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

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 448
AED 537 total
includes taxes & fees
7 Aug - 8 Aug
Church Villa B&B
Bar (on property)

Twin Oaks Hotel

Twin Oaks Hotel
3.0 star property
Chesterfield
8.8 out of 10, Excellent, (482 reviews)
  • cleanliness
    Family paradise with extras like cribs and rollaway beds just minutes from historic Bolsover Castle attractions.
The price is AED 406
AED 487 total
includes taxes & fees
24 Jul - 25 Jul
Twin Oaks Hotel
Cottage | Interior

The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is AED 3,022
AED 3,626 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 AED 2,688
AED 3,226 total
includes taxes & fees
27 Jul - 28 Jul
The Loft
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 2,559
AED 3,071 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 AED 4,113
AED 4,113 total
includes taxes & fees
7 Aug - 8 Aug
The Old Grocery
1 bedroom, desk, iron/ironing board (on request), cribs (free)

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 cribs for your little ones at this welcoming hotel.
The price is AED 145
AED 174 total
includes taxes & fees
10 Aug - 11 Aug
Days Inn by Wyndham Sheffield M1
Restaurant

Bike & Boot Peak District

Bike & Boot Peak District
3.0 star property
Hope Valley
9.4 out of 10, Exceptional, (214 reviews)
The price is AED 340
AED 408 total
includes taxes & fees
20 Jul - 21 Jul
Bike & Boot Peak District
Reception

Garner Hotel Rotherham East by IHG

Garner Hotel Rotherham East by IHG
3.0 star property
Rotherham
8.0 out of 10, Very Good, (871 reviews)
The price is AED 199
AED 239 total
includes taxes & fees
2 Aug - 3 Aug
Garner Hotel Rotherham East by IHG
Outdoor dining

Ladybower Inn

Ladybower Inn
3.0 star property
Hope Valley
8.6 out of 10, Excellent, (101 reviews)
The price is AED 484
AED 581 total
includes taxes & fees
9 Aug - 10 Aug
Ladybower 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

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

10/10 Excellent
"Perfect place to stay if you are visiting the University"
laura 1-night trip
Posted 3 hours ago
The Orchard Hotel & Restaurant

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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 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 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.