The tow path on the Chesterfield canal on a bright sunny day

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Check availability on Chesterfield Family-Friendly Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Chesterfield family-friendly hotels

A cozy bar area with stone walls, wooden stools, and a hanging light fixture.
A hotel room with a bed, a desk, a chair, and a view of the outside.
A showerhead with water flowing down a tiled wall.
A reception area with a wooden counter, a black leather sofa, and a tiled floor.

1. Twin Oaks Hotel

Twin Oaks Hotel
Chesterfield
  • Family paradise with extras like cots and rollaway beds just minutes from historic Bolsover Castle attractions.
฿3,680
฿4,416 total
includes taxes & fees
27 Aug - 28 Aug
Twin Oaks Hotel
A stone house with a sloped roof, a green door, and a mailbox attached to the wall.
A kitchen with a wooden table set for dining, a stove, and a fireplace.
A wooden hot tub with a built-in bench and a step stool, surrounded by a wooden fence.
A bedroom with a wooden ceiling, a bed with white bedding, a nightstand with a lamp, and a window with floral curtains.

2. Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage
Chesterfield
฿22,750
฿27,300 total
includes taxes & fees
24 Sept - 25 Sept
Woodthorpe Cruck Cottage
A bathroom with a freestanding bathtub, a wooden vanity with drawers, a toilet, and a mirror.
A bedroom with a bed, a television, a nightstand, and a bathroom visible through a doorway.
A dining room with a wooden table, six upholstered chairs, a large mirror, and two framed pictures on the walls.
A living room with a sofa, a coffee table, a lamp, and a vase with flowers.

3. The Old Stables

The Old Stables
Chesterfield
฿27,110
฿32,532 total
includes taxes & fees
8 Sept - 9 Sept
The Old Stables
A rustic interior with exposed wooden beams, a stone wall, and a leather sofa.
A rustic living room with a stone wall, a leather sofa, a small table, and a television.
A high-ceilinged room with exposed wooden beams, a bed with a striped blanket, a dark rug, and a wooden cabinet.

4. The Loft

The Loft
Chesterfield
฿22,528
฿27,034 total
includes taxes & fees
31 Aug - 1 Sept
The Loft
A stone fireplace with a rustic design, a wooden ceiling, and a patterned rug.
A cozy living room with a stone wall, a black sofa, floral-patterned armchairs, and a wooden coffee table.
A breakfast buffet with various food items and a sign reading "Manor House".
A cozy living room with a stone wall, a fireplace, a sofa, two armchairs, and a coffee table.

5. The Manor House

The Manor House
Dronfield
฿3,421
฿4,105 total
includes taxes & fees
27 Aug - 28 Aug
The Manor House
An outdoor seating area with tables and chairs, a stone building in the background, and string lights above the entrance.
A historic stone building with ivy-covered walls, large windows, and a well-maintained lawn.
A four-poster canopy bed with a nightstand and a chair, a window with curtains, and a lamp on the nightstand.
A cozy living room with striped sofas, a coffee table, and a stone archway.

6. Mosborough Hall Hotel, BW Signature Collection

Mosborough Hall Hotel, BW Signature Collection
Sheffield
  • Family getaway includes free activities, nearby park access, and child-friendly amenities.
฿2,401
฿2,882 total
includes taxes & fees
31 Aug - 1 Sept
Mosborough Hall Hotel, BW Signature Collection
A modern interior with a kitchen area, a seating area with a round table and chairs, and a large sliding glass door leading to an outdoor space.
A modern bathroom with a bathtub, a shower, and a sink.
A Days Inn hotel with a brick facade, multiple windows, and a well-maintained lawn.
A reception area with a marble counter, blue pendant lights, a framed map on the wall, and a potted plant.

7. Days Inn by Wyndham Chesterfield Tibshelf

Days Inn by Wyndham Chesterfield Tibshelf
Alfreton
  • Countryside hotel offers family adventures with amenities and nearby herb garden attractions.
฿1,472
฿1,766 total
includes taxes & fees
31 Aug - 1 Sept
Days Inn by Wyndham Chesterfield Tibshelf
A modern kitchen area with a breakfast bar, geometric patterned wall, and various food items displayed.
A modern hotel lobby with a reception desk, seating area, and a large water dispenser.
A modern bathroom with a black countertop sink, a glass shower enclosure, and white tiled walls.
A gym with treadmills, dumbbells, and exercise equipment.

