A historic building with black and white timber framing, a prominent clock tower, and a pointed spire in the background.

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Check availability on Chesterfield Family-Friendly Hotels

Our top choices for Chesterfield family-friendly hotels

Bar (on property)

Twin Oaks Hotel

Twin Oaks Hotel
3.0 star property
Chesterfield
8.8 out of 10, Excellent, (480 reviews)
  • cleanliness
    Family paradise with extras like cots and rollaway beds just minutes from historic Bolsover Castle attractions.
The price is ฿3,681
฿4,418 total
includes taxes & fees
15 Jul - 16 Jul
Twin Oaks Hotel
Exterior

Church Villa B&B

Church Villa B&B
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (83 reviews)
The price is ฿4,016
฿4,819 total
includes taxes & fees
26 Jul - 27 Jul
Church Villa B&B
Property grounds

Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage
3.5 star property
Chesterfield
9.0 out of 10, Wonderful, (2 reviews)
The price is ฿23,213
฿27,855 total
includes taxes & fees
23 Jul - 24 Jul
Woodthorpe Cruck Cottage
Cottage | Living area

The Old Grocery

The Old Grocery
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is ฿36,911
฿36,911 total
includes taxes & fees
7 Aug - 8 Aug
The Old Grocery
Cottage | Interior

The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is ฿27,119
฿32,543 total
includes taxes & fees
20 Jul - 21 Jul
The Old Stables
Cottage | Living room | TV

The Loft

The Loft
3.5 star property
Chesterfield
The price is ฿28,257
฿33,909 total
includes taxes & fees
27 Jul - 28 Jul
The Loft
Double or Twin Room | In-room safe, iron/ironing board, free WiFi, bed sheets

Gonalston Boutique B&B

Gonalston Boutique B&B
3.5 star property
Nottingham
9.8 out of 10, Exceptional, (181 reviews)
The price is ฿3,681
฿4,418 total
includes taxes & fees
13 Jul - 14 Jul
Gonalston Boutique B&B
1 bedroom, desk, iron/ironing board, free cots/infant beds

Days Inn by Wyndham Sheffield M1

Days Inn by Wyndham Sheffield M1
3.0 star property
Sheffield
8.2 out of 10, Very good, (804 reviews)
  • cleanliness
    Family adventure awaits near Rother Valley Country Park with complimentary cots for your little ones at this welcoming hotel.
The price is ฿1,301
฿1,561 total
includes taxes & fees
26 Jul - 27 Jul
Days Inn by Wyndham Sheffield M1
Exterior

Best Western Premier Doncaster Mount Pleasant Hotel

Best Western Premier Doncaster Mount Pleasant Hotel
4.0 star property
Doncaster
9.4 out of 10, Exceptional, (660 reviews)
  • cleanliness
    Experience family-friendly comfort near Yorkshire Wildlife Park, with premium in-room amenities and on-site dining for memorable stays.
The price is ฿5,020
฿6,024 total
includes taxes & fees
15 Jul - 16 Jul
Best Western Premier Doncaster Mount Pleasant Hotel
View from property

Nelson and Railway Inn

Nelson and Railway Inn
3.0 star property
Nottingham
8.6 out of 10, Excellent, (762 reviews)
The price is ฿2,752
฿3,302 total
includes taxes & fees
13 Jul - 14 Jul
Nelson and Railway Inn
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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Choose what matters most at family-friendly hotels in Chesterfield

Breakfast included
Pool

Top Chesterfield Hotel Reviews

Leonardo Hotel Nottingham

Leonardo Hotel Nottingham

8/10 Good
"Perfect location"
Jeffery 2-night trip
Posted 12 hours ago
Leonardo Hotel Nottingham

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.
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 Hardwick Hall-Derbyshire Country Park and Chesterfield Museum & Art Gallery.
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.