Chianti & the Val d’Elsa Guided Walking Holiday

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Type: European Centre Based
Walking Grade: 1 & 2

Explore the romantic Tuscan hills from our base in Colle di Val d’Elsa, which is ideally situated for us to enjoy great walks amongst the rolling hills and vineyards of the famous Chianti wine region, as well as the beautiful landscapes surrounding Colle and the medieval skyscrapers of nearby San Gimignano.

Holiday Highlights

  • Sample the wonderful cuisine at our hotel within the walls of Colle’s old town
  • Reach San Gimignano and wander through the atmospheric alleyways
  • Discover pretty Radda and charming Castellina on our walks
  • Enjoy a well deserved glass of Chianti after leisurely walks amongst quintessentially Italian landscapes

What’s included

  • A full programme of guided walks with 2 options every walking day
  • All transport to and from walks
  • The services of experienced HF Holidays' leaders
  • "With flight" holidays include return flights from the UK and hotel transfers
  • 7 nights' en-suite accommodation
  • Half board – 7 buffet breakfasts and 7 evening meals

Trip Notes

Trip notes are detailed, downloadable PDF’s for each holiday, please click the button below to find the right trip notes for your departure date.

Palazzo San Lorenzo Hotel & Spa, Chianti, Italy

Situated in the centre of the ancient town of Colle di Val d’Elsa, this elegant 4-star 17th century palace has been lovingly restored and now offers the perfect mix of tradition and modern comfort. The bright and spacious bedrooms offer modern furniture and real wood flooring while the restaurant produces exquisite Tuscan cuisine. The wellness centre features a sauna, small pool, relaxation area and steam bath - perfect for unwinding at the end of the day. The medieval streets of Colle di Val d’Elsa are right on the doorstep and are begging to be explored.  


The hotel’s 48 well-appointed bedrooms feature:

  • Air conditioning
  • Television
  • Room safe
  • Fridge
  • Telephone
  • Toiletries
  • Free Wi-Fi


The Palazzo San Lorenzo has a fabulous wellness centre, a fully stocked bar with ample seating areas, restaurant and café serving local delicacies and goodies.

Food & Drink

Breakfast is an extensive buffet with a range of hot and cold options including sliced meats, cheeses and pastries served in the hotel restaurant.

Lunch (payable locally)
The hotel can provide picnic lunches for an additional charge but must receive your order the day before. Alternatively you can purchase ingredients for lunches at the local shops. Your leaders will inform you of the best options.

Evening Meal
The hotel provides a 3-course meal each night, served to your table with options for each course. There is always a vegetarian option available and all dietary requirements can be catered for with advance notice.

Your Evenings

In Europe, our walking holidays continue into the evening. Enjoy a glass of wine or local beer whilst listening to your leaders outlining the next day's walks.

After a relaxed evening meal take advantage of the warm evenings and chat with your fellow guests drinking a cocktail in the hotel bar.

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Getting to Palazzo San Lorenzo Hotel & Spa, Chianti, Italy

Find out more about this location including travel details and room types.

More Information

Essential Information

Passport Requirements

You may need to renew your British passport if you’re travelling from 1 January 2021.

On the day you travel, you’ll need your passport to both:

  • have at least 6 months left
  • be less than 10 years old (even if it has 6 months or more left)

Use the government website to see if your passport is valid for this holiday

EHIC cards

The UK government has officially launched the Global Health Insurance Card (GHIC), which will replace the European Health Insurance Card (EHIC). UK residents can now apply for one of the GHIC cards, which will gradually replace the EHIC cards as they reach their expiry dates. Every family member travelling requires a GHIC. You can make an application for yourself and on behalf of your partner and any dependent children under the age of 16. Both cards will offer equivalent protection for emergency and medically necessary healthcare needs when in the EU on a temporary stay, which includes holiday, study and business travel. Necessary healthcare includes things like

• emergency treatment and visits to A&E
• treatment for long-term or pre-existing medical conditions
• routine medical care for pre-existing conditions that need monitoring
• oxygen and kidney dialysis

The public only need to apply for their free GHIC cards when their current EHIC expires. The process is likely to take two weeks. For more information visit

The GHIC is not an alternative to travel insurance. We advise all holidaymakers to also invest in travel insurance that covers healthcare, so they are covered for other issues that may arise, as well as cancellations and lost luggage.

Essential Equipment

To enjoy walking/hiking comfortably and safely, footwear, clothing and equipment needs to be suitable for the conditions. Safety and comfort are our priorities, so our advice is to come prepared for all eventualities.

  • Footwear with a good grip on the sole (e.g.Vibram sole) is the key to avoiding accidents.
  • Walking/hiking boots providing ankle support and good grip are recommended (ideally worn in), and specialist walking socks to avoid blisters.
  • Several layers of clothing, which can be added or removed, are better than a single layer (include spares).
  • Fabrics (lightweight and fast drying) designed for the outdoors are recommended.
  • Waterproof jacket and waterproof over trousers.
  • Warm hat and gloves. 
  • Denim jeans and capes are not suitable on any walks.
  • Rucksack with a waterproof liner.
  • Thermos flask for hot drink.
  • Water bottle (at least 2 litre).
  • Spare high-energy food such as a chocolate bar.
  • Small torch.
  • First aid kit – your leader’s first aid kit doesn’t contain any medication or blister kits (such as Compeed).
  • Sun hat and sunglasses
  • Sun cream.

Optional Equipment

  • Walking poles are useful, particularly for descents.
  • Insect repellent.
  • Camera.
  • Gaiters.

Guest Reviews

European Centre Based
Walking Grade:

Fully Booked

020 3974 8865

For group bookings of 10+ people click here

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