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 Hotels

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Chesterfield family-friendly hotels

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 AED 436
AED 524 total
includes taxes & fees
1 Jul - 2 Jul
Church Villa B&B
Bar (on property)

Twin Oaks Hotel

Twin Oaks Hotel
3.0 star property
Chesterfield
8.8 out of 10, Excellent, (475 reviews)
  • cleanliness
    Family paradise with extras like cribs and rollaway beds just minutes from historic Bolsover Castle attractions.
The price is AED 400
AED 480 total
includes taxes & fees
30 Jun - 1 Jul
Twin Oaks Hotel
WiFi

The Old Stables, Ashover

The Old Stables, Ashover
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is AED 5,014
AED 5,014 total
includes taxes & fees
2 Jul - 3 Jul
The Old Stables, Ashover
Cottage | Living room | TV

The Loft

The Loft
3.5 star property
Chesterfield
The price is AED 2,448
AED 2,937 total
includes taxes & fees
2 Jul - 3 Jul
The Loft
Exterior

Charming Tuliptree in Ashover

Charming Tuliptree in Ashover
Chesterfield
Charming Tuliptree in Ashover
Exterior

The Rumblings 3, Barlow

The Rumblings 3, Barlow
Dronfield
The price is AED 1,833
AED 1,833 total
includes taxes & fees
1 Jul - 2 Jul
The Rumblings 3, Barlow
Outdoor dining

Bryn Tor - The Gardener's House

Bryn Tor - The Gardener's House
Bolsover, near Chesterfield
The price is AED 2,651
AED 2,651 total
includes taxes & fees
6 Jul - 7 Jul
Bryn Tor - The Gardener's House
Cottage | Interior

The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is AED 2,947
AED 3,536 total
includes taxes & fees
20 Jul - 21 Jul
The Old Stables
Property grounds

Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage
3.5 star property
Chesterfield
9.0 out of 10, Wonderful, (2 reviews)
The price is AED 2,522
AED 3,026 total
includes taxes & fees
2 Jul - 3 Jul
Woodthorpe Cruck Cottage
Daily cooked-to-order breakfast for a fee

Days Inn by Wyndham Sheffield M1

Days Inn by Wyndham Sheffield M1
3.0 star property
Sheffield
8.2 out of 10, Very Good, (799 reviews)
  • cleanliness
    Family adventure awaits near Rother Valley Country Park with complimentary cribs for your little ones at this welcoming hotel.
The price is AED 141
AED 170 total
includes taxes & fees
26 Jul - 27 Jul
Days Inn by Wyndham Sheffield M1
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

Derby Mickleover Hotel, BW Signature Collection

Derby Mickleover Hotel, BW Signature Collection

8/10 Good
"Acceptable standard of hotel for the price paid."
GARETH 1-night trip
Posted 5 hours ago
Derby Mickleover Hotel, BW Signature Collection

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Frequently asked questions

What's Chesterfield like for family-friendly vacations?
The welcoming destination of Chesterfield is a good choice if you've been thinking about a trip with your kids. The parks, theaters, and restaurants are just a few things that make this an attractive family vacation spot. Take to the air and fly into Doncaster (DSA-Sheffield), which is located 24.3 mi (39.1 km) from the city center.
What's the best place to stay for families 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 family trip.
When's the best time to book a family-friendly vacation in Chesterfield?
The hottest months are usually July and August with an average temp of 59°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesterfield is 28 inches.
What's there to see and do with your family in Chesterfield?
While you and your family are visiting Chesterfield, you might want to check out some kid-friendly attractions such as Peak District National Park and Chesterfield Market. Make sure you have lots of time for activities like Chesterfield Museum & Art Gallery and Pomegranate Theatre.
What's the best way for us to get around Chesterfield?
If you want to explore the larger area, hop on a train at Chesterfield Station. Chesterfield may not have many public transit options to choose from so consider a car rental to maximize your time.