Chesterfield Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Black Friday Sale

Save up to 50% on select hotels
Book now

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$122 per night from 7 Dec to 8 Dec
S$122
7 Dec - 8 Dec
includes taxes & fees
8/10 Very Good! (974 reviews)
Clean room with all the facilities you might expect. Friendly, helpful staff.

Reviewed on 22 Nov, 2025

Ringwood Hall Hotel & Spa
WILDES INNS

WILDES INNS

4 out of 5
Worksop Road Chesterfield England
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,009 reviews)
A fantastic venue for a wedding, we were guests. The setting, staff, service, food and rooms were all excellent. We couldn’t fault it and having never stayed in a Wildes Inns hotel before, we will definitely be looking out to stay in another one next time we’re away. We loved everything about ...

Reviewed on 24 Nov, 2025

Get rates
WILDES INNS
Olde House, Chesterfield by Marston's Inns

Olde House, Chesterfield by Marston's Inns

4 out of 5
Loundsley Green Rd Chesterfield England
Fully refundableReserve now, pay when you stay
The price is S$103 per night from 8 Dec to 9 Dec
S$103
8 Dec - 9 Dec
includes taxes & fees
9/10 Wonderful! (318 reviews)
Delightful stay at a charming inn and pub! I loved this place and it was an incredible value. A 20-minute drive to Chatsworth and less than 10 to the Chesterfield train station, it could not have been more convenient. The pub was the best part- such nice local character and such friendly people. ...

Reviewed on 26 Nov, 2025

Olde House, Chesterfield by Marston's Inns
See all 5,146 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.

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

Small-Group Derbyshire, the Peak District & Poole's Cavern

Idyllic England: Derbyshire & the Peak District from Manchester

S$94
per adult
90% of travellers recommend
Idyllic England: Derbyshire & the 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

* 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.