Embrace the undulating terra of Tuscany, revered for its wineries and local produce as much as for its storybook-style accommodation, and spend the summer in a romantic blur as you hotel hop from one hamlet to the next.

Monteverdi, Sarteano

With farm-to-table cuisine and an enoteca plating up exceedingly good burrata alongside chianti, Monteverdi rates high in the food stakes. Add rooms kitted with 18th-century copper bathtubs and exposed wooden beams to the mix, plus a spa that specialises in herb- and flower-infused treatments, and it’s game over for us.

  • +1 513 579 1666
  • Go to Website
  • Via di Mezzo
    Castiglioncello del Trinoro

Castello Di Spaltenna, Gaiole in Chianti

Castello di Spaltenna’s fanciful amenities – think four-poster beds and winding olive groves – make the case for a characterful stay. Choose between a boutique bedroom or country-style apartment for your lodgings and Romeo or Count Paris for your prince.

  • +39 057 774 9483
  • Go to Website
  • Via Spaltenna 13
    Località Pieve di Spaltenna
    Gaiole in Chianti

Terre di Nano, Pienza

With sprawling views of Montepulciano, this 19th-century country estate is surrounded by vineyards, olive groves and other niceties. Tuck into ravioli with truffle on arrival (because priorities) and after a few days holidaying, try to recreate your meal with the aid of Terre di Nano’s cookery classes.

  • +39 057 875 5263
  • Go to Website
  • Villa Nano

Vitigliano Tuscan Relais & Spa, Panzano

This eight-suite retreat positioned in the Chianti region, between Florence and Siena, is an ideal set up for larger groups who like their privacy. Based in a former Roman hamlet, surrounds are luxurious but not ostentatious. With views of Chianti vineyards from most bedrooms, it won’t be long until a closer look is required…

  • +39 333 774 1692
  • Go to Website
  • Via Case Sparse 64
    Greve in Chianti

Locanda al Colle, Camaiore

A classic Tuscan farmhouse with a modern twist, Locanda al Colle seems to have the best of both in every regard. The property overlooks olive groves while also benefiting from a sea breeze courtesy of the Tuscan coast. Interiors are a blend of vintage art-deco furniture, Murano glass light fittings and bold-patterned textiles. It’s a vibe.

  • +39 058 491 5195
  • Go to Website
  • Via la Stretta 231
    Capezzano Pianore

Conti di San Bonifacio Wine Resort, Gavorrano

While this rural outpost operates as a working farm and wine estate, Conti di San Bonifacio also knows how to go off the clock. Hire all five rooms at this restored stone farmhouse, positioned amid verdant lands, and pretend you own the joint (until EOW at least).

  • +39 056 680 006
  • Go to Website
  • Società Agricola Poggio Divino
    Località Casteani 1

Borgo San Felice, Siena

This eighth-century borghi (hamlet) turned hotel is great for those looking to explore Chianti sans tourists. Positioned in the region’s south-eastern corner, this is a wine-lover’s Eden. With a Michelin-starred restaurant plus an informal osteria suitable for lighter lunches, there’s ample opportunity to toast to its splendour.

  • +39 0577 3964
  • Go to Website
  • Località San Felice
    Castelnuovo Berardenga

Rosewood Castiglion del Bosco, Val d’Orcia

This 800-year-old Tuscan estate neighbouring a Brunello di Montalcino winery makes for a weekend of convivial drinking. Villas sport a toned-down rustic aesthetic, decorated in shades of ochre and flax, with shuttered windows and furnishings worthy of a Nancy Meyers movie.

  • +39 0577 191 3001
  • Go to Website
  • Località Castiglion del Bosco

Castello di Vicarello, Poggi del Sasso

Castello di Vicarello is all about the food. You are in Tuscany after all. Its home-style cuisine, which is prepared in the castle’s historic kitchen, is created with produce sourced from the organic garden, vineyards and olive groves on the grounds of the hotel. In between feeds, bask under the Tuscan sun at the valley-facing infinity pool plotted amid cyprus-studded gardens.

  • +39 056 499 0718
  • Go to Website
  • Via Vicarello 1
    Poggi del Sasso

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