8. Holiday Inn Mansfield - Alfreton by IHG

Holiday Inn Mansfield - Alfreton by IHG
Alfreton
  • Newly remodeled family retreat with free cots and rollaway beds just minutes from the herb garden.
฿2,602
฿3,123 total
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Mansfield - Alfreton by IHG
A room with bunk beds, a dresser, a desk with books, and a window with curtains.
A restaurant interior with a wooden table set for two, leather chairs, and a cushioned bench.
A stone wall with ivy, a round wooden table with chairs, and a metal gate.
A bar area with a brick fireplace, wooden bar counter, and hanging light fixtures.

9. The Devonshire Arms Baslow

The Devonshire Arms Baslow
Bakewell
฿4,907
฿4,907 total
includes taxes & fees
2 Sept - 3 Sept
The Devonshire Arms Baslow
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Choose what matters most at family-friendly hotels in Chesterfield

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Chesterfield Hotel Reviews

Old Hall Hotel

Old Hall Hotel

10/10 Excellent
"Beautiful old hotel. Friendly staff. Delicious breakfast. Ideally situated right in the centre."
Claire 1-night trip
Posted less than an hour ago
Old Hall Hotel
B&B HOTEL Derby

B&B HOTEL Derby

10/10 Excellent
"My first business stay here and very impressed. Hotel is immaculate and rooms an excellent size. Bar has a good vibe. Only a few minutes walk to the station which was handy. Would stay again."
Dean 1-night trip
Posted 5 hours ago
B&B HOTEL Derby
Palace Hotel & Spa Buxton

Palace Hotel & Spa Buxton

8/10 Good
"Have stayed at this hotel before ( only overnight stays when attending theatre) and decided to book a slightly upgrade from basic room: very pleased with the decision. Very good breakfast. Reception staff very friendly and efficient as online check in didn't work. Lovely bar and nice outlook over Buxton."
KATHRYN 1-night trip
Posted 8 hours ago
Palace Hotel & Spa Buxton
The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

8/10 Good
"Everything very good - could improve by extending evening restaurant menu and by having a phone number more easily available."
John 1-night trip
Posted 11 hours ago
The Orchard Hotel & Restaurant
Leonardo Hotel Sheffield

Leonardo Hotel Sheffield

10/10 Excellent
"Clean room, great foods in breakfast, discounted in car parking charges, staff friendly and helpful. Hotel is in good location."
Padam 2-night trip
Posted 1 day ago
Leonardo Hotel Sheffield
Park Plaza Nottingham

Park Plaza Nottingham

8/10 Good
"Stay was brilliant banging from the next door room early morning, im guessing it was cleaners otherwise very good stay"
Philippa 1-night trip
Posted 2 days ago
Park Plaza Nottingham
Twin Oaks Hotel

Twin Oaks Hotel

10/10 Excellent
"This hotel is a real find, the room was huge and very comfortable. It has a lovely restaurant onsite, with excellent breakfast & dinner options at reasonable prices. The staff were helpful and courteous. Would definitely stay again!"
Tim 1-night trip
Posted 2 days ago
Twin Oaks Hotel
voco Sheffield by IHG

voco Sheffield by IHG

10/10 Excellent
"Everything was 5 star staff was very helpful and friendly.Hotel was spotless,beds and bedding was so comfy,cant comment on breakfast we didnt have any."
Caroline 1-night trip
Posted 5 days ago
voco Sheffield by IHG
Ringwood Hall Hotel & Spa, BW Signature Collection

Ringwood Hall Hotel & Spa, BW Signature Collection

10/10 Excellent
"The welcome on arrival was very friendly, helpful and efficient. My luggage was taken to and from my room, which is great. All the staff were very friendly. Meals were lovely, just too much for my appetite. Enjoyed walking and sitting in the grounds too."
Carol 2-night trip
Posted 8 days ago
Ringwood Hall Hotel & Spa, BW Signature Collection

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 Hotel Van Dyk Theater.
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.