Home | Activities | Weekend in Chianti for a special bachelorette party

Weekend in Chianti for a special bachelorette party

Friends hug each other as they watch the sunset over the Chianti hills during a bachelorette party.
In this post

Let's talk about

Share on

In this post

Every adventure, every trip, every hike with WeHike is synonymous with relaxation, well-being, and joy. These are the same elements we want to offer you for a dream bachelorette party: choose from our most evocative and exciting proposals.

WeHike experiences are designed for those who want to celebrate their bachelorette party surrounded by nature, culture, and authentic flavors. Here are three of our weekend getaway ideas in Chianti, available year-round, combining hiking, tastings, and wellness activities. If you’re looking for other original ideas for bachelorette parties in Tuscany, check out the experiences we organize in the region’s most beautiful hills and villages.

Each package can be enhanced with a fresh pasta cooking class or, during the summer months, with a rafting experience along the Elsa River. The choice is yours: which bachelorette party would you prefer to treat your friends to?

Group of friends during a bachelorette party weekend in Chianti in front of a Tuscan villa.
Group of friends during a bachelorette party weekend in Chianti in front of a Tuscan villa.

Weekend between spas and Chianti hills: relaxation and authentic flavors

Imagine a farmhouse in the hills on the border between Chianti and Crete Senesi, surrounded by woods, vineyards, and pastures: that’s what awaits you with this weekend getaway. The trails along which the hikes take place start from here and, offering different colors and scents in every season, cross the lunar landscapes of the Crete Senesi (famous for their soft shapes and clay that creates shades ranging from gray to red).

During your stay, you and your group can also spend an afternoon at the Rapolano Thermal Baths or the Antica Querciolaia Thermal Baths to rejuvenate yourselves in the warm underground waters. In the evening, a private chef will prepare a dinner under the stars for you, featuring local products, and in the morning, you will find breakfast waiting for you with homemade cakes.

This area, which is less frequented by wine tourists, offers many small villages and farms where you can continue your tastings, including oil and wine. It is an ideal option for groups who want to combine relaxation, trekking, and authentic cuisine. And why not add a fresh pasta course or, in summer, a rafting trip down the Elsa River?

Learn more about the most fascinating routes and villages in the area by reading Weekend in Chianti among vineyards and medieval villages.

A group of friends on an excursion through the woods and vineyards of Chianti for a bachelorette party surrounded by nature.
A group of friends on an excursion through the woods and vineyards of Chianti for a bachelorette party surrounded by nature.

Trekking in the heart of Chianti and dinner at Dario Cecchini’s

The second proposal takes you to Panzano, in the heart of the Chianti Classico region, and the basic “ingredients” are still two: outdoor activities and excellent flavors. The treks follow the ridge of the Conca d’Oro and pass through vineyards and olive groves, ending with a tasting of local wines accompanied by a light lunch or Tuscan snack at a historic winery that produces high-quality wines, including Chianti Classico, Chianti Classico Riserva, Gran Selezione, and IGT. It’s an opportunity to toast with friends and listen to stories from local winemakers.

The evening then takes off with dinner at Dario Cecchini’s (dariocecchini.com), the philosopher of meat and conviviality. If you like, during the weekend, you can combine this program with urban trekking in Florence and a visit to his new restaurant Cecchini in the city (in addition to the cooking class and, in summer, rafting on the Elsa River).

And if you want to prolong the magic of Chianti on your wedding day, discover our experiences in Chianti, perfect for entertaining wedding guests and ideal for giving everyone an authentic experience surrounded by nature, wine, and conviviality.

Friends take part in a fresh pasta cooking class during a bachelorette weekend in Chianti.
Friends take part in a fresh pasta cooking class during a bachelorette weekend in Chianti.

In the footsteps of the Via Romea: villa, vineyards, and dinner under the stars

The third proposal revolves around a historic villa near Castellina in Chianti, Villa Casafrassi, a beautiful 18th-century building with a swimming pool. The area is crossed by the Via Romea Sanese, the ancient road between Florence and Siena, which has now become a green itinerary linking hills, churches, villages, and views of Siena (4- or 5-day treks are also organized to cross it entirely!).

Durante il weekend, avrai modo di condividere la colazione in villa con le compagne prima di partire per un trekking guidato, raggiungendo punti panoramici e con la possibilità di arrivare a piedi anche alle necropoli etrusche. Verso sera, magari dopo un aperitivo, ad attendervi ci sarà una suggestiva cena in vigna sotto le stelle, con prodotti e vini locali.

And if you’re looking for an adrenaline rush, you can also add a cooking class or a rafting trip to the package to make your bachelorette party even more unforgettable.

A group of friends trekking along the Via Romea Sanese in Chianti for an adventure-filled bachelorette party.
A group of friends trekking along the Via Romea Sanese in Chianti for an adventure-filled bachelorette party.

Choose your bachelorette party in Chianti: three unforgettable weekends

Choosing one of these bachelorette party packages means treating yourself to memorable moments and memories, where trekking, culture, and gastronomy intertwine. From spas and wine tastings to walks and historical itineraries, WeHike offers tailor-made experiences available all year round. And with the option to customize your weekend, your memories will be even more beautiful.

See also:

Reviews from those who experienced a bachelorette party in Chianti with WeHike

You might also be interested in

chianti region
Activities
October 6, 2025

Chianti between nature and performance: less stress, more creativity

chianti classico, chianti region, wine
Culture and Events
September 3, 2025

Expo Chianti Classico 2025: wine festival returns to Greve in Chianti

chianti region, villages of chianti
Culture and Events
May 22, 2025

Spring/Summer 2025: the new season of must-see events and happenings in Chianti