What to wear on the holiday of your dreams at The Priory, Wareham
At The Priory Wareham, we believe getting away should feel like an exhale. Whether you’re escaping for a long weekend or settling into Dorset for a slower stretch, arriving well-packed sets the tone. With riverside gardens, a historic house, and views of the Purbeck Hills as your backdrop, your wardrobe deserves to match the setting—casual, considered, and quietly confident.
Here’s what we suggest packing for a refined, relaxed stay.
What to wear on holiday during the daytime
Days at The Priory are delightfully unhurried. You might spend them meandering along the coastal paths, visiting a nearby garden, or enjoying a lazy hour by the river with a book and a glass of something chilled.
The foundations
A pair of well-cut cotton chinos will take you from breakfast to an afternoon outing with ease. For warmer days, opt for tailored shorts. The key is comfort with a little structure – clothes that feel good, look smart, and move easily with you.
Tops that breathe
Polo shirts are a quiet hero here. A subtle collar, breathable fabric, and a touch of stretch make them ideal for a warm day with plans (or none). Add a crisp linen shirt or two for variety, and a classic tee in a neutral tone.
Shoes that suit the setting
With the River Frome steps away, boat shoes feel right at home. They’re unfussy but polished. A pair of clean trainers is a good companion for longer walks, while loafers or suede slip-ons offer something a little more refined.
Something for the weather
British summers can be unpredictable, so a lightweight jacket is a sensible addition. A fine knit jumper – perhaps in navy, sand, or ecru – will serve you well on breezier afternoons or as the sun begins to dip.
If you’re heading onto the water
Whether you’re joining a Boathouse Takeover Charter or venturing further afield to the coast, pack your swimwear. A towel and a pair of espadrilles wouldn’t go amiss either.
What to wear on holiday in the evening
As the day slows, The Priory takes on a different rhythm. Dinner in The Garden Room, drinks in Cloisters Bar – there’s a gentle refinement to the evenings here. Think smart casual with an emphasis on ease.
The starting point
A soft shirt, a well-made polo, or a fine tee all work beautifully – paired with confidence and clean lines. This isn’t about dressing up for the sake of it, but enjoying the way the right outfit changes the mood.
The blazer effect
For those who prefer to keep things simple underneath, a blazer adds instant polish. Choose something unstructured and lightweight – linen or a soft cotton blend.
Trousers that fit the moment
Dark denim, chinos, or tailored trousers are all at home here. Choose what feels most natural to you.
A final flourish
A belt, a pocket square, or even a subtly patterned sock can add personality without overstatement. Accessories should feel like an extension of you – not an afterthought.
Dressing well, made easy
For more than 100 years, Robert Old in Bournemouth has helped men dress with quiet confidence. From classic British tailoring to Italian craftsmanship, they offer everything from made-to-measure suits to soft knitwear, with brands including Crockett & Jones, Santoni and their own heritage label.
Their private shopping experience is designed for those who value time, ease, and timeless style – just like a stay at The Priory.
Visit robertold.co.uk to explore their collections.
And finally…
Packing well enhances every moment. It’s not about being overly prepared, but simply ensuring you can lean into each part of your stay – whether that’s an early walk through dew-soaked gardens, a long lunch with wine, or a slow evening by candlelight.
At The Priory, we’re here to anticipate your needs, so you can settle in, switch off, and enjoy every quiet detail.
Your riverside retreat awaits.
