Siena trip planner

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Siena

Trip Planner Europe  /  Italy  /  Tuscany  /  Province of Siena  /  Siena
(4.5/5 based on 28,000+ reviews for top 30 attractions)
Things to do: sightseeing, historic sites, museums

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings. One of the nation's most visited tourist attractions with museums and a medieval cityscape, it attracts nearly 200,000 foreign visitors each year. If you can, time your holiday to coincide with Palio, a horse race held twice a year. A proud, wealthy, and independent city-state during the Middle Ages, Siena, now a World Heritage site, produced a huge amount of significant medieval art, including painting, sculpture, and architecture. New buildings erected within the city walls must be designed to maintain Siena's medieval character and beauty. Even the strikingly modern structures blend in with the ancient ones. In the build up to your vacation in Siena, plan trip itinerary minutiae using the visitor reviews, staff write-ups, and custom search fields on our Italy trip generator.
Create a full itinerary — for free!

Plan your trip to Siena

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Siena

To enjoy panoramic views of Siena's historical old town, check into a luxury hotel in the city center. If you are looking to escape the activity of the main tourist areas, consider staying at a hostel or guesthouse just outside the central areas. Private multi-room villas in the residential neighborhoods offer landscaped outdoor space and secure parking. For something a little different and considerably less expensive, explore one of many B&Bs in the vineyards and olive groves of Siena's countryside.
CHECK IN - CHECK OUT
Millions of travel reviews
on TripAdvisor

Extend your holiday

Visit top cities near Siena:
Historic sites, sightseeing, classes
Visit for: 4 daysStart a plan »
Wineries, sightseeing, historic sites
Visit for: 3 daysStart a plan »
Wineries, historic sites, sightseeing
Visit for: 2 daysStart a plan »
Wineries, outdoors, historic sites
Visit for: 2 daysStart a plan »
Historic sites, museums, sightseeing
Visit for: 2 daysStart a plan »

Recently planned trips to Siena

16 days in Italy BY A USER FROM CANADA May, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Medium 3 days in Siena & Assisi BY A USER FROM PUERTO RICO July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 9 days in Italy BY A USER FROM PUERTO RICO July, fast-paced, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Fast-paced 10 days in Italy BY A USER FROM PUERTO RICO July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 7 days in Siena & Pisa BY A USER FROM NORWAY March, culture, romantic, popular & hidden gems PREFERENCES: March, culture, romantic ATTRACTION STYLE: Popular & hidden gems PACE: Medium 13 days in Italy BY A USER FROM INDONESIA June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 3 days in Siena BY A USER FROM SWEDEN May, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Medium 15 days in Italy BY A USER FROM SINGAPORE June, culture, historic sites, hidden gems PREFERENCES: June, culture, historic sites ATTRACTION STYLE: Hidden gems PACE: Medium 20 days in Italy BY A USER FROM NEW CALEDONIA May, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Medium 6 days in Tuscany BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic ATTRACTION STYLE: Hidden gems PACE: Medium 11 days in Italy BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, beaches, popular PREFERENCES: May, culture, outdoors, relaxing, beaches ATTRACTION STYLE: Popular PACE: Medium 18 days in Italy BY A USER FROM INDONESIA June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium
View more plans

Inspirock Trip Planner in the News