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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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    Bryn Tanat - Kowloon Park

    Llansantffraid-ym-Mechain, near Oswestry, Powys

    9.5 4 reviews
    9.5 4 reviews
    Ref: UK6710
    Hot Tub Luxury Wifi Car parking on site Pub within 1 mile Detached Garden / Patio Ground Floor Facilities Woodburning Stove
    8
    4
    4
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    Bryn Tanat - Bryn Tanat Hall
    28
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    14
    Bryn Tanat - Pinelands Lodge
    8
    4
    4
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    Garthmyl Hall - The Clock Tower

    Garthmyl, near Welshpool, Powys

    0 0 reviews
    0 0 reviews
    Ref: UK12192
    Luxury Wifi Car parking on site Pub within 1 mile Garden / Patio Ground Floor Facilities
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    Garthmyl Hall - The Old Dairy
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    Garthmyl Hall - Tŷ Bach One
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    Garthmyl Hall - Tŷ Bach Two
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    Bryn Tanat - Pinelands Lodge

    Llansantffraid-ym-Mechain, near Oswestry, Powys

    9.9 8 reviews
    9.9 8 reviews
    Ref: UK6458
    Hot Tub Luxury Wifi Car parking on site Detached Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove
    8
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    Bryn Tanat - Bryn Tanat Hall
    28
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    14
    Bryn Tanat - Kowloon Park
    8
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    Vale of Llangollen Farm Cottages - Ty Godro

    Trevor, near Llangollen, North Wales Borders

    0 0 reviews
    0 0 reviews
    Ref: UK12745
    Hot Tub Luxury Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Garden / Patio Ground Floor Facilities Rural Location
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    Vale of Llangollen Farm Cottages - Y Stabl
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    The Oaks

    Llanwyddyn, Powys

    7.5 11 reviews
    7.5 11 reviews
    Ref: 30549
    Wifi Car parking on site Detached Garden / Patio Rural Location Woodburning Stove
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    Garthmyl Hall - The Old Dairy

    Garthmyl, near Welshpool, Powys

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    Ref: UK12193
    Luxury Wifi Car parking on site Pub within 1 mile Garden / Patio Ground Floor Facilities
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    Garthmyl Hall - The Clock Tower
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    Garthmyl Hall - Tŷ Bach One
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    Garthmyl Hall - Tŷ Bach Two
    2
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    Alkington Barns - Buttercup’s Haybarn

    Alkington, near Whitchurch, Shropshire

    10 8 reviews
    10 8 reviews
    Ref: UKC873
    Wifi Swimming pool Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Rural Location Baby and Toddler Friendly
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    William’s Hayloft
    6
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    Glasgwm

    Llangollen, Denbighshire

    0 0 reviews
    0 0 reviews
    Ref: UK10546
    Wifi Car parking on site Pub within 1 mile Garden / Patio Open Fire
    11
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    Dolgadfa

    Llandderfel, near Bala, Gwynedd

    8.4 5 reviews
    8.4 5 reviews
    Ref: OF3
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Rural Location Woodburning Stove Open Fire
    12
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    Vale of Llangollen Farm Cottages - Cor Tarw

    Trevor, near Llangollen, North Wales Borders

    0 0 reviews
    0 0 reviews
    Ref: UK12743
    Hot Tub Luxury Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Garden / Patio Ground Floor Facilities Rural Location
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    Vale of Llangollen Farm Cottages - Y Stabl
    6
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    Vale of Llangollen Farm Cottages - Ty Felin
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    Vale of Llangollen Farm Cottages - Ty Godro
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    The Wain House

    Weston Rhyn, near Oswestry, Shropshire

    8.5 2 reviews
    8.5 2 reviews
    Ref: UK11433
    Wifi Car parking on site Detached Garden / Patio Ground Floor Facilities
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    Y Beudy

    Pwllglas, near Ruthin, North Wales Borders

    8 1 reviews
    8 1 reviews
    Ref: UK10447
    Hot Tub Luxury Wifi Car parking on site Detached Garden / Patio Rural Location Woodburning Stove
    14
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