Tuscany Winery Hotels & Vineyard Stays
Wine relais among Chianti hills, Sangiovese cellars, and farm-to-table tables.
Browse 17 propertiesShowing 1–17 of 17 stays
Hotel4.8(33 reviews)San Filippo Tenuta
Tuscany, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+7 moreStarting from$376/night
Resort4.7(174 reviews)Villa Il Castagno Wine & Resort
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+9 moreStarting from$265/night
Resort4.8(107 reviews)Villa Acquaviva Wine Resort
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+11 moreStarting from$115/night
Hotel4.6(353 reviews)Castello Di Fonterutoli
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+11 moreStarting from$188/night
Resort4.7(70 reviews)Villa Svetoni Wine Resort
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+12 moreStarting from$357/night
Resort4.6(442 reviews)Borgo Scopeto Wine & Country Relais
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+9 moreStarting from$451/night
Resort4.6(1,011 reviews)Il Borro Relais & Châteaux
Tuscany, Arezzo, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+12 moreStarting from$604/night
Resort4.6(69 reviews)Villa La Selva Wine Resort
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+11 moreStarting from$678/night
Resort4.6(291 reviews)Il Falconiere Relais & Spa
Tuscany, Arezzo, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+11 moreStarting from$476/night
Hotel5.0(5 reviews)Il Borgo di Villa Castelletti Country Hotel
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+9 moreStarting from$115/night
Resort4.8(603 reviews)Castello Banfi Il Borgo
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+11 moreStarting from$642/night
Hotel4.7(441 reviews)Villa il Poggiale
Tuscany, Florence, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+7 moreStarting from$145/night
Hotel4.2(228 reviews)Relais Vignale & Spa
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+5 moreStarting from$140/night
Hotel4.9(38 reviews)Poggio al Casone
Tuscany, Pisa, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+4 moreStarting from$170/night
Resort4.8(374 reviews)Villa Dievole Wine Resort
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+7 moreStarting from$290/night
Hotel4.8(17 reviews)Valdonica Winery & Residence
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+7 moreStarting from$165/night
Resort4.8(153 reviews)Wine Resort Conti di San Bonifacio
Tuscany, Siena, Italy
Wine tastingWine tastingVineyard tourVineyard tourBreakfastBreakfast+15 moreStarting from$415/night
About Tuscany winery hotels
Tuscany is wine relais country: stone farmhouses turned design-led hotels, Sangiovese-scented mornings, and long lunches under cypress trees. From Chianti Classico and Maremma to Montalcino and Bolgheri, the region is built around slow, scenic stays.
Few wine regions match Tuscany for breadth. The classic heart — Chianti Classico, Montalcino's Brunello, and Montepulciano's Vino Nobile — is anchored by Sangiovese on calcareous clay. The coastal Maremma, the warmer corner immortalised by Super Tuscans, has pivoted to wellness-forward wine resorts that pair Cabernet and Merlot blends with sea breezes. Bolgheri delivers Bordeaux-style estates, while inland Val d'Orcia is UNESCO-listed scenery you eat dinner inside. A typical Tuscan wine relais ('relais' is Italian shorthand for a small luxury hotel) couples cellar visits with cooking classes, truffle hunting, ebike loops through olive groves, and spa rituals built around grape extracts. It is the place to slow down and let the calendar drift.
Frequently asked questions
What is a wine relais in Tuscany?
A 'wine relais' is a small luxury hotel set on a working winery, usually in a restored Tuscan farmhouse or villa. Guests get cellar access, regional cooking, and direct tastings with the producer.
Which Tuscan area is best for a first wine trip?
Chianti Classico between Florence and Siena delivers the highest concentration of vineyards, restaurants, and wine relais. Combine three or four nights there with a single night in Montalcino or Bolgheri for variety.
When is harvest season in Tuscany?
Tuscan harvest typically runs late August through early October, depending on grape and altitude. Many wine relais run 'vendemmia' guest experiences during this window — book six months ahead.
Are wine resorts in Tuscany family-friendly?
Most are. Look for relais with pools, cooking schools, and farm experiences — these are explicitly built for multigenerational stays. A handful of design-led estates remain adults-only; check before booking.
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