Chesterfield Holidays from AU$4,019

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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!

The Latest Chesterfield Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Village Hotel St David's, Nr Chester
Holiday Inn A55 Chester West by IHG

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

WILDES INNS

WILDES INNS

4 out of 5
Worksop Road Chesterfield England
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 5 July to 6 July
AU$152
5 July - 6 July
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"Good air con. Plenty of parking extra at rear. Clean room. Lots of light switches but only 1 worked. No shelf in shower to stand anything on. Taps in sink not enough height to get kettle access. Corridor lit very dim a bit creepy for ladies on their own. Price of drinks in bar were extortionate. ..."

Reviewed on 27 June 2026

WILDES INNS
Garner Hotel Chesterfield North by IHG

Garner Hotel Chesterfield North by IHG

3 out of 5
3 Tallys End Chesterfield England
Fully refundable
The price is AU$97 per night from 3 July to 4 July
AU$97
3 July - 4 July
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"We really enjoyed our stay! We were welcomed and sorted our room out fast. Also check out time is 12pm which is a bonus!! Lovely hotel and the room was fab especially for the price we paid. Thank you again!"

Reviewed on 29 June 2026

Garner Hotel Chesterfield North by IHG
Ringwood Hall Hotel & Spa, BW Signature Collection

Ringwood Hall Hotel & Spa, BW Signature Collection

4 out of 5
Chesterfield Road Chesterfield England
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 5 July to 6 July
AU$152
5 July - 6 July
includes taxes & fees
8/10 Very good! (1,000 reviews)
"Great property, some TLC needed to the rooms and decor, but the friendly staff made up for it"

Reviewed on 5 June 2026

Ringwood Hall Hotel & Spa, BW Signature Collection
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 attractions

What to do in Chesterfield

Frequently asked questions

How much does a Chesterfield holiday package cost?
Offering great value package deals from AU$4,019 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.

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