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Oswestry
The ancient market town of Oswestry has a long and turbulent history, largely due to its location close to the border between England and Wales. It also makes it the perfect destination for those looking to explore North West Shropshire and Mid Wales.

Oswestry is a busy town, yet its cobbled passageways and friendly people give it an intimate, rural feel. Because much of the town centre is a conservation area, you''ll find many fine examples of Georgian architecture sitting alongside old timber framed buildings.

For a good family day out visit Whittington Castle; this 12th century moated castle is set in stunning grounds that are free to explore, and there''s also a second hand bookshop that''s well worth checking out. Other great family attractions in the area include narrowboat trips, the Cambrian Heritage Railway and Museum and Oswestry Leisure Centre, where you can enjoy a dip in the pool.

Outdoors enthusiasts will find plenty to keep them busy here, with a variety of cycling and walking trails to choose from. The Shropshire Way Oswestry Loop offers a range of walks and you simply have to see Llanrhaeadr Waterfall; it''s the highest waterfall in England and Wales at 240ft, and if you take the footpath to the top, you''ll enjoy amazing views!

If you’re here in the summer head for the Oswestry Food Festival in July, where you can taste the very best of local produce. The cafe culture in the town is second to none; try the Marches blue cheese, made locally, or treat yourself to a gourmet sausage roll. There''s even a vineyard nearby if you fancy a glass of locally produce wine!

See our selection of cottages in Oswestry for your self-catering holiday in Shropshire.
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Oswestry holidays

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    Springfield Barns - The Parlour

    Myddle, near Shrewsbury, Shropshire

    10 3 reviews
    10 3 reviews
    Ref: UK10958
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free Garden / Patio Ground Floor Facilities
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    Springfield Barns - The Dairy
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    Porter’s Lodge

    Glyndyfrdwy, near Llangollen,

    14/05/2019
    9.5 18 reviews
    9.5 18 reviews
    Ref: HW7806
    Wifi Car parking on site Pub within 1 mile Woodburning Stove
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    Station House
    6
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    Nodyn-Y-Nant

    Glyn Ceiriog, Llangollen, North Wales Borders

    9 6 reviews
    9 6 reviews
    Ref: CC614006
    Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio Woodburning Stove
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    Caeberllan

    Llanfair Caereinion, Powys

    09/06/2019
    9.4 23 reviews
    9.4 23 reviews
    Ref: UK6221
    Hot Tub Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Woodburning Stove
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    The Old Dairy

    No Man’s Heath, near Malpas, Cheshire

    8.6 5 reviews
    8.6 5 reviews
    Ref: W44135
    Wifi Car parking on site Pub within 1 mile Ground Floor Facilities Rural Location
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    Kinnaird

    Llangollen, near Wrexham, North Wales Borders

    23/05/2019
    10 11 reviews
    10 11 reviews
    Ref: CC614024
    Wifi Pub within 1 mile Garden / Patio
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    Llanrhydd Mill Cottages - Granary Cottage

    Llanrhydd, near Ruthin, Denbighshire

    0 0 reviews
    0 0 reviews
    Ref: UK12322
    Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio Rural Location
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    Llanrhydd Mill Cottages - The Coach House
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    Lavender Cottage

    Bicton, near Shrewsbury, Shropshire

    09/06/2019
    10 8 reviews
    10 8 reviews
    Ref: 26497
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free Detached Rural Location
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    Garthmyl Hall - Tŷ Bach One

    Garthmyl, near Welshpool, Powys

    0 0 reviews
    0 0 reviews
    Ref: UK12194
    Luxury Wifi Car parking on site Pub within 1 mile Garden / Patio Ground Floor Facilities
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    Garthmyl Hall - The Clock Tower
    8
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    Garthmyl Hall - The Old Dairy
    9
    5
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    Garthmyl Hall - Tŷ Bach Two
    2
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    Springfield Barns - The Dairy

    Myddle, near Shrewsbury, Shropshire

    9.8 4 reviews
    9.8 4 reviews
    Ref: UK10957
    Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio Ground Floor Facilities
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    Springfield Barns - The Parlour
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    Lily Loft

    Near Shrewsbury, Shropshire

    0 0 reviews
    0 0 reviews
    Ref: M487609
    Hot Tub Wifi Swimming pool Car parking on site Rural Location
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    Oxlip Barn

    Near Shrewsbury, Shropshire

    0 0 reviews
    0 0 reviews
    Ref: M487610
    Hot Tub Wifi Swimming pool Car parking on site Enclosed Garden / Patio Ground Floor Facilities Rural Location Baby and Toddler Friendly
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