Chesterfield Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Chesterfield Holiday

Book a Chesterfield holiday package and get set to experience all this lively city has to offer. Consider basing yourself in the neighbourhood of Shirland, which is good for culture, golfing and history. Make your trip to Chesterfield even more enjoyable by including some sightseeing. Bolsover Castle, Chesterfield Market and Poolsbrook Country Park are among the popular attractions you'll want to explore. Stop dreaming and start travelling. Check out the multitude of options on Expedia today and put your Chesterfield holiday plans into action!

Chesterfield Holiday

Chesterfield Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
East Midlands Airport (EMA)
Population
113,100
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Bolsover Castle, Hotel Van Dyk Theatre and Barrow Hill Roundhouse Railway Centre

Our pick of the best Chesterfield Hotel Deals

Casa Hotel
Casa Hotel
4 out of 5
Lockoford Lane, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is AU$313 per night from 23 Feb to 24 Feb
AU$313
includes taxes & fees
23 Feb - 24 Feb
9.4/10 Exceptional! (1,002 reviews)
"All good"

Reviewed on 18 Feb. 2025

Casa Hotel
Ringwood Hall Hotel & Spa
Ringwood Hall Hotel & Spa
4 out of 5
Chesterfield Road, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 6 Mar to 7 Mar
AU$140
includes taxes & fees
6 Mar - 7 Mar
8/10 Very Good! (858 reviews)
"Lovely relaxing break, lovely staff"

Reviewed on 10 Feb. 2025

Ringwood Hall Hotel & Spa
WILDES INNS
WILDES INNS
4 out of 5
Worksop Road, Clowne, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is AU$196 per night from 2 Mar to 3 Mar
AU$196
includes taxes & fees
2 Mar - 3 Mar
8.6/10 Excellent! (1,000 reviews)
"The staff were very helpful, respectful but friendly. I was at a course near the hotel on Sunday so was slightly disappointed the restaurant was late opening on Sunday morning. I did however get to my work on time! I would definitely stay at Wildes hotel again. Thank you"

Reviewed on 16 Feb. 2025

WILDES INNS
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! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chesterfield?
If you’re hoping to snag a cheap Chesterfield holiday package, consider travelling in January, April and September. You’ll generally find better prices on flights and accommodation during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Chesterfield?
Dedicate at least 2 days for your Chesterfield holiday in order to enjoy everything that makes this destination special. Stroll around popular areas, including Spital and Hasland. Then check out top sights like Pomegranate Theatre and Chesterfield Museum & Art Gallery. With a well-organised itinerary, you can keep busy with room for some rest time too. Want to travel outside of Chesterfield? Consider an excursion or two.
Is it worth booking a holiday package to Chesterfield?
Chesterfield has all the ingredients you need for an amazing getaway — cycling, views and walking trails are just the start. Whether you want to visit attractions such as Barrow Hill Roundhouse Railway Centre and Queen’s Park, or take the road less traveled, there’s plenty to experience on your Chesterfield holiday.
How to find the best Chesterfield package deals?
Landing a cheap Chesterfield package deal is a breeze with Expedia. After you’ve entered your preferred dates and destination under our “Packages” tab, set your budget, apply some filters and browse what’s available. You can tweak your search by “Popular locations,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to discover the most economical Chesterfield package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chesterfield holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and stays separately. Better still, you can customise your Chesterfield getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Chesterfield?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Chesterfield adventure.
How to plan a trip to Chesterfield?

  1. Pick your dates: The things you plan to do in Chesterfield and your favourite season can help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Chesterfield.
  3. Determine how many days away: Start by compiling a list of the attractions you’d like to get to in Chesterfield. Then, estimate how long you’ll need at each, along with any travel time.
  4. Bundle your accommodation and airfare: After you’ve settled on your dates and duration, lock in the ideal Chesterfield holiday package for you.

Discover the most popular places to visit in Chesterfield

What to do in Chesterfield

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