©

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 26,000+ reviews for top 30 attractions)
Things to do: sightseeing, religious sites, historic sites

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.
Millions of travel reviews
on TripAdvisor

Where to stay

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.
Checking In:
Checking Out:

Extend your holiday

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

Recently planned trips to Siena

20 days in Italy, Paris & London BY A USER FROM PUERTO RICO May, culture, outdoors, relaxing, romantic, popular PREFERENCES: May, culture, outdoors, relaxing, romantic ATTRACTION STYLE: Popular PACE: Medium 18 days in Italy BY A USER FROM PUERTO RICO May, culture, relaxing, romantic, popular PREFERENCES: May, culture, relaxing, romantic ATTRACTION STYLE: Popular PACE: Medium 12 days in Italy BY A USER FROM PORTUGAL June, relaxing, romantic, beaches, historic sites, popular PREFERENCES: June, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Popular PACE: Medium 11 days in Italy BY A USER FROM PORTUGAL June, relaxing, romantic, beaches, historic sites, popular PREFERENCES: June, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Popular PACE: Medium 15 days in Italy, Riga & London BY A USER FROM LATVIA June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 13 days in Italy BY A USER FROM CANADA March, culture, outdoors, romantic, beaches, historic sites, museums, fast-paced, popular PREFERENCES: March, culture, outdoors, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular PACE: Fast-paced 32 days in Europe BY A USER FROM UNITED STATES February, kids, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: February, kids, culture, outdoors, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in Siena BY A USER FROM UNITED STATES September, culture, outdoors, popular & hidden gems PREFERENCES: September, culture, outdoors ATTRACTION STYLE: Popular & hidden gems PACE: Medium 22 days in Italy BY A USER FROM UNITED STATES February, popular PREFERENCES: February ATTRACTION STYLE: Popular PACE: Medium 7 days in Tuscany BY A USER FROM UNITED STATES February, popular PREFERENCES: February ATTRACTION STYLE: Popular PACE: Medium 20 days in Italy BY A USER FROM CANADA May, relaxing, romantic, historic sites, popular PREFERENCES: May, relaxing, romantic, historic sites ATTRACTION STYLE: Popular PACE: Medium 7 days in Florence & Province of Siena BY A USER FROM ITALY January, popular PREFERENCES: January ATTRACTION STYLE: Popular PACE: Medium
View more plans

Inspirock Trip Planner in the News