Hotel Reservations  

+39.0577.967511 | 866.963.5005

Local Area

Out & About


Mountain bikes are available at Castello di Casole for romantic rides through meadows and along tree-lined roads that crisscross the estate. Mensano, Radicondoli, Casole d’Elsa and especially Monteriggioni are excellent mountain biking destinations. For the ambitious, San Gimignano and Colle di Val d’Elsa are favorite half-day trips.
For road riders, there is an exceptional biking center just down the road from the Castello. Ask the concierge about having a touring package fitted for your arrival – for we are at the center of the best biking in the world.


The Castello di Casole estate is home to some of the best food in Tuscany. But for those who like to get out and explore, we’re pleased to recommend several amazing Italian restaurants near the property and beyond. The concierge can recommend some of the best restaurants in Italy, so bring your appetite and buon gusto!


Horseback riding in Tuscany is one of life’s greatest joys. There’s nothing as romantic and invigorating as riding through the majestic groves, sprawling valleys and lush vineyards of Italy’s most beautiful countryside. A spectacular equestrian center is located about 35 minutes from the Castello di Casole estate, providing the perfect opportunity for trail rides and horseback tours. Ask your concierge to arrange a horseback adventure during your vacation in Tuscany.


Many of the best and oldest golf courses in Italy are located within 60 to 90 minutes from the estate; a few even offering preferred rates exclusively for our Owners and guests. The concierge can assist with tee times and club rentals at the course of your choice. We would also note that these are traditional, often older courses, carved from rolling terrain. And while they are not manicured resort courses, they do offer a wonderful opportunity to add 18 memories to your next visit to Tuscany.

Ugolino Golf Club (1 hour)

Castelfalfi Golf Club (40 minutes)

Abbadia Golf Club (20 minutes)

Poggio Dei Medici Golf Club (1.5 hours)

Punta Ala Golf Club (2 hours)

Links to all golf courses in Tuscany 


Hiking in Tuscany is one of the world’s great traveling experiences, the perfect way to see the best of Italy’s natural landscapes. Hike through vineyards and olive groves, past historic castles and hamlets to relish the peace and harmony of the landscape. You can purchase a map through the concierge and explore on your own or join an English-speaking guide for a new perspective and panorama. Guided tours accommodate individuals of various abilities and pace, and appeal to both the casual yet enthusiastic walker, as well as the experienced hiker. The guides we work with are eager to share their love and knowledge of the natural world. The concierge can recommend the favored hiking trails in Tuscany, so decide how far you’d like to go and be on your way.


Shopping in Italy offers an experience like no other for those who follow the latest trends and fashions. From your vacation home in Tuscany, day trips into Florence and Siena can take you to the latest and greatest Italian styles and garments. Small boutiques that meander the cities cobblestone streets are sure to offer designs for every taste. Or all the name brand designer outlets are located a short drive from the estate. Castello di Casole also offers private shopping guides that will help you find the secrets of Italy. Ask your concierge about this exclusive service only available to Owners and guests.

Truffle Hunting

Foodies from around the world dream of truffle hunting in Tuscany, home to the most delectable and rare truffles on earth. Owners and hotel guests may join a truffle treasure hunt on a one-day excursion in the Crete Senesi, the clay hills of Siena. In a small group (8 people maximum), explore private reserves guided by expert truffle-hunters who will explain all you need to know to find these curious, elusive delicacies. You will be assisted by experienced and inseparable dogs of the Lagotto Romagnolo breed – essential companions to help locate these precious tubers. Enjoy a relaxing day in nature as you seek out these pungent, culinary gems, then try them yourselves at a celebratory meal afterwards in a local osteria or your villas on the estate.

Wine Tasting

The Greeks called Italy “Enotria” (Land of Wine) and it is in the countless Enoteca and historic wineries that you will taste the wonder that is wine in Italy. Our concierge can help with recommended Italian winery tours, wine tasting routes and the better places to stop for lunch. But half the fun in Tuscany is simply setting forth on your own path of discovery.

Italy is home to an astounding 2,000 indigenous grape varietals and the best known is that of the Castello’s region, Sangiovese. The country is famed for top producers such as Sassicaia and Antinori, and wine styles such as Brunello di Montalcino, Vino Nobile di Montepulciano, Vernaccia di San Gimignano and “Super Tuscans.”

Brunello di Montalcino, Vin Santo, Chianti Classico and Vino Nobile di Montepulciano all of these mythical wines hail from the same lovely region- Toscana, Tuscany. The principal red grape varietal, responsible for all DOCG reds, is Sangiovese. Sangiovese clones are also used widely. The grape is capable of producing rich red wines with body and depth and is suitable to long oak ageing. Brunello di Montalcino is probably the most sought after example of Sangiovese, with Rosso di Montalcino a close second. Top producers of these excellent wines include: Argiano, Barbi, Castello Banfi and Il Poggione. Montepulciano, a superbly preserved medieval village, produces some delicious red wines, the Vino Nobile, at wineries like Icario where the new and old world collide.

Chianti Classico (the best of the Chiantis; the second best regarded sub region of Chianti being Chianti Rufina), is probably the most famous Italian wine there is. Chianti Classico stretches south from Florence to Siena and is one of the prettiest wine regions in Europe. World class vintages have included 1997 and 1990, with the wines of Badia a Coltibuono (a perfect destination for a visit and terrace lunch), Marchesi Antinori (also famous for Super Tuscans “Tignanello” and Cabernet dominated “Solaia”) and another Antinori Lodovica with his “Ornellaia” and “Masseto.” And Castello di Volpaia (a world class winery located in the gorgeous hamlet of Volpaia), being some of the most prestigious and well-respected.

“Super Tuscans” are wines that have not been allowed to receive DOCG status (Denominazione di Origine Controllata e Garantita, the highest appellation in Italy) as they have been made with “non traditional grapes,” namely Cabernet Sauvignon and Merlot. The DOCG designation has not limited the ambition or result of vineyards, who have produced exceptional varietals, including Petra, Massa Vecchia, Erik Banti and Tua Rita.


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