Chesterfield Holidays

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Top hotels in Chesterfield

WILDES INNS

WILDES INNS

4 out of 5
Worksop Road Chesterfield England
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 30 Jul to 31 Jul
S$160
30 Jul - 31 Jul
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"Helpful staff , large car park and tidy room."

Reviewed on 22 Jul, 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 S$76 per night from 16 Aug to 17 Aug
S$76
16 Aug - 17 Aug
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"Have stayed on a number of occasions,easy off the M1 and handy for seeing the area. Staff great and helpful rooms refurbished and good size"

Reviewed on 22 Jul, 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 S$138 per night from 23 Aug to 24 Aug
S$138
23 Aug - 24 Aug
includes taxes & fees
Ringwood Hall Hotel & Spa, BW Signature Collection
See all 5,638 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.

Stay near popular Chesterfield attractions

A historic building with a prominent tower and a large magnolia tree in the foreground.
Photo by Martin Gerrish
Open Photo by Martin Gerrish

Hardwick Hall

9.6/10 (45 reviews)
You can find out about the history of Ault Hucknall when you stop by Hardwick Hall. Visit the lively bars or top-notch restaurants in this relaxing area.
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What to do in Chesterfield

Lost in Beauty: Chatsworth & Peak District from Manchester

Lost in Beauty: Chatsworth & Peak District from Manchester

S$206
per adult
Lost in Beauty: Chatsworth & Peak District from Manchester
A fun and different way to see Sheffield

Fun, Flexible Treasure Hunt Around Sheffield with Cryptic Clues & Hidden Gems

S$26
per adult
Fun, Flexible Treasure Hunt Around Sheffield with Cryptic Clues & Hidden Gems
Bar and Club entry Night Pass to multiple venues in Sheffield

Bar and Club entry Night Pass to multiple venues in Sheffield

S$17
per adult
Bar and Club entry Night Pass to multiple venues in Sheffield
See all activities in Chesterfield

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.