Chesterfield Holidays

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Top hotels in Chesterfield

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 S$121 per night from 27 Mar to 28 Mar
S$121
includes taxes & fees
27 Mar - 28 Mar
8/10 Very Good! (865 reviews)
"Thanks Ringwood"

Reviewed on 6 Mar,2025

Ringwood Hall Hotel & Spa
Casa Hotel
Casa Hotel
4 out of 5
Lockoford Lane, Chesterfield, England
The price is S$262 per night from 15 Mar to 16 Mar
S$262
includes taxes & fees
15 Mar - 16 Mar
9.4/10 Exceptional! (1,002 reviews)
One of the best hotels I have stayed in
"A beautiful hotel in a good central location. Very clean everywhere, big comfortable bed and excellent entertainment. Great selection of items on the breakfast menu. I would highly recommend this hotel and will definitely stay again."

Reviewed on 1 Mar,2025

Casa Hotel
WILDES INNS
WILDES INNS
4 out of 5
Worksop Road, Clowne, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 23 Mar to 24 Mar
S$162
includes taxes & fees
23 Mar - 24 Mar
8.6/10 Excellent! (1,003 reviews)
Daughters wedding
"It was for our daughters wedding everything was absolutely brilliant and Megan the wedding coordinator did a fantastic job on the day making sure everything was perfect"

Reviewed on 2 Mar,2025

WILDES INNS
See all 5,103 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! 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.

Popular places to visit

Poolsbrook Country Park

Explore the great outdoors at Poolsbrook Country Park, a lovely green space in Staveley. Visit the spas and cosy cafes in this relaxing area.

Poolsbrook Country Park

What to do in Chesterfield

eSIM: Airalo Europe Package - United Kingdom

eSIM: Airalo Europe Package - United Kingdom

S$12
per traveller
eSIM: Airalo Europe Package - United Kingdom
Small-Group Derbyshire, the Peak District & Poole's Cavern

Idyllic England: Derbyshire & the Peak District from Manchester

S$88
per adult
84% of travellers recommend
Idyllic England: Derbyshire & the Peak District from Manchester
Peak District Interactive Travel Guide

Peak District Online Roadtrip Travel Guide

S$19
per traveller
Peak District Online Roadtrip Travel Guide
See all activities in Chesterfield

* 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.