Find Family Hotels in Chesterfield

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chesterfield Family Hotels

Our top choices for Chesterfield family-friendly hotels

Church Villa B&B

Church Villa B&B
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (82 reviews)
"A wonderful experience at Church Villa. Beautiful location and property. Very kind and friendly owners who really looked after me. Very comfortable room and one of the best breakfasts I’ve had. Set me up perfectly for the day. I’m so glad to have found this wonderful B&B. "
United Kingdom
Marc
The price is AED 451
AED 541 total
includes taxes & fees
19 May - 20 May
Church Villa B&B

Twin Oaks Hotel

Twin Oaks Hotel
3.0 star property
Chesterfield
8.8 out of 10, Excellent, (464 reviews)
  • cleanliness
    Family paradise with extras like cribs and rollaway beds just minutes from historic Bolsover Castle attractions.
"We recently stayed in the family block over the weekend and had a really lovely stay!"
United Kingdom
Fadzai
The price is AED 335
AED 402 total
includes taxes & fees
13 May - 14 May
Twin Oaks Hotel

The Loft

The Loft
3.5 star property
Chesterfield
The price is AED 2,528
AED 3,034 total
includes taxes & fees
19 May - 20 May
The Loft

Bryn Tor - The Gardener's House

Bryn Tor - The Gardener's House
Bolsover, near Chesterfield
The price is AED 2,781
AED 2,781 total
includes taxes & fees
18 May - 19 May
Bryn Tor - The Gardener's House

The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is AED 3,043
AED 3,652 total
includes taxes & fees
29 May - 30 May
The Old Stables

Wortley Cottage Guest House

Wortley Cottage Guest House
3.0 star property
Sheffield
10.0 out of 10, Exceptional, (11 reviews)
"Friendly welcome from the host, and some good advice where to eat/ drink/ walk etc. Really enjoyed the relaxing breakfast with nice rustic touches and a nice tea pot etc. Sausages were amazing Will definately stay again"
United Kingdom
Jim
The price is AED 440
AED 528 total
includes taxes & fees
13 May - 14 May
Wortley Cottage Guest House

Gonalston Boutique B&B

Gonalston Boutique B&B
3.5 star property
Nottingham
9.8 out of 10, Exceptional, (171 reviews)
"What a fabulous little B&B. It was clean, spacious, well appointed and very comfortable. Super friendly with lots of personal touches. Highly recommended."
United Kingdom
Marilyn
The price is AED 390
AED 468 total
includes taxes & fees
13 May - 14 May
Gonalston Boutique B&B

Marina view cottage - Canalside cottage - Peak District location

Marina view cottage - Canalside cottage - Peak District location
Furness Vale
10.0 out of 10, Exceptional, (22 reviews)
"Really happy with our stay in Furness Vale.The communication and information from Andy was great.Short drive to most of the peaks and Buxton.The walk along the canal path to New Mills was very pleasant.The cottage was very homely and comfortable and a great place to head back to after a long day walking.Definitely stay there again. "
United Kingdom
Lesbos D.
The price is AED 518
AED 789 total
includes taxes & fees
13 May - 14 May
Marina view cottage - Canalside cottage - Peak District location

Nelson and Railway Inn

Nelson and Railway Inn
3.0 star property
Nottingham
8.6 out of 10, Excellent, (746 reviews)
"Lovely & friendly and we highly recommend 👌 food was very nice also."
United Kingdom
Reuben
The price is AED 309
AED 371 total
includes taxes & fees
12 May - 13 May
Nelson and Railway Inn

Days Inn by Wyndham Chesterfield Tibshelf

Days Inn by Wyndham Chesterfield Tibshelf
3.0 star property
Alfreton
8.6 out of 10, Excellent, (124 reviews)
  • cleanliness
    Countryside hotel offers family adventures with amenities and nearby herb garden attractions.
"Clean, quiet, close to family."
United Kingdom
Melanie
The price is AED 165
AED 198 total
includes taxes & fees
17 May - 18 May
Days Inn by Wyndham Chesterfield Tibshelf
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.

Choose what matters most at family-friendly hotels in Chesterfield

Top Chesterfield Hotel Reviews

Explore a world of travel with Expedia

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 Chesterfield Museum & Art Gallery and Grassmoor 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.