The best Tuscany countryside hotels

Sometimes, a girl has to spoil herself. And if you’re into wine, stunning views, gourmet food, spas and simply living la dolce vita, then there’s one place in Italy you need to get yourself to: Tuscany. I mean, let’s face it, Tuscany offers everything one could wish for: breathtaking landscapes, medieval towns, UNESCO World Heritage Sites, outstanding castles and beautiful seaside locations. And let’s not forget about the exceptional food. Plus, if you’re a wine lover, exploring the Tuscan region is heaven on Earth: the Chianti wine region, the Brunello di Montalcino in Val d’Orcia, the Vino Nobile di Montepulciano and the delicious Vernaccia in San Gimignano are just a few of the local wine productions.

So if you want to spoil yourself every now and then, and treat yourself to an amazing Tuscan experience, a wonderful Tuscan countryside hotel can’t be missing. Whether it’s for a relaxing weekend, a romantic weekend getaway, or a trip with your friends and family, these 5 Tuscany countryside hotels will make your trip unforgettable.

Hotels in Montalcino: Castello Banfi il Borgo

Castello Banfi il Borgo is a hilltop heaven.  Formerly an 18th century borgo which served as the dwelling of farmers who toiled for their noble landowners, it is now a luxurious Tuscan retreat.  As your car pulls over on the gravel road of this ancient hamlet,  you’re taken back in time to rural Tuscany. But wait until you step inside to be stunned by the refurbished interiors that still maintain that old-world charm.

Countryside hotels in Montalcino: Castello Banfi

Make yourself at home in one of the rooms and suites with panoramic views of the estate’s vineyards and olive groves, but don’t take too long, there is so much to explore at Castello Banfi! Sit down at the Borgo’s Enoteca and Wine bar to enjoy a glass of wine and fresh local products, visit Castello Banfi’s very own winery and wine cellar, and pamper yourself with vino-therapy treatments. Definitely don’t forget to take a dip in the swimming pool boasting stunning views of the bucolic vineyards of Brunello.

 Castello di Poggio alle Mura, Montalcino
18-minute drive from Montalcino, 1 hour from Siena
 closed in winter time

Hotels in Montepulciano: Villa Cicolina

Villa Cicolina is a Tuscan sanctuary. The villa dates back to the early middle ages and was the former countryside residence of a noble family of Montepulciano. Immersed in the Tuscan countryside, this delightful boutique hotel is perfect for those that want to explore Tuscany.

Countryside hotels in Montepulciano: Villa Cicolina

From splendid views and lovely Italian gardens to the wonderful infinity pool and jacuzzi overlooking the rolling Tuscan hills, your relaxing stay just begins. Savour traditional Tuscan culinary traditions and fresh local products from some of the world’s best cured meats and cheeses at the elegant countryside restaurant. Indulge in wine tasting at the estate’s wine cellar, dating back to the 1300s and definitely get your hands on a Tuscan cooking class, where Villa Cicolina’s Chef will let you in on some Tuscan culinary secrets.

Via Provinciale, 11 , Montepulciano
25-minute walk from Montepulciano, 20-minute drive to Pienza

Hotels in Chianti: Villa Mangiacane

Villa Mangiacane is Renaissance beauty in the heart of Tuscany. Built by the Machiavelli family in the 15th century, this Tuscan countryside retreat is the perfect place for a weekend getaway. Tucked away in the world-famous Chianti Classico region, Villa Mangiacane is THE place for wine lovers.

Countryside Hotels in Chianti: Villa Mangiacane

Walk through the estate’s vineyards, visit the wine cellar and wrap up your wine experience with a guided wine tasting of three of the estate’s award-winning wines. Learn how to cook Tuscan-style under the supervision of Villa Mangiacane’s Head Chef, have a romantic private dinner overlooking the vineyards at the estate’s 15th century Loggia, or pamper yourself with relaxing spa treatments.  If you’re an art enthusiast, wait until you see the centuries old frescoes and the variety of artwork exposed around the estates to be blown away.

Via Faltignano 4, San Casciano in Val di Pesa
10-minute drive to San Casciano in Val di Pesa, 30-minute drive to Florence

Hotels in Maremma: Conti di San Bonifacio

Conti di San Bonifacio is a country-chic escape hidden in the Tuscan countryside. A magical place where you will spend unforgettable moments. From your suite, waking up everyday to the sight of the Tuscan hills and the estate’s vineyards is sensational. The estate looks like a postcard and is the perfect romantic getaway. Not to mention that it only has 7 rooms, guaranteeing complete intimacy.

Countryside hotels in Maremma: Conti di San Bonifacio

Relax by the pool as the sun starts to set, enjoy an aperitivo, taste the resort’s wines or go on a guided tour of the wine cellars. If you’re a foodie, embark on a culinary journey at the estate’s restaurant, where everything is sublime starting with the freshness of the products. From the moment you step inside this Tuscan gem, I can promise you will be back again and again, season after season. Pampering, enjoying and living the life is what goes on at Conti di San Bonifacio. All in complete intimacy.  

Località Casteani 1, Gavorrano
35-minute drive to Grosseto, 1 hour drive to Montalcino

Hotels in Chiusdino: Relais Borgo Santo Pietro

Relais Borgo Santo Pietro is a five-star luxury paradise in Tuscany. Tucked away from the hustle and bustle of the Tuscan cities, this stunning countryside hotel is immersed in over 12 acres of private gardens and in a 13th century villa just outside Chiusdino. The second you enter the gates of Relais Borgo Santo Pietro, you leave every thought behind and enter a timeless oasis.

Countryside Hotels in Chiusdino: Borgo Santo Pietro

Dreams really come true at this lavishing countryside villa boasting one-of-a-kind rooms and suites with wood-beamed ceilings and frescoes. If you’re visiting in wintertime, cozy up by the fireplace, read a book and pamper yourself with therapeutic massages in between one gourmet meal and the next. If you’re visiting in the warm season, go horseback riding, stroll through borgo’s 200-acre estate and relax by the pool as you await sunset.

Loc. Palazzetto, Chiusdino
30-minute walk to San Galgano, 40-minute drive to Siena


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I'm the daughter of an Italian family of diplomats, the second of three children, and a global citizen. I've lived in 7 cities around the world, I have a gigantic crush on Italy and my name has been mispronounced more times than I can remember.

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