The 15 Best Things To Do in Montepulciano

Planning your Tuscan adventure and searching for the best things to do in Montepulciano? In 2025, Montepulciano continues to enchant visitors with its timeless beauty and authentic Italian charm. Perched atop a scenic hill, this medieval town offers a unique blend of historical landmarks, world-renowned vineyards, and captivating cultural experiences. Whether you're a wine enthusiast, a history buff, or simply seeking a picturesque escape, Montepulciano's array of activities ensures a memorable journey.

Our curated guide unveils Montepulciano's most rewarding experiences, from exploring the iconic Piazza Grande to indulging in the region's celebrated Vino Nobile. With tourism in Tuscany steadily increasing, reaching over 5 million visitors in 2025, Montepulciano has enhanced its offerings to cater to diverse interests. Discover fascinating Montepulciano Attractions, embark on unforgettable Montepulciano day tours, or immerse yourself in unique Montepulciano Experiences. Plan your Montepulciano Itinerary to include the very best Montepulciano Highlights. For other Montepulciano Activities, be sure to visit the Homepage.

Each recommendation in our carefully selected list has been chosen for its exceptional visitor satisfaction, cultural significance, and overall contribution to the Montepulciano experience. Get ready to explore the very best things to do in Montepulciano, expertly curated to help you craft the perfect itinerary for your visit to this beautiful corner of Tuscany.

1. Piazza Grande - The Heart of Montepulciano

Piazza Grande, the main square of Montepulciano, embodies the town's Renaissance splendor. It's the highest point in Montepulciano and a must-see for anyone visiting. This grand piazza is surrounded by impressive buildings, including the Palazzo Comunale and the Duomo. The square comes alive during festivals and events, drawing visitors and locals alike. For an unforgettable experience, visiting Piazza Grande is one of the top things to do in Montepulciano. It's a captivating blend of history and architectural beauty.

Why go? To soak in the historical atmosphere and architectural grandeur. Furthermore, it provides a perfect backdrop for photos and is a central meeting point in town. Don't miss the chance to climb the Palazzo Comunale's tower for panoramic views. Insider tip: Visit during sunset for breathtaking scenery. Exploring Piazza Grande is essential to fully appreciate Montepulciano's charm. Considering Montepulciano Attractions and Montepulciano Highlights, it's undoubtedly a focal point. You can easily find information about Montepulciano Activities online before your trip.

2. Vino Nobile di Montepulciano - Wine Tasting

What better way to experience Montepulciano than through its renowned Vino Nobile? Wine tasting is a must! Discover the rich history and tradition behind this exquisite wine. The experience typically involves a guided tour of local wineries, where you'll learn about the winemaking process, from grape to glass. Then, of course, comes the tasting itself! Sample different vintages, appreciating the nuances of flavor and aroma. For those seeking unique Montepulciano Activities, this is unmissable.

Why go? It's an immersive journey into the heart of Tuscan culture. Wine tasting offers a sensory experience, combining stunning landscapes with exceptional wines. Many wineries also offer pairings with local cheeses and cured meats, enhancing the experience even further. For those interested in Montepulciano day tours, this is a great add-on.

Don’t miss: Seek out smaller, family-run wineries for a more personal and authentic experience. Consider booking in advance, especially during peak season. Also, ask about vineyard tours. They will provide a behind-the-scenes glimpse into the world of wine production. Finally, if you're passionate about food and drink, explore Montepulciano Experiences to find similar activities. This is one of the top things to do in Montepulciano!

3. Cantina Contucci - Historic Wine Cellar

Cantina Contucci, a historic wine cellar, is an integral part of Montepulciano's rich winemaking heritage. Located beneath the Palazzo Contucci, it offers a glimpse into centuries of winemaking tradition. This family-run cellar allows visitors to explore the aging process of Vino Nobile di Montepulciano, a local specialty. Therefore, it is a must-see destination for wine enthusiasts. In addition, the cellar's ancient architecture and atmosphere provide a unique setting for learning about Tuscan wine culture. For those planning Montepulciano Itinerary, including Cantina Contucci will offer a rich cultural and tasting experience.

Why visit? Because it offers an authentic wine experience in a historic setting. The Contucci family personally guides tours, sharing their passion and knowledge. So, you will learn about the production of their renowned wines and sample their exquisite offerings. Plus, the cellar’s location under the Palazzo Contucci provides a fascinating connection to Montepulciano’s noble history. This makes it one of the essential Montepulciano Attractions for a truly immersive cultural experience.

Don't miss the opportunity to sample the Vino Nobile di Montepulciano directly from the barrels. Furthermore, explore the ancient cellars and learn about the Contucci family's winemaking secrets. Insider tip: Book your tour in advance to ensure availability, and allow ample time to savor the wines and the atmosphere. Exploring the Montepulciano Experiences will certainly add to the richness of your journey.

