1
€€€€Castiglion del Bosco, A Rosewood Hotel
Montalcino
Best for: Wine lovers
Estate resort around a medieval village and Brunello winery in the Val d'Orcia, with a golf course and spa.
Hotel map
Best Hotels in Tuscany: Our Top 10 on a Map
Our 10 favourite countryside hotels in Tuscany on one map: castles, wine estates and country resorts in Chianti, the Val d'Orcia and around Siena.
By Amit Keren- Tuscany, Italy
- Updated
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The 10 hotels
What is the best hotel in Tuscany? For a full estate stay, choose Castiglion del Bosco in Montalcino, COMO Castello Del Nero in Chianti or Borgo Santo Pietro near Siena. For wine lovers, Borgo San Felice and Castello di Spaltenna are in the heart of Chianti Classico, and Hotel Monteriggioni is a smaller stay inside a walled hilltop village.
Every hotel below is on the map with its area and price level. Each one links to its own Booking.com page, so you can check prices for your dates. You will need a car for most of them.
Where to stay in Tuscany: the best areas
- Chianti
- Between Florence and Siena, with vineyards, wine estates and small villages. The best base for winery visits.
- Val d'Orcia and Montalcino
- Rolling hills south of Siena, with Brunello and Montepulciano wines and towns like Pienza.
- Around Siena
- Quick access to Siena, San Gimignano and Volterra, with castles and country estates.
- Valdarno and Cortona
- The eastern side, between Florence and Arezzo, with Cortona and easy train links.
The 10 best hotels in Tuscany, ranked
- 2€€€€
COMO Castello Del Nero
Tavarnelle Val di Pesa
Best for: Luxury
A 12th-century castle turned luxury hotel with a spa, right in Chianti Classico.
- 3€€€€
Borgo Santo Pietro
Chiusdino
Best for: Food lovers
Romantic country estate with its own farm, gardens and a Michelin-starred restaurant.
- 4€€€€
Castello di Casole, A Belmond Hotel
Casole d'Elsa
Best for: Countryside luxury
Restored castle on a large private estate between Siena and Volterra, with an infinity pool.
- 5€€€€
Borgo San Felice
Castelnuovo Berardenga
Best for: Wine lovers
A whole medieval hamlet that's now a hotel, surrounded by its own vineyards near Siena.
- 6€€€€
Il Borro
Valdarno, near Arezzo
Best for: Wine estate
Ferragamo family estate and winery around a restored medieval village between Florence and Arezzo.
- 7€€€€
Il Falconiere Relais & Spa
Cortona
Best for: Couples
Country house with a winery, spa and starred restaurant below the hill town of Cortona.
- 8€€€
Castello di Spaltenna
Gaiole in Chianti
Best for: Chianti base
Medieval castle and monastery above Gaiole, in the heart of the Chianti Classico wine area, with a spa.
- 9€€€
Villa Le Barone
Panzano in Chianti
Best for: Couples
A charming family-run villa with a pool and vineyard views, close to Fontodi.
- 10€€€
Hotel Monteriggioni
Monteriggioni
Best for: Hilltop village
Small hotel with a garden pool inside the walls of the fortified hilltop village of Monteriggioni.
These hotels were chosen by Amit Keren
spotz.guide is a collection of travel maps and step-by-step routes, made to be opened on your phone and followed on the ground. Every guide is put together and checked by founder and editor Amit Keren.
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