HPB’s holiday booking service has been rated 4.7 out of 5
based on 14720 customer reviews on Feefo.
Feefo Platinum Award Feefo logo

Winter in Tuscany | Discover Siena

Posted by Luci Ackers on 6 November 2017
Related property: Stigliano
Winter in Tuscany | Discover Siena

Siena is widely considered one of Italy's loveliest medieval cities.

In the heart of Tuscany, Stigliano is just half an hour away from Siena and all the cultural delights the picturesque city has to offer. As the autumn and winter hit, Tuscany is still as beautiful as ever, and there is plenty to see and do.

Here’s how to make the most of Siena this season:

Sight-seeing without the crowds

The weather is still better than England but, because it’s no longer summer, you’ll notice a considerable drop in the number of tourists you’re sharing the streets with. Take the opportunity to see some of Siena’s most famous sights and get some great shots without all the crowds.

Siena Cathedral

The Duomo di Siena is a beautiful example of medieval architecture. It’s built in a Gothic Romanesque style and the façade is really fascinating with a large mosaic located above the front rose window.

The cathedral is open on most days of the year, so you can go and explore the inside as well as the fine exterior. There are different rooms and areas to access, so you will need a different ticket depending on where you want to see. Take a look on the website for all the info you’ll need before visiting.

Piazza del Campo

Famous for the biannual Palio horse race that takes place throughout the town square each year, the Piazza del Campo has been a focal point for Siena and the Sienese people for hundreds of years. It’s thought to be one of Europe’s greatest medieval squares. The buildings encircling it are all incredibly elegant and in the centre is the Fonte Gaia, a large white fountain which dates from the 14th century.

City Hall

The public palace or Palazzo Pubblico, with its fine gothic architecture, is a must see for keen artists. It has been Siena's City Hall for close to 800 years and it's packed with the famous frescos of Simone Martini as well as other artistic treasures – the first floor being home to the Museo Civico. From the Palazzo Pubblico there is also access to the bell tower, the Torre del Mangia; after a 400-step hike to the top you can see the breathtaking panorama of the Sienese countryside. The Palazzo Pubblico building is slightly concave, fitting snugly into its position on the Piazza de Campo, you can’t miss it!

Check the website here before you set off for opening times and prices.



The main Christmas celebrations in Italy usually extend from 6th December, which is traditionally the feast day of St. Nicolas, to the 6th January, which is the day of the Epiphany. This means there is a good number of fairs and events taking place throughout the period.

Piazza del Campo hosts the traditional Christmas market, come December. It usually takes place on the first weekend of the month. More than 150 stalls transform the space into a medieval-style market place selling all kinds of local produce, food, drink and crafts. The restaurants and cafés surrounding the square also often get involved.

In the Giardini La Lizza, the little park near the bus station, a Christmas village pops up each year. There’s an ice rink, so you can put your skating skills to practice, there are things for the kids and food stalls too.

New Year

The festivities continue through December and into the new year. On the 31st, New Year’s Eve celebrations will kick off in the Piazza del Campo with music, fireworks and fun.

February brings with it Carnival which is always an exciting affair! Throughout Italy, Carnival is a pre-Lent season of colourful celebration, generally taking place in February. Traditionally the event is a public one and there are celebrations and parades through the streets. Different cities have different traditions and the duration of the Carnival will depend on your location. In Siena, there are often 17 mini Carnivals – one for each of the contradas, or city districts. There is music in the street, colour, dance, games and entertainment.

Luci Ackers

Luci Ackers

Luci loves getting out and about for a good cycle ride or easy-going walks in the countryside, and thoroughly enjoyed the time she previously spent working for the National Trust. Her love of writing started from a young age and on rainy days nothing beats curling up in a secret corner with a good book.

How can I find out more?

The Holiday Property Bond could do as much for your quality of life as it has done for many thousands of families who have already invested. That's why we invite you to get in touch with us in any of these 3 ways and please don't forget our unique 'Money back promise' and 'interest free loan' options.

Request our brochure Speak to a representative Explore one of our UK sites

Please request our fully illustrated holiday property brochure

Please read "How HPB works" and then we will be delighted to send you our brochure, including our property portfolio, and your FREE copy of Insight Magazine. See the beautiful holiday homes and magnificent locations where you can spend your holidays as a Bondholder and learn how impressed Bondholders have been by our handling of the problems caused by coronavirus.

Please complete and submit the form or, alternatively, telephone our FREE brochure request line on 0800 230 0391

Request a brochure
Title *  
First Name *  
Surname *  
Email address *
Postcode *  
Telephone number
How did you hear about us?

We will use the details you provide above to send you our detailed HPB brochure and keep you updated about HPB holiday offers. Details of how we use the information you provide are in our privacy policy.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

* Indicates required fields
HPB’s holiday booking service has been rated 4.7 out of 5 based on 14720 customer reviews on Feefo.

You can speak to one of our representatives

Your local HPB representative will be happy to call or video call you at a convenient time for an informal chat. Simply fill in your details and we'll do the rest.

Most of our representatives are Bondholders themselves and all have visited a number of Bond sites.

The representative will give you all the information you need and then leave you to make up your own mind. He or she will talk to you about your holiday requirements and what level of investment is needed to secure the kind of holidays you want.

Video chat now available with a local representative

This request is for new enquiries only, if you are an existing Bondholder please contact us via myBond.

How should we contact you? *  
Title *  
First Name *  
Surname *  
Email address *
Telephone number *  
Post code *  
Preferred Date/Time
Preferred Date/Time 2
Preferred Date/Time 3
Please contact me to arrange a date

Your local representative will contact you to confirm the date and time.

Date/Time *  
How did you hear about us?
Chosen date (choose above) *
Chosen time (choose above) *

We will use the details you provide above for a representative to contact you. Details of how we use the information you provide are in our privacy policy.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

* Indicates required fields

Receive a free £20 M&S gift card when you find out more...

Have a Private Tour, Personal Presentation, Video Call or Home Appointment between 1st - 31st May 2024 and we’ll give you a free £20 M&S gift card to thank you.

...And you could double your Holiday Points for your first year!

Become a Bondholder by 31st May and we’ll enter your details into our Prize Draw for your chance to double your Holiday Points for your first year.

These extra points are for one use only. You can redeem them on holiday accommodation where and when you wish, but they will not be renewed once you have used them. Your local representative will give you full details of this offer.

See our stunning holiday properties for yourself

Having a Private Tour at an HPB holiday location is an enjoyable way to see the high standards of furnishings and facilities you could enjoy with HPB. One of our representatives will show you around the site and answer any questions you may have.

Alternatively, you are welcome to book a Personal Presentation at a hotel near you. You can chat to one of our representatives, ask your questions and view the complete portfolio of HPB locations.


This advertisement is issued by HPB Management Limited (HPBM), the main UK agent and the property manager for HPB, authorised and regulated by the Financial Conduct Authority, registered at HPB House, Newmarket, Suffolk, CB8 8EH. HPB is available exclusively through HPBM. HPB is issued by HPB Assurance Limited (HPBA) registered in the Isle of Man and authorised by the Financial Services Authority there. The Trustee of HPB is Equiom (Isle of Man) Limited, registered at Jubilee Buildings, Victoria Street, Douglas, Isle of Man, IM1 2SH. The Securities Adviser is Stanhope Capital LLP of 35 Portman Square, London W1H 6LR. No medical examination is required.

HPBM promotes only HPB and is not independent of HPBA. Holders of policies issued by HPBA will not be protected by the Financial Services Compensation Scheme if the company becomes unable to meet its liabilities to them but Isle of Man compensation arrangements apply to new policies.