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.

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, wineries
Visit for: 4 daysStart a plan »
Wineries, sightseeing, religious sites
Visit for: 3 daysStart a plan »
Wineries, historic sites, sightseeing
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

23 days in Tuscany & Cinque Terre BY A USER FROM CYPRUS November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 8 days in Italy BY A USER FROM UNITED STATES April, popular PREFERENCES: April ATTRACTION STYLE: Popular PACE: Medium 23 days in Europe BY A USER FROM SOUTH AFRICA May, culture, outdoors, romantic, historic sites, museums, popular & hidden gems PREFERENCES: May, culture, outdoors, romantic, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 19 days in Europe BY A USER FROM SOUTH AFRICA May, outdoors, romantic, historic sites, popular & hidden gems PREFERENCES: May, outdoors, romantic, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 52 days in Europe BY A USER FROM THAILAND March, fast-paced, popular PREFERENCES: March ATTRACTION STYLE: Popular PACE: Fast-paced 19 days in Europe BY A USER FROM SOUTH AFRICA May, culture, outdoors, historic sites, museums, popular & hidden gems PREFERENCES: May, culture, outdoors, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 13 days in Italy BY A USER FROM MEXICO May, culture, relaxing, romantic, historic sites, popular PREFERENCES: May, culture, relaxing, romantic, historic sites ATTRACTION STYLE: Popular PACE: Medium 14 days in Italy BY A USER FROM UNITED STATES February, popular PREFERENCES: February ATTRACTION STYLE: Popular PACE: Medium 10 days in Italy BY A USER FROM CANADA May, culture, historic sites, museums, slow & easy, hidden gems PREFERENCES: May, culture, historic sites, museums ATTRACTION STYLE: Hidden gems PACE: Slow & easy 11 days in Italy & City of San Marino BY A USER FROM MEXICO October, historic sites, popular & hidden gems PREFERENCES: October, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 17 days in Italy BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 33 days in Italy & L'Isle-sur-la-Sorgue BY A USER FROM AUSTRALIA June, culture, relaxing, romantic, historic sites, slow & easy, hidden gems PREFERENCES: June, culture, relaxing, romantic, historic sites ATTRACTION STYLE: Hidden gems PACE: Slow & easy
View more plans

Inspirock Trip Planner in the News