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

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Check availability on Chesterfield Family Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 bar area with a wooden counter, multiple beer taps, and a variety of bottles and glasses.
A showerhead with water flowing down a tiled wall.

1. Twin Oaks Hotel

Twin Oaks Hotel
Chesterfield
  • Family paradise with extras like cribs and rollaway beds just minutes from historic Bolsover Castle attractions.
NT$3,276
NT$3,932 total
includes taxes & fees
Oct 9 - Oct 10
Twin Oaks Hotel
A stone house with a sloped roof, a green door, and a mailbox attached to the wall.
A wooden hot tub with a built-in bench and a step stool, surrounded by a wooden fence.
A cozy kitchen with wooden beams, a dining table set for four, and a view of the adjacent room.
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
NT$21,978
NT$26,374 total
includes taxes & fees
Oct 11 - Oct 12
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 kitchen with two ovens, a sink, and wooden cabinets.

3. The Old Stables

The Old Stables
Chesterfield
NT$25,674
NT$30,809 total
includes taxes & fees
Oct 14 - Oct 15
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.
Interior
A hot tub with a wooden frame, a white door in the background, and a beige wall.

4. The Loft

The Loft
Chesterfield
NT$21,329
NT$25,595 total
includes taxes & fees
Oct 14 - Oct 15
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 bar area with multiple taps, a clock, and a sign indicating a special offer for Friday Fizz.
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
NT$2,915
NT$3,498 total
includes taxes & fees
Oct 2 - Oct 3
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 cozy living room with striped sofas, a coffee table, and a stone archway.
A four-poster canopy bed with a nightstand and a chair, a window with curtains, and a lamp on the nightstand.

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.
NT$2,425
NT$2,910 total
includes taxes & fees
Oct 4 - Oct 5
Mosborough Hall Hotel, BW Signature Collection
A modern kitchen area with a breakfast bar, geometric patterned wall, and various food items displayed.
A gym with treadmills, dumbbells, and exercise equipment.
A modern bathroom with a black countertop sink, a glass shower enclosure, and white tiled walls.
A modern hotel lobby with a reception desk, seating area, and a large water dispenser.

7. Holiday Inn Mansfield - Alfreton by IHG

Holiday Inn Mansfield - Alfreton by IHG
Alfreton
  • Newly remodeled family retreat with free cribs and rollaway beds just minutes from the herb garden.
NT$2,218
NT$2,662 total
includes taxes & fees
Oct 16 - Oct 17
Holiday Inn Mansfield - Alfreton by IHG
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 hotel room with a large bed, a gray sofa, a window with curtains, and three framed artworks on the wall.
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.

8. 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.
NT$1,232
NT$1,479 total
includes taxes & fees
Oct 4 - Oct 5
Days Inn by Wyndham Chesterfield Tibshelf
A room with bunk beds, a dresser, a desk with books, and a window with curtains.
A bathroom with a glass-enclosed shower, a sink, and a mirror above the sink.
A bar area with a brick fireplace, wooden bar counter, and hanging light fixtures.
A restaurant interior with a wooden table set for two, leather chairs, and a cushioned bench.

9. The Devonshire Arms Baslow

The Devonshire Arms Baslow
Bakewell
NT$4,859
NT$4,859 total
includes taxes & fees
Oct 29 - Oct 30
The Devonshire Arms Baslow
An outdoor patio area with wooden tables and chairs, umbrellas, and a gazebo.
A bedroom with a large bed, a chaise lounge, a floor lamp, and a view of greenery through the windows.
A restaurant with wooden floors, round tables, and striped chairs. There are chandeliers hanging from the ceiling.
An aerial view of a large estate with a main building, a parking area, and a well-maintained lawn with outdoor seating.

10. The Maynard

The Maynard
Grindleford
NT$3,239
NT$3,887 total
includes taxes & fees
Oct 8 - Oct 9
The Maynard
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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

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

10/10 Excellent
"Great atmosphere"
Costas 1-night trip
Posted 1 day ago
The Orchard Hotel & Restaurant
Park Plaza Nottingham

Park Plaza Nottingham

10/10 Excellent
"Excellent service from receptionist on arrival and they kindly upgraded us to a suite due to our celebration and we were incredibly grateful. The room was immaculate and sound from the streets outside was quiet due to the double layer of windows. Ear plugs were provided in case though. Staff all really helpful and kind. We would definitely stay here again."
Amanda 1-night trip
Posted 1 day ago
Park Plaza Nottingham
Village Hotel Nottingham

Village Hotel Nottingham

8/10 Good
"Loved the facilities at this hotel and the onsite bar was pretty decent quality. Check in experience could be improved as despite 3 staff on the desk, self check-in was preferred and the free parking option we purchased was not clear how to redeem."
Stephanie 1-night trip
Posted 3 days ago
Village Hotel Nottingham
B&B HOTEL Derby

B&B HOTEL Derby

10/10 Excellent
"This hotel is just amazing with the most amazing staff highly recommended and great value as well"
jim 1-night trip
Posted 3 days ago
B&B HOTEL Derby
Twin Oaks Hotel

Twin Oaks Hotel

8/10 Good
"A friendly hotel just off the M1 and within easy distance of Hardwick Hall"
william 1-night trip
Posted 3 days ago
Twin Oaks Hotel
Ringwood Hall Hotel & Spa, BW Signature Collection

Ringwood Hall Hotel & Spa, BW Signature Collection

8/10 Good
"The room was clean and bed comfy. BBC tv coverage bad. Bathroom needs upgrading. Room 115. Breakfast good but chaotic - there was not enough info on ordering various items and what order to move around the various item tables. Finding staff to take order not easy. Staff were v pleasant. Reception staff excellent Didn’t use any spa facilities so can’t comment. Overall impression that the whole building needs attention. Very good position for Chesterfield."
Hugh 1-night trip
Posted 6 days ago
Ringwood Hall Hotel & Spa, BW Signature Collection

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 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.