Hamlet Hopping: Nine Gorgeous Hotels In Tuscany

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.

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Monteverdi

Siena, Italy

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.

Address

Via di Mezzo, Castiglioncello del Trinoro Sarteano 53047

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Castello Di Spaltenna

Siena, Italy

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.

Address

Via Spaltenna 13 Località Pieve di Spaltenna Gaiole in Chianti Siena 53013

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Terre di Nano

Siena, Italy

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.

Address

Villa Nano Monticchiello Pienza Siena 53026

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Vitigliano Tuscan Relais & Spa

Greve in Chianti, Italy

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…

Address

Via Case Sparse 64 Panzano Greve in Chianti 50022

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Locanda Al Colle

Camaiore, Italy

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.

Address

Via la Stretta 231 55041 Camaiore

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Conti di San Bonifacio Wine Resort

Gavorrano, Italy

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).

Address

Società Agricola Poggio Divino Località Casteani 1 Gavorrano 58023

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Borgo San Felice

Siena, Italy

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.

Address

Località San Felice Castelnuovo Berardenga 53019

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Rosewood Castiglion del Bosco

Siena, Italy

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.

Address

Località Castiglion del Bosco Montalcino Siena 53024

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Castello di Vicarello

Cinigiano, Italy

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.

Address

Via Vicarello 1, Poggi del Sasso Cinigiano, Tuscany 58044, Italy