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Chesterfield
Chesterfield’s history dates back to medieval times and is known for its famous crooked spire; but visitors will find a lot more to this town.

The first markets held in the town date back to around 1165 and they have been held here ever since, to become one of the biggest markets in the country.

The crooked spire at St. Mary’s and All Saints church is perhaps the town’s most renowned attraction and legend says it was bent by the Devil, but to be honest there’s probably more scientific explanations as to why it became crooked.

Further examples of Chesterfield’s history can be found at nearby Hardwick Hall Estate, a magnificent Elizabethan building with expansive gardens and a park. Or visit the fairy-tale style Bolsover Castle, which offers an audio-visual tour of the castle and on occasion even the chance to dress up as a cavalier! If that doesn’t quench your thirst for local knowledge then a visit to the Chesterfield Museum and Art Gallery is one of the best places to brush up on your local knowledge of the area.

Chesterfield has good shopping where you’ll find several high street names and of course the previously mentioned large open-air market and the lovely ‘Shambles’ area, which also features one of the UK’s oldest pubs.

If you’re ready to begin your exploration take a look at Chesterfield holiday cottages today.
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  • Barlow near Bakewell, ×
    8 1 reviews
    8 1 reviews

    Barlow near Bakewell,

    Ref: CC412039
    Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio
    2
    1
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    Mill Farm Cottages - Cherry Tree Cottage
    5
    2
    2
  • Cutthorpe, near Chesterfield, Derbyshire×
    8.8 21 reviews
    8.8 21 reviews

    Cutthorpe, near Chesterfield, Derbyshire

    Ref: UKC2608
    Wifi Car parking on site Pub within 1 mile Pets go free Rural Location
    2
    1
    1
    1
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    Green Farm Holiday Cottages - Tawny Owl Barn
    5
    3
    3
  • Barlow, near Chesterfield, Derbyshire×
    9.6 16 reviews
    9.6 16 reviews

    Barlow, near Chesterfield, Derbyshire

    Ref: RHHC
    Luxury Wifi Car parking on site Pub within 1 mile Detached Garden / Patio
    2
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  • Chander Hill, near Chesterfield, Derbyshire×
    Newly Listed
    0 0 reviews
    0 0 reviews

    Chander Hill, near Chesterfield, Derbyshire

    Ref: UK4178
    Wifi Car parking on site Garden / Patio
    2
    1
    1
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  • Barlow near Bakewell, ×
    7 1 reviews
    7 1 reviews

    Barlow near Bakewell,

    Ref: CC412042
    Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio
    2
    1
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    1
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    Mill Farm Cottages - Cherry Tree Cottage
    5
    2
    2
  • Barlow, Derbyshire×
    8.1 10 reviews
    8.1 10 reviews

    Barlow, Derbyshire

    Ref: W42451
    Wifi Car parking on site Pub within 1 mile Garden / Patio Rural Location
    2
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  • Holymoorside, near Chesterfield, Derbyshire×
    8.8 28 reviews
    8.8 28 reviews

    Holymoorside, near Chesterfield, Derbyshire

    Ref: 26697
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free Garden / Patio Ground Floor Facilities Woodburning Stove
    2
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  • Cutthorpe, near Chesterfield, Derbyshire×
    9.1 31 reviews
    9.1 31 reviews

    Cutthorpe, near Chesterfield, Derbyshire

    Ref: W44184
    Hot Tub Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free Garden / Patio Rural Location Woodburning Stove
    4
    2
    2
    1
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    Green Farm Holiday Cottages - Tawny Owl Barn
    5
    3
    3
  • Press, near Matlock, Derbyshire×
    9.9 27 reviews
    9.9 27 reviews

    Press, near Matlock, Derbyshire

    Ref: UK4087
    Hot Tub Luxury Wifi Car parking on site Pub within 1 mile Pets go free Detached Garden / Patio Ground Floor Facilities Rural Location
    4
    2
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    1
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  • Holmesfield, near Dronfield, Derbyshire×
    Newly Listed
    9.9 7 reviews
    9.9 7 reviews

    Holmesfield, near Dronfield, Derbyshire

    Ref: UK4142
    Hot Tub Luxury Wifi Car parking on site Pub within 1 mile Garden / Patio Ground Floor Facilities
    4
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    Cowley Gore Cottages - The Coach House
    2
    1
    1
  • Barlow, near Chesterfield, Derbyshire×
    10 3 reviews
    10 3 reviews

    Barlow, near Chesterfield, Derbyshire

    Ref: UKC145
    Wifi Car parking on site Pub within 1 mile Detached Ground Floor Facilities
    4
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  • Dore, near Sheffield, Derbyshire×
    0 0 reviews
    0 0 reviews

    Dore, near Sheffield, Derbyshire

    Ref: 30733
    Swimming pool Car parking on site Pub within 1 mile Pets go free Garden / Patio
    4
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