Chesterfield Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 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

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 1 Jun to 2 Jun
S$122
1 Jun - 2 Jun
includes taxes & fees
8/10 Very Good! (883 reviews)
"We enjoyed our stay at Ringwood hall. Our room was very comfortable and we slept well. The bathroom was immaculate and we enjoyed having a bath as well as just a shower. Our room was cold but the receptionist kindly brought over a portable radiator for us which we kept for our stay. We would definitely ..."

Reviewed on 23 Apr, 2025

Ringwood Hall Hotel & Spa
WILDES INNS
WILDES INNS
4 out of 5
Worksop Road, Clowne, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is S$196 per night from 22 May to 23 May
S$196
22 May - 23 May
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Room in the older parter of the hotel was rather small for the price."

Reviewed on 4 May, 2025

WILDES INNS
The Highwayman Hotel
The Highwayman Hotel
3 out of 5
Baslow Rd, Chesterfield, England
Fully refundableReserve now, pay when you stay
The price is S$117 per night from 2 Jun to 3 Jun
S$117
2 Jun - 3 Jun
includes taxes & fees
7.8/10 Good! (11 reviews)
"Good for an overnight stay. Breakfast had a very good range of continental and cooked options, nicely presented All staff very polite and friendly"

Reviewed on 11 May, 2025

The Highwayman Hotel
See all 5,242 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 lively bars 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$107
per adult
84% of travellers recommend
Idyllic England: Derbyshire & the Peak District from Manchester
VIP Queue Jumps in Bournemouth

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
Private Shopping Tour from Sheffield to Designer Outlet York

Private Shopping Tour from Sheffield to Designer Outlet York

S$292
per adult
Private Shopping Tour from Sheffield to Designer Outlet York
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.