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
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

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, (487 reviews)
  • cleanliness
    Family paradise with extras like cribs and rollaway beds just minutes from historic Bolsover Castle attractions.
The price is ₩159,132
₩190,959 total
includes taxes & fees
Aug 13 - Aug 14
Twin Oaks Hotel
Cottage | Living room | TV

The Loft

The Loft
3.5 star property
Chesterfield
The price is ₩1,026,350
₩1,231,620 total
includes taxes & fees
Aug 29 - Aug 30
The Loft
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 ₩1,598,505
₩1,598,505 total
includes taxes & fees
Aug 7 - Aug 8
The Old Grocery
Property grounds

Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage
3.5 star property
Chesterfield
9.0 out of 10, Wonderful, (2 reviews)
Woodthorpe Cruck Cottage
Cottage | Interior

The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is ₩1,808,485
₩2,170,182 total
includes taxes & fees
Aug 14 - Aug 15
The Old Stables
Lobby

Days Inn by Wyndham Chesterfield Tibshelf

Days Inn by Wyndham Chesterfield Tibshelf
3.0 star property
Alfreton
8.6 out of 10, Excellent, (134 reviews)
  • cleanliness
    Countryside hotel offers family adventures with amenities and nearby herb garden attractions.
The price is ₩70,857
₩85,028 total
includes taxes & fees
Aug 16 - Aug 17
Days Inn by Wyndham Chesterfield Tibshelf
Restaurant

Bike & Boot Peak District

Bike & Boot Peak District
3.0 star property
Hope Valley
9.4 out of 10, Exceptional, (219 reviews)
The price is ₩204,460
₩245,352 total
includes taxes & fees
Aug 9 - Aug 10
Bike & Boot Peak District
Lobby sitting area

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant
4.0 star property
Nottingham
9.4 out of 10, Exceptional, (1,421 reviews)
The price is ₩141,917
₩170,300 total
includes taxes & fees
Aug 23 - Aug 24
The Orchard Hotel & Restaurant
Room, 1 Double Bed (The Queen) | Desk, blackout drapes, soundproofing, iron/ironing board

Ibis Styles Barnsley Hotel

Ibis Styles Barnsley Hotel
3.0 star property
Barnsley
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Spacious family accommodations with convenient access to Locke Park offer a comfortable retreat after a day of exploration.
The price is ₩81,977
₩98,372 total
includes taxes & fees
Aug 2 - Aug 3
Ibis Styles Barnsley Hotel
Front of property

The Garrison Hotel

The Garrison Hotel
3.5 star property
Hillsborough
8.8 out of 10, Excellent, (651 reviews)
The price is ₩89,081
₩106,897 total
includes taxes & fees
Aug 2 - Aug 3
The Garrison Hotel
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

mour Hotel

mour Hotel

8/10 Good
"Lovely hotel. Happy with the service"
Kelly 1-night trip
Posted 19 hours ago
mour Hotel

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.
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 Hotel Van Dyk Theater.
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.