New Year’s Eve in Tuscany for Groups: An Entire Monastery for Up to 36 Guests

Are you looking for the perfect place to spend New Year’s Eve in Tuscany with a group of friends or your extended family?

Imagine bringing everyone together for a few days in a historic Tuscan monastery reserved exclusively for your group. A place where you can have dinner together, light the fireplace, count down to midnight and continue celebrating without any other guests around.

Near Cortona, Monastero San Silvestro offers the possibility of renting the entire property exclusively for New Year’s Eve, with accommodation for up to 36 guests.

It is an ideal solution for large families, groups of friends and multiple families travelling together who want to celebrate New Year’s Eve under one roof, combining the freedom and space of a large private home with the unique atmosphere of a historic Tuscan property.

New Year’s Eve in Tuscany for Groups: Independent Apartments with Kitchens

When organising New Year’s Eve in Tuscany for a large group, staying together in one place makes a big difference. At the same time, having some privacy and independence is equally important.

At Monastero San Silvestro, guests stay in independent, fully furnished apartments rather than standard hotel rooms, and each apartment has its own kitchen.

This is particularly convenient when travelling with several families, couples or groups of friends. Everyone can share the celebrations and communal spaces while still having their own private accommodation and the freedom to organise their stay as they wish.

The property can accommodate up to 36 people in total, so there is no need to split a large group between different hotels, B&Bs or holiday homes.

Ground-Floor Apartments for Guests with Limited Mobility

When New Year’s Eve brings together a large extended family, it is also important to consider the needs of older guests or anyone with limited mobility.

For this reason, two of the apartments are located on the ground floor, providing a convenient option for guests who have difficulty getting around or would prefer to avoid stairs.

This can be especially useful for multi-generational family groups, from children to grandparents, allowing everyone to stay together at the same property.

A Large Lounge and Historic Fireplace for Your Evenings Together

One of the most atmospheric spaces at Monastero San Silvestro is the indoor lounge with its historic fireplace, which is available for guests to enjoy.

On winter evenings, a lit fire creates the perfect setting for spending time together: sharing a bottle of wine, talking with friends, preparing for the celebrations and waiting for midnight.

The lounge becomes the heart of the stay and, on New Year’s Eve, a place where the entire group can gather to welcome the New Year together.

New Year’s Eve Dinner: Cook Together or Choose Catering

And then there is one of the most important questions when organising New Year’s Eve for 20, 30 or 36 people: dinner.

In addition to the kitchens available in each apartment, when the entire property is booked exclusively for your group, you will also have access to our kitchen next to the dining room.

This gives you complete freedom to decide how you would like to organise your New Year’s Eve dinner.

If you enjoy cooking, you can prepare dinner yourselves and make the preparations part of the experience, cooking and celebrating together with friends and family.

If you would rather enjoy the evening without worrying about cooking, you can arrange catering for your New Year’s Eve dinner. On request, we will be happy to provide the contact details of our trusted catering service, so you can discuss the best option for your group directly with them.

New Year’s Eve in Cortona, in the Heart of Tuscany

Monastero San Silvestro is a historic 14th-century Benedictine monastery, carefully restored while preserving the character of the original building.

It is located at the foot of the hill below Cortona, approximately 3 km from the historic centre, making it easy to combine your New Year celebrations with a few days exploring one of Tuscany’s best-known hill towns.

You can arrive a few days before New Year’s Eve, stroll through Cortona, explore the surrounding Tuscan countryside and then return to the Monastery to spend the evening together in the privacy of your own group.

Your New Year’s Eve 2027 at Monastero San Silvestro

If you are planning New Year’s Eve in Tuscany for a group of friends or a large family, Monastero San Silvestro offers everything you need to spend a few days together while maintaining the freedom and independence of private accommodation:

• exclusive use of the entire property;
• accommodation for up to 36 guests;
• independent apartments, each with its own kitchen;
• two ground-floor apartments;
• indoor lounge with a historic fireplace;
• kitchen next to the dining room available to the group;
• option to arrange New Year’s Eve dinner with a trusted catering service;
• Cortona’s historic centre approximately 3 km away.

Check Availability for New Year’s Eve 2027

If you would like to spend New Year’s Eve in Tuscany with friends or family, contact us to check availability and conditions for the exclusive rental of Monastero San Silvestro.

A historic Tuscan monastery, accommodation for up to 36 guests and all the space you need to welcome the New Year together.