4. Duomo di Montepulciano - The Cathedral

The Duomo, or Cathedral of Montepulciano, stands as a central religious landmark in the town. This 16th-century structure, though simple in facade, holds significant artistic value. It's a must-see for those interested in the religious history and artistic heritage of the area. Construction began in 1594 and wasn't consecrated until 1680. As you plan your exploration, consider the array of Montepulciano Attractions.

Why visit? For one, the interior houses masterpieces, including a triptych by Taddeo di Bartolo. Furthermore, the Duomo represents the spiritual heart of Montepulciano. Consequently, it offers a tranquil escape from the bustling streets. Don’t miss the Assumption of the Virgin altarpiece; its artistic detail and historical significance capture the essence of Renaissance artistry. For a deeper dive, Montepulciano day tours can offer guided insights.

While there, take a moment to appreciate the uncompleted facade, a testament to the town's evolving history. Inside tip: Check for local mass schedules to witness the Duomo in its most spiritual form. Afterward, consider exploring Montepulciano Experiences to complete your cultural visit. So, make sure the Duomo is on your list of things to do in Montepulciano; you won't regret it!

5. Fortezza di Montepulciano - Fortress Views

The Fortezza di Montepulciano, a historic fortress, provides breathtaking panoramic views of the Tuscan countryside. What was once a military stronghold is now a serene vantage point, offering a unique perspective on the rolling hills and vineyards of Montepulciano. Its ancient walls and towers whisper tales of the past. Moreover, the fortress grounds often host cultural events, adding another layer to your visit. Discover Montepulciano Attractions and consider taking Montepulciano day tours to fully experience the area.

Why go? The views alone are worth the trip, presenting an unforgettable photo opportunity. It's an ideal spot for those seeking stunning landscapes and a peaceful escape from the bustling town center. Furthermore, the fortress adds a historical element to your exploration of Montepulciano. Don't miss: the chance to walk the perimeter and soak in the 360-degree vistas; it is truly magnificent. Check out Montepulciano Itinerary for trip planning advice.

6. Museo Civico - Art and History Museum

What is it? The Museo Civico, nestled in the Palazzo Neri Orselli, showcases Montepulciano’s rich artistic and historical heritage. It features a diverse collection, including Etruscan artifacts, Renaissance paintings, and Della Robbia terracotta sculptures. Therefore, it provides a glimpse into the town’s evolution through centuries. It's also a pivotal point for understanding local culture, adding to the list of essential things to do in Montepulciano.

Why go? Visiting the Museo Civico provides insight into the artistic prowess of the region. The museum’s curated exhibits offer a detailed exploration of Montepulciano's past. Furthermore, seeing masterpieces by local artists makes it an enriching experience. Consider joining Montepulciano Activities to enrich your museum visits with historical context.

Don’t miss: Check out the Etruscan pottery collection and the 14th-century paintings. Insider tip: Take your time to admire the intricate details of the Della Robbia sculptures. Before you leave, be sure to see if they offer any temporary exhibitions, because those are always can't miss!

7. Temple of San Biagio - Renaissance Architecture

The Temple of San Biagio, situated just outside Montepulciano's walls, stands as a stunning example of Renaissance architecture. Designed by Antonio da Sangallo the Elder, this 16th-century church is renowned for its harmonious proportions and elegant travertine facade. The temple’s design reflects the High Renaissance ideals of symmetry and balance, making it a must-see for architecture enthusiasts. Its serene setting enhances its beauty, offering a peaceful escape from the town's bustling center. For those exploring Montepulciano Attractions, this architectural gem offers a unique perspective on the artistic achievements of the era.

Why visit San Biagio? The architectural purity and peaceful ambiance are compelling reasons. Furthermore, its location offers panoramic views of the surrounding Tuscan countryside. Don't miss the opportunity to photograph the temple from various angles to fully appreciate its design. Additionally, take time to walk around the grounds and absorb the tranquility. To fully immerse yourself in the history and beauty, consider visiting during the quieter morning hours; after that, you’ll truly capture its essence. San Biagio is, without a doubt, a highlight of Montepulciano Highlights.

8. The Colonna del Marzocco

The Colonna del Marzocco is a historical column topped with the Marzocco, the heraldic lion symbolizing Florence. It's an iconic landmark reflecting Montepulciano's past ties to Florence. Originally erected to signify Florentine dominion, it now stands as a testament to the town's rich history. Finding it is essential for those interested in uncovering Montepulciano's heritage. Besides offering a glimpse into the past, it provides a perfect photo opportunity.

Visiting the Colonna allows you to connect with Montepulciano’s history. The Marzocco statue atop the column reminds us of the town's historical relationships. Don't miss this significant historical monument while exploring things to do in Montepulciano. Considering its central location, seeing the column can easily fit into your Montepulciano itinerary. For more Montepulciano Attractions, consider joining Montepulciano day tours that highlight this important landmark.

Insider tip: The Colonna del Marzocco is often a starting point for guided tours. Look for local guides to learn more about its historical significance. Furthermore, take a moment to appreciate the craftsmanship of the column and statue. Remember to explore nearby streets. They offer stunning views and additional historical insights. Finally, make sure to check out other Montepulciano Experiences for an in-depth experience.

9. Crociani Arte - Art Gallery

Crociani Arte is a premier art gallery in Montepulciano, showcasing a diverse collection of contemporary and classical artworks. As you explore things to do in Montepulciano, immersing yourself in art provides a unique cultural experience. The gallery features both established and emerging artists, making it a must-visit for art enthusiasts. With its central location, it’s easily accessible and offers a serene escape from the bustling streets.

Why go? Crociani Arte provides a window into the vibrant art scene of Tuscany. It's an ideal place to discover unique pieces and perhaps even find a special souvenir. Moreover, the gallery's knowledgeable staff can provide insights into the artists and their works, enhancing your appreciation. Consider this a highlight of Montepulciano Attractions.

Don’t miss:

Be sure to check out the featured exhibitions, which often rotate and showcase new talent. Also, take your time to appreciate the architecture of the gallery itself, as it adds to the overall artistic experience.

Finally, inquire about artist talks or special events that may be happening during your visit to make the most of Montepulciano Experiences.

10. Walk the Walls of Montepulciano

What could be more appealing than seeing the city from above? Walking the walls of Montepulciano offers incredible panoramic views of the Tuscan countryside. As you stroll, the rolling hills, vineyards, and olive groves create a picturesque backdrop, making it a perfect activity for photography enthusiasts. Furthermore, this experience provides a unique perspective on the town's layout and architecture.

Why go? This walk combines sightseeing with a touch of adventure, offering a serene escape from the bustling town center. Besides, it’s a fantastic way to appreciate the natural beauty surrounding Montepulciano. For those seeking Montepulciano Attractions, this is one you can't miss. And since the walls are easily accessible from various points in the town, it allows for a flexible addition to your Montepulciano Itinerary.

Don’t miss: Capture the stunning sunsets from the western-facing sections of the walls, which paint the landscape in warm, golden hues. Insider tip: Wear comfortable shoes, as some sections can be uneven. Consider this a relaxing way to immerse yourself in the charm of Montepulciano. Additionally, look for small openings and viewpoints that offer especially breathtaking vistas, making your walk even more memorable.

11. Underground City

Beneath the charming streets of Montepulciano lies a hidden world: the Underground City. This fascinating network of Etruscan tunnels, cellars, and ancient passageways offers a unique glimpse into the town's rich history. Explore the labyrinthine corridors and discover the secrets that have been preserved for centuries. These subterranean spaces, once used for storage and escape routes, now provide an intriguing contrast to the sun-drenched piazzas above. A visit to the Underground City is undoubtedly one of the most unusual things to do in Montepulciano. Furthermore, as you explore, you’ll uncover layers of history reflecting the ingenuity of past inhabitants. Therefore, don't miss this unforgettable experience.

12. Markets and Local Products

Montepulciano's markets are a vibrant showcase of local culture and craftsmanship, therefore making them a must-visit. These markets offer a delightful array of regional products, from fresh produce to handmade crafts. Exploring these markets provides a great opportunity to immerse yourself in the local way of life. Consider visiting on market days to experience the hustle and bustle. Furthermore, this is where you can find authentic Tuscan goods. For instance, the weekly market is perfect for picking up souvenirs. If you're looking for Montepulciano Attractions, this is definitely one!

Why go? To experience authentic Tuscan culture and find unique, locally-made products. Sampling regional delicacies and engaging with local artisans is an experience you shouldn't miss. Moreover, the lively atmosphere adds to the charm.

Don’t miss: Look out for local cheeses, cured meats, and the renowned Vino Nobile di Montepulciano. Also, remember to bargain respectfully to get the best deals. Exploring Montepulciano day tours often includes a stop at these markets.

13. Cooking Class

A cooking class in Montepulciano offers an immersive experience into the heart of Tuscan cuisine. What it is, is a hands-on opportunity to learn to prepare traditional dishes using fresh, local ingredients. Under the guidance of experienced chefs, you'll master regional specialties, from handmade pasta to delectable sauces. Why go? Because it's more than just a class; it's a cultural journey that connects you with the