Things To Do
in Montepulciano

Montepulciano is a hill town in southern Tuscany perched above the Val d'Orcia, renowned for its Renaissance palaces and labyrinthine medieval streets. The town sits on a limestone ridgeline, offering sweeping views over vineyards and olive groves. It is famed for Vino Nobile di Montepulciano, with wine shops and cellar doors lining the lanes.

Visitors wander from Piazza Grande to intimate alleys, savoring local cuisine, wine, and the quintessential Tuscan scenery.

Day Trips

Spend a day exploring around

day 1
Arrival in Montepulciano
morning
:

Arrive in Montepulciano and check into your charming accommodation, soaking in the beautiful Tuscan landscape. After settling in, start your day with a leisurely breakfast at a local café, sampling fresh pastries and Italian coffee. Stroll through the cobblestone streets, taking in the historic architecture and vibrant local life.

afternoon
:

Explore the town's main square, Piazza Grande, where you can visit the impressive Palazzo Comunale and enjoy the panoramic views from its tower. For lunch, indulge in a delicious meal at a traditional trattoria specializing in local dishes and renowned wines. Afterward, head to a nearby vineyard for a wine tasting experience, learning about the prized Vino Nobile di Montepulciano.

evening
:

As the sun sets, take a leisurely walk back through the charming alleys, enjoying the evening ambiance of the town. Dine at a cozy restaurant, savoring seasonal specialties paired with exquisite local wines. End your day with a relaxing gelato while soaking in the magical atmosphere of this Tuscan gem.

day 2
Historical Exploration
morning
:

Start your day with a guided tour of the historic Palazzo Contucci, a noble residence that still produces wine today. Discover the fascinating history of Montepulciano as you explore its ancient walls and artworks. Don’t forget to take pictures of the stunning views from the palace gardens.

afternoon
:

After a delightful lunch, visit the ancient church of San Biagio, set in a picturesque location surrounded by vineyards. Wander through the surrounding area, imbibing the beautiful sights of rolling hills and lush landscapes. To end the afternoon, stop by local artisan shops to find unique souvenirs and handmade crafts.

evening
:

Enjoy a cooking class in a rustic kitchen, where you'll learn to make traditional Tuscan dishes. As you cook, share stories with fellow travelers and your local chef, making the experience all the more enriching. After dinner, relax at a local wine bar, tasting various selections of wines while enjoying the company of new friends.

Cost Guide

Prices

ItemPrice
🍔Meal at inexpensive restaurant$12-18
🥗Meal for two at mid-range restaurant$40-70
Coffee$2-4
🍷Glass of local wine$5-12
🏨One-night stay in a mid-range hotel$90-170

Strengths and Weaknesses

  • Stunning hilltop setting with panoramic views
  • World-class wines and intimate enotecas
  • Compact, walkable historic center
  • Hilly terrain can be challenging for some visitors
  • Limited nightlife compared to major cities
  • Crowds and higher prices during harvest season
  • "Buongiorno" - Good morning
  • "Per favore" - Please
  • "Grazie" - Thank you
  • "Dov'è la fontana?" - Where is the fountain?
  • "Parla inglese?" - Do you speak English?
  • "Quanto costa?" - How much does it cost?

Places to Visit in Montepulciano

Visit one of these nice places.

Piazza Grande

The heart of Montepulciano with Gothic-Renaissance palazzi and the towered skyline; ideal at dawn or sunset.

Chiesa di San Biagio

Stunning Renaissance church set against rolling countryside; dramatic stonework and approach are superb for photography.

Town walls and belvederes

Scenic viewpoints along the historic walls offering sweeping vistas of vineyards and valleys.

Cantina Contucci courtyard

Cobbled courtyards and wine-cellar interiors provide atmospheric, wine-inspired photographic moments.

Culinary Guide

Food in Montepulciano

Montepulciano’s cuisine centers on simple Tuscan flavors—fresh produce, olive oil, beans and breads, and hearty pastas—paired inseparably with its renowned wines.

Montepulciano Famous Food

Signature dishes, delicacies and famous food

Pici all'aglione

Thick hand-rolled pasta tossed with a garlicky tomato sauce; a Tuscan staple found in most trattorie.

Must-Try!

Pappa al pomodoro

Tomato and bread soup with basil and olive oil, a comforting starter or light meal.

Vin Santo e cantucci

Sweet dessert wine served with almond biscotti for dunking.

Bistecca alla Fiorentina

A substantial Tuscan steak often shared; best enjoyed at rustic osterias with robust wines.

Food Markets

Explore local food markets

Mercato settimanale di Montepulciano

Weekly market offering fresh produce, cheeses, meats, and local specialties in the historic center.

Schiacciata all'olio

Olive-oil flatbread sold by several stalls and bakeries, hot and savory, sometimes with rosemary.

Porchetta and street bites

Small portions of roasted pork and simple snacks available from street vendors during market days.

Climate Guide

Weather

Montepulciano experiences a temperate, Mediterranean climate with hot summers and cool winters. Spring and autumn are comfortable for walking and outdoor tastings, while summer can be hot and dry and winter chilly with occasional rain or snow.

How to Behave

Tips on cultural norms and respectful behavior

Greetings and politeness

A courteous hello and a brief exchange in Italian (Buongiorno/Buonasera) goes a long way; greet with a handshake or a kiss on the cheek in familiar circles.

Religious sites

Dress modestly when visiting churches; silence and respectful behavior are appreciated.

Photography etiquette

Ask permission before photographing people, especially in homes or small shops; avoid flash in sensitive interiors.

Safety Guide

Safety

Generally very safe for travelers. Take ordinary precautions against petty theft in crowded areas and keep valuables secure. Be mindful of ZTL zones in the historic center to avoid fines; dial 112 for general emergencies.

Tipping in Montepulciano

Ensure a smooth experience

Tipping Etiquette

Tipping is not mandatory in Italy; rounding up or leaving a small tip for good service is appreciated. Check if a service charge is included in the bill.

Payment Methods

Credit and debit cards are widely accepted in shops, restaurants, and wineries; cash is handy for smaller establishments and markets.

Best Time to Visit

And what to expect in different seasons...

Spring

Mild temperatures and blooming countryside make walking pleasant; ideal for outdoor tastings and city strolls.

Summer

Warm to hot days with lively evenings; expect crowds around harvest time and festival weekends; stay hydrated and seek shade during peak sun hours.

Autumn

Harvest season; excellent for wine tours and scenic vineyard photography; cooler evenings and colorful foliage.

Winter

Chillier and quieter; good for museum visits and cozy truffle-and-wine dining experiences; some outdoor activities may be limited by weather.

Nightlife Guide

Montepulciano at Night

Montepulciano’s nightlife tends to be relaxed and refined, centered on enotecas, wine bars, and candlelit terraces. In peak seasons, there are occasional live music performances in Piazza Grande, but it remains a town for intimate conversations over wine rather than a club scene.

Hiking in Montepulciano

Immerse in an unforgettable hike.

Hill and vineyard overlook loop (Montepulciano countryside)

Moderate loop with panoramic views over Val d'Orcia and rolling vineyards.

Orcia Valley viewpoint trail

Scenic route along the valley floor with photo-worthy vistas.

Forest and olive grove paths around town

Gentle to moderate trails that connect villages and viewpoints.

Airports

How to reach Montepulciano by plane.

Florence Airport (Amerigo Vespucci)

About 1.5-2 hours by car or train from Montepulciano.

Pisa International Airport (Galileo Galilei)

About 2-2.5 hours by car; good for connections to central Italy.

Perugia San Francesco d'Assisi – Umbria (Sant'Egidio)

About 1.5-2 hours by car; smaller but convenient.

Rome airports (Fiumicino FCO or Ciampino CIA)

About 2.5-3 hours by road; many international connections.

Getting Around

Walkability

The historic center is highly walkable with cobbled streets and steep stairs; cars are limited in the core, with parking at town entrances and occasional shuttle services to the center.

Demographics

Explore demographics in this area.

Local residents

Predominantly Italian families and retirees who live in the town year-round.

Tourists

Seasonal influx of visitors attracted by wine, architecture, and scenery.

Wine enthusiasts

A steady international crowd drawn to Vino Nobile di Montepulciano tastings.

Popular Sports

Explore popular sports in region.

Cycling

Popular among locals and visitors, with routes through rolling Tuscan hills and vineyards.

Hiking

Trails across the Val d'Orcia and nearby woodlands provide scenic day hikes.

Transportation

Traffic

Traffic is light in the historic center, but the town uses ZTL zones to limit vehicle access. Outside peak hours, roads to parking lots are manageable; use local buses or taxis for in-town travel.

Accomodations

Find the best place to stay when visiting Montepulciano.

Dietary Restrictions

Tips for restricted diets.

Vegetarian

Many Tuscan dishes can be vegetarian (pappa al pomodoro, ribollita, grilled vegetables). Ask for plant-based options and request meatless preparations where possible.

Health & Medical

Healthcare

Healthcare in Italy is high quality; you’ll find general practitioners (medico di base) and local emergency services. For more comprehensive care, regional hospitals are in nearby Chiusi, Siena, and Florence; carry your EHIC if applicable.

Discover Italy

Read more in our Italy 2025 Travel Guide.

Italy Travel Guide