Chesterfield Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 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

Our pick of the best Chesterfield Hotel Deals

WILDES Derbyshire
WILDES Derbyshire
4 out of 5
Worksop Road, Clowne, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is NZ$134 per night from 2 May to 3 May
NZ$134
per night
2 May - 3 May
8.6/10 Excellent! (852 reviews)
"We are repeat visitors to Wildes Derbyshire and love it. Perfectly placed to head on into the Peak District and Sheffield but far enough away to not command the crazy prices. Beautiful hotel with modern but cosy interiors thay give you a sense of luxury. Food is fab. I always come away feeling like ..."

Reviewed on 22 Apr. 2024

WILDES Derbyshire
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 NZ$164 per night from 6 May to 7 May
NZ$164
per night
6 May - 7 May
8.2/10 Very Good! (763 reviews)
"The room was a little dated, lovely corner bath but the jets weren’t working on it, no shower in the room which would have been handy. Lovely 4 poster bed, but the mattress was way too soft. Restaurant was lovely and the quality of the food was great. We used the spa and the gym the following day, ..."

Reviewed on 14 Apr. 2024

Ringwood Hall Hotel & Spa
Casa Hotel
Casa Hotel
4 out of 5
Lockoford Lane, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is NZ$294 per night from 2 May to 3 May
NZ$294
per night
2 May - 3 May
9.4/10 Exceptional! (927 reviews)
"Friendly and welcoming, room clean and spacious."

Reviewed on 22 Apr. 2024

Casa Hotel
See all 4,725 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?
Maybe less than you might think — from as low as , in fact! By bundling hotels, flights and car rentals into a customized travel package, your trip to Chesterfield is just a few clicks away.
How do I get a cheap travel package to Chesterfield?
Booking a Chesterfield holiday package with Expedia is a smart way to save. We offer access to over 550 partner airlines and 1 000 000 hotel options all over the world. With such a broad range to pick from, you’ll have no worries pulling together your perfect escape.
Where should I stay in Chesterfield?
It makes sense to stay near the action. Many people book hotels in the vicinity of popular sights, such as Bolsover Castle, Hardwick Hall and Chesterfield Market.
What are the top hotels in Chesterfield?
Casa Hotel and Van Dyk by Wildes are among the best options in the Tupton neighbourhood. If you’d like to stay in the Wingerworth area, consider getting a room at ibis Chesterfield Centre – Market Town or ibis Chesterfield North - Barlborough.
How far in advance should I book my Chesterfield holiday?
It can be tricky to know when is the ideal time to book your Chesterfield trip. But typically the earlier you book, the better the prices. In some cases, you can book your flights and hotels nearly a year prior to your departure date. If you’re eager to escape on a last-minute getaway, no need to stress! There are incredible bargains advertised on Expedia every single day.
What does an Expedia Chesterfield travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply choose your favourite bundle and get access to incredible deals. Once you’ve made your booking, add on some sightseeing tours and watch your savings grow. When it comes to organising your Chesterfield trip, you’re in charge!
What should I know before booking a Chesterfield travel package?
Whether it’s adventure or relaxation you’re chasing, a Chesterfield holiday package lets you plan your escape your way. Plus, you’ll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Chesterfield Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you’d prefer to fly to Chesterfield in economy or first class, simply pick from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Chesterfield holiday package?
You sure can, and we’re here to help. You may be able to cancel or amend your Chesterfield holiday package for free within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company for older bookings. If life throws you a curveball, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Chesterfield

Image for Hardwick Hall

Hardwick Hall

You can find out about the history of Chesterfield when you stop by Hardwick Hall. Visit the lively bars or top-notch restaurants in this relaxing area.

Hardwick Hall
Image for Mecca Bingo

Mecca Bingo

Why not try your luck with a visit to Mecca Bingo during your visit to Chesterfield? Visit the spas and cosy cafes in this family-friendly area.

Mecca Bingo
Image for Bolsover Castle

Bolsover Castle

You can find out about the history of Bolsover with a stop at Bolsover Castle. Visit the spas and lively bars in this relaxing area.

Bolsover Castle

What to do in Chesterfield

Image for eSIM: Airalo Europe Package - United Kingdom

eSIM: Airalo Europe Package - United Kingdom

NZ$10
Per adult
eSIM: Airalo Europe Package - United Kingdom
See all activities in Chesterfield

More holiday ideas

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