A stone path winding through a valley with a sunset in the background.

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Check availability on Chesterfield Family Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Chesterfield family-friendly hotels

A hotel room with a large bed, two bedside lamps, a headboard, and a window with curtains.

1. Twin Oaks Hotel

Twin Oaks Hotel
3.0 star property
Chesterfield
8.8 out of 10, Excellent, (506 reviews)
  • cleanliness
    Family paradise with extras like cribs and rollaway beds just minutes from historic Bolsover Castle attractions.
The price is ￥14,977
￥17,972 total
includes taxes & fees
Nov 30 - Dec 1
Twin Oaks Hotel
A bar with four taps, each labeled with different beer names and details.

2. Olde House, Chesterfield by Marston's Inns

Olde House, Chesterfield by Marston's Inns
4.0 star property
Chesterfield
9.0 out of 10, Wonderful, (377 reviews)
The price is ￥9,475
￥11,370 total
includes taxes & fees
Nov 15 - Nov 16
Olde House, Chesterfield by Marston's Inns
A modern indoor pool area with a hot tub, lounge chairs, and a glass-enclosed upper level.

3. Ringwood Hall Hotel & Spa, BW Signature Collection

Ringwood Hall Hotel & Spa, BW Signature Collection
4.0 star property
Chesterfield
8.0 out of 10, Very good, (1,002 reviews)
The price is ￥13,398
￥16,078 total
includes taxes & fees
Nov 1 - Nov 2
Ringwood Hall Hotel & Spa, BW Signature Collection
A stone urn on a stone balustrade overlooking a manicured garden with neatly trimmed hedges and a variety of trees.

4. Garner Hotel Chesterfield North by IHG

Garner Hotel Chesterfield North by IHG
3.0 star property
Chesterfield
8.4 out of 10, Very good, (1,004 reviews)
The price is ￥7,531
￥9,037 total
includes taxes & fees
Nov 8 - Nov 9
Garner Hotel Chesterfield North by IHG
A modern building with a stone facade and multiple windows, surrounded by a well-maintained lawn and a parking area.

5. WILDES INNS

WILDES INNS
4.0 star property
Chesterfield
8.4 out of 10, Very good, (1,001 reviews)
The price is ￥19,045
￥22,854 total
includes taxes & fees
Nov 30 - Dec 1
WILDES INNS
A building with a stone facade, a green door, and a covered patio area with picnic tables.

6. THE HIDE

THE HIDE
3.0 star property
Chesterfield
8.2 out of 10, Very good, (105 reviews)
The price is ￥14,029
￥16,835 total
includes taxes & fees
Nov 3 - Nov 4
THE HIDE
A wooden deck with two wicker sofas and a table, surrounded by a white lattice fence.

7. 2 bedroom accommodation in Holymoorside

2 bedroom accommodation in Holymoorside
Holymoorside
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥58,215
￥58,215 total
includes taxes & fees
Nov 1 - Nov 2
2 bedroom accommodation in Holymoorside
A kitchen with white cabinets, a wooden beam ceiling, a microwave, and a wooden dining table.

8. Carr House Farm

Carr House Farm
3.0 star property
Chesterfield
The price is ￥76,970
￥92,365 total
includes taxes & fees
Nov 3 - Nov 4
Carr House Farm
A patio with stone tiles, a wooden fence, and a flower bed with plants and flowers.

9. 2bed - Garden-pets-freeparking-m1connections

2bed - Garden-pets-freeparking-m1connections
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is ￥15,923
￥24,174 total
includes taxes & fees
Nov 22 - Nov 23
2bed - Garden-pets-freeparking-m1connections
A room with a bookshelf, a chair, and a door leading to another room.

10. Bathurst Cottage is a delightful three bedroom detached cottage.

Bathurst Cottage is a delightful three bedroom detached cottage.
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥56,360
￥56,360 total
includes taxes & fees
Nov 1 - Nov 2
Bathurst Cottage is a delightful three bedroom detached cottage.
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

10/10 Excellent
"El personal es súper amable"
Maria Elena 3-night trip
Posted 20 hours ago
Leonardo Hotel Nottingham

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 29 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 SMH Group Stadium and Hardwick Hall-Derbyshire Country Park.
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.