Family Hotels & Resorts in Chesterfield from NZ$155

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Check availability on Chesterfield Family Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Chesterfield family-friendly hotels

Deluxe Family Room for 2 adults and 2 children additional cost of £10 per night double sofa bed
Twin Oaks Hotel

Twin Oaks Hotel

Twin Oaks Hotel
3.0 star property
Chesterfield
8.8 out of 10, Excellent, (435)
"Handy to motorway, food service great and room comfortable"
United Kingdom
Lynne
The price is NZ$208
includes taxes & fees
2 Jan - 3 Jan 2026
Twin Oaks Hotel
House | Private kitchen
2bed - Garden-pets-freeparking-m1connections

2bed - Garden-pets-freeparking-m1connections

2bed - Garden-pets-freeparking-m1connections
2.0 star property
Chesterfield
10.0 out of 10, Exceptional, (1)
"Property is self catering house at edge of the town. Spacious and decent kitchen. Road quiet (liked that) and easy access to nature reserve/countryside walks. Parking a bit of an issue but didn’t detract from our stay. "
United Kingdom
Philip
The price is NZ$246
includes taxes & fees
1 Jan - 2 Jan 2026
2bed - Garden-pets-freeparking-m1connections
Cottage | Interior
The Loft

The Loft

The Loft
3.5 star property
Chesterfield
The price is NZ$1,401
includes taxes & fees
6 Jan - 7 Jan 2026
The Loft
Fridge, microwave, oven, stovetop
2bed - garden-pets-freeparking-M1connections

2bed - garden-pets-freeparking-M1connections

2bed - garden-pets-freeparking-M1connections
Chesterfield
7.4 out of 10, Good, (3)
"It was in a good location plenty of amenities close by "
United Kingdom
Ray W.
The price is NZ$247
includes taxes & fees
1 Jan - 2 Jan 2026
2bed - garden-pets-freeparking-M1connections
Cottage | Interior
The Old Stables

The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is NZ$1,687
includes taxes & fees
5 Jan - 6 Jan 2026
The Old Stables
Cottage | Interior
Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage
3.5 star property
Chesterfield
9.0 out of 10, Wonderful, (2)
"Amazing cottage in amazing location.will definetly be back"
United Kingdom
Anthony
The price is NZ$1,406
includes taxes & fees
3 Jan - 4 Jan 2026
Woodthorpe Cruck Cottage
Exterior
The Maynard

The Maynard

The Maynard
4.0 star property
Grindleford
9.0 out of 10, Wonderful, (33)
"Lovely room, wonderful staff"
United Kingdom
Renita
The price is NZ$167
includes taxes & fees
18 Jan - 19 Jan 2026
The Maynard
Lobby sitting area
The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant
4.0 star property
Nottingham
9.4 out of 10, Exceptional, (1317)
"Always a lovely place to stay with great amenities and fantastic staff. "
United Kingdom
Rob
The Orchard Hotel & Restaurant
Bar (on property)
DoubleTree by Hilton Sheffield City

DoubleTree by Hilton Sheffield City

DoubleTree by Hilton Sheffield City
4.0 star property
Sheffield
9.0 out of 10, Wonderful, (196)
"Spacious roooms, comfy beds, nice clean bathroom"
United Kingdom
Rebecca
The price is NZ$155
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Sheffield City
Bar (on property)
Nottingham Belfry Hotel & Spa

Nottingham Belfry Hotel & Spa

Nottingham Belfry Hotel & Spa
4.0 star property
Nottingham
8.4 out of 10, Very good, (1006)
"Great room, good food, friendly staff, a very enjoyable short break"
United Kingdom
Mike
The price is NZ$165
includes taxes & fees
16 Jan - 17 Jan 2026
Nottingham Belfry Hotel & Spa
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.
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Top Chesterfield Hotel Reviews

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

10/10 Excellent
"No breakfast taken during stay "
Rita 4-night trip
Posted 1 day ago
The Orchard Hotel & Restaurant

Frequently asked questions

What's Chesterfield like for family-friendly holidays?
The welcoming destination of Chesterfield is a good choice if you've been thinking about a trip with your children. The parks, theatres and restaurants are just a few things that make this an attractive family holiday destination. Take to the air and fly into Doncaster (DSA-Sheffield), which is located 24.3 mi (39.1 km) from the city centre.
What's the best family accommodation in Chesterfield?
Twin Oaks Hotel is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Group Retreat Sleeps 28 Hottub Pool Table is another good option for your stay with the kids.
When's the best time to book a family-friendly holiday in Chesterfield?
The hottest months are usually July and August, with an average temperature of 15°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chesterfield is 714 mm.
What's there to see and do with your family in Chesterfield?
While you and your family are visiting Chesterfield, you may want to explore some child-friendly attractions such as Peak District National Park and Chesterfield Market. Make sure that you have lots of time for activities such as SMH Group Stadium and Hardwick Hall-Derbyshire Country Park.
What's the best way for us to get around Chesterfield?
If you want to venture outside the area, hop on a train at Chesterfield Station. Chesterfield may not have many public transport options, so consider a car rental to maximise your time.