beds, and a couch that transferred into a bed. It was the most peaceful night and also shout out to the lady ..."

Reviewed on 27 Oct 2026

Springhill Suites by Marriott Cheraw
Baymont by Wyndham Cheraw

Baymont by Wyndham Cheraw

2.5 out of 5
710 Market St Cheraw SC
Fully refundableReserve now, pay when you stay
The price is ₹8,567 per night from 26 Nov to 27 Nov
₹8,567
₹9,595 total
26 Nov - 27 Nov
includes taxes & fees
7.6/10 Good! (429 reviews)
"The room was very nice and the bed very comfortable. I was able to get the room to the right temperature for me. The staff was helpful, and I was able to get the first floor as requested. It was also quiet during the night."

Reviewed on 25 Oct 2026

Baymont by Wyndham Cheraw
See all 97 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.

Frequently asked questions

How much does a Chesterfield holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday 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're hoping to score a cheap Chesterfield holiday package, consider visiting in January, February and July. You'll generally find lower rates on accommodation and flights during these months — ideal for budget-conscious travellers.
How many days is enough for Chesterfield?
With a well-planned schedule, you can easily hit the main Chesterfield sights in a few days. But if you prefer to discover hidden spots or go on day tours, consider booking your Chesterfield holiday for longer.
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 holiday package well in advance.
Is it cheaper to book a Chesterfield holiday as a package?
Expedia holiday 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 personalised Chesterfield holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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.
How to plan a trip to Chesterfield?

  1. Choose your travel dates: The things you plan to do in Chesterfield and your preferred season will help you decide when to get away.
  2. Plan your budget wisely: In addition to the price of your accommodation, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Chesterfield.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Chesterfield. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalised Chesterfield holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.