Chesterfield Holiday Packages

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Book your Chesterfield holiday

Don't fritter away that hard-earned cash! Spend it wisely with Wotif.

We'll roll your flights and accommodation into a neat little package.

With the extra funds you'll be able to experience heaps more in Chesterfield.

Many travellers see savings of as much as . Also, you'll be able to pick and choose from more than 550 partner airlines and 665,000 worldwide properties.

Wotif boasts some of the best deals around. So quit fantasising and start making new memories.

Chesterfield Accommodation

Booking accommodation is our forte, so you can be sure you’re in good hands for your next holiday. Wotif lists 10 accommodations in Chesterfield, so you shouldn’t have any troubles bagging the perfect place to stay.

Silky smooth sheets, fluffy white bathrobes and first-class service — if this sounds like holiday heaven to you, why not reserve a room at the Casa Hotel (Lockoford Lane)? However, if you don't reckon you'll be spending lots of time in your room, the ibis Chesterfield Centre – Market Town (Lordsmill Street) is worth having a look at. It comes with excellent reviews and an economical price tag.

Car Hire in Chesterfield

Unfortunately, your hire car options in the vicinity of Robin Hood Airport are limited. You'll need to look a little further afield to find some wheels.

Keen to pick up your car in the city centre? The crew at Europcar (1866 Sheffield Road) will lend you a hand.

Holidays to Chesterfield

When in doubt, travel. But before you head off on your next amazing adventure to Chesterfield, let us show you how to pinpoint it on a map.

Chesterfield is 210 kilometres northwest of the national capital, London, and 17 kilometres south of Sheffield.

Travelling's about meeting lots of new people and sharing extraordinary experiences. With around 71 000 people in this part of Derbyshire, you'll be sure to run into a few like-minded individuals.

Top Chesterfield hotels

WILDES INNS

WILDES INNS

4 out of 5
Worksop Road Chesterfield England
Fully refundableReserve now, pay when you stay
WILDES INNS: Pet-friendly hotel with free WiFi and free parking. Located near the airport.
Large and spotlessly clean room. Excellent reception staff and quick and easy check in. Beautiful reception area decorated for Christmas. Very quiet.

Reviewed on 26 Dec 2025

Opens in a new windowWILDES INNS
Twin Oaks Hotel

Twin Oaks Hotel

3 out of 5
Church Lane Chesterfield England
The price is AU$181 per night from 2 Jan to 3 Jan
AU$181
2 Jan - 3 Jan 2026
includes taxes & fees
Twin Oaks Hotel: Hotel with free WiFi and free parking. Guests love the helpful staff!
Thank you so much for a lovely clean friendly stay, the hotel was clean and well looked after hotel room was nice and warm and clean staff was soooo friendly and really made my stay welcoming thank you so much.

Reviewed on 21 Dec 2025

Opens in a new windowTwin Oaks 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$195 per night from 1 Jan to 2 Jan
AU$195
1 Jan - 2 Jan 2026
includes taxes & fees
Ringwood Hall Hotel & Spa: Pet-friendly hotel with free WiFi and a bar/lounge. Located in the suburbs.
The receptionist was very helpful in printing out work documents

Reviewed on 22 Dec 2025

Opens in a new windowRingwood Hall Hotel & Spa
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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.