These Olive Oil Estates and Wineries in Italy Would Love You to Stay the Night

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Feudi Di San Gregorio, Campania

Set in the countryside about a 45-minute drive from the Amalfi Coast, this 1,000-acre wine estate has a new five-room agriturismo in a restored 300 year-old farmhouse. The rooms are decorated with contemporary furniture, and guests have access to a communal kitchen that’s stocked with coffee, olive oil, wine and cheeses, which they can enjoy for free.

Feudi is also home to a Michelin-starred restaurant, Marenna, and its executive chef, Paolo Barrale, is usually available to give cooking lessons. Other possible activities include walks on the property’s many hilly paths and working with the farmers in the wine fields. “When you come stay here, you become one of us,” said Antonio Capaldo, who owns Feudi. Bookings start at 100 euros a night, and include breakfast at Marenna and most activities.

Villa Montecastelli, Tuscany

This organic olive oil farm, an hour south of Florence, features eight upscale accommodations in its 11th-century restored hillside villa. Guests can go biking, hiking, horseback riding (the farm has a stable of horses), work in the farm fields with the olive farmers and take cooking lessons. Bookings start at 195 euros a night, inclusive of breakfast and some activities. Book by emailing amie@villamontecastelli.com.

Also of note, the olive oil expert Nicholas Coleman and the wine expert Dan Amatuzzi will team up to lead a small group trip to Villa Montecastelli from Oct. 20 to 26 as part of their New York-based olive oil company Grove and Vine. Activities on the trip include a workshop on Tuscan grape and olive varieties, visits to boutique wineries in San Gimignano, Chianti and Montalcino, tours and tastings at the estate, a pizza making class and a day trip to Florence. Prices start at $4,900 a person and include accommodations, activities and most meals.

Planeta, Sicily

Planeta produces both olive oil and wine and has two estates on Sicily’s western coast that are a ten-minute drive apart. Its new 14-room hotel, La Foresteria, is set between the two properties and has an infinity pool with views of vineyards and the Mediterranean Sea. The hotel also features a restaurant that specializes in modern Sicilian cuisine.

Guests can take cooking classes, go on wine and olive oil tasting tours and take a guided walk through both estates to learn about indigenous plants and flowers. Visitors also have access to a private villa on the nearby beach, which has lounge chairs and serves drinks. Prices start at 180 euros a night inclusive of breakfast.

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