Bleisure at Cupitt’s Estate: Work Hard, Wine Easy

A Midweek Reset for the Modern Professional

Working remotely has opened up a new kind of freedom, one where your office can be anywhere, and your lunch break might come with vineyard views.

At Cupitt’s Estate, we’ve designed our midweek stays with bleisure travellers in mind, those who want to blend business and leisure without compromise. Whether you’re a creative freelancer, busy entrepreneur or someone logging in from afar, our villas provide the perfect setting to balance productivity with indulgence.

Why Midweek Works

Fewer crowds. More calm.

Avoid the weekend rush and take advantage of the quiet. You’ll have the space to think, create and unwind, all on your own schedule.

Strong Wi-Fi and beautiful spaces.

Each villa is equipped with starlink high-speed internet, kitchenette and spaces designed for both focus and relaxation. Need inspiration? Step out onto your balcony and let the rolling hills work their magic.

A very good coffee situation.

We’ve got your caffeine fix sorted with locally roasted Guerrilla Roasters coffee, pour over in your villa and barisata made at the bar each morning to keep you sharp and energised.

Your desk, upgraded.

Swap the same four walls for a sun-drenched vineyard, a long lunch in the restaurant, or a post-meeting wine tasting. Our estate is built for balance whether you’re replying to emails or raising a glass.

Food and wine, done beautifully.

You’re here to work, sure — but you’re also here to enjoy. With farm-to-table meals, handcrafted wine and beer, and the ease of in-room dining on quieter nights, your workday ends on a delicious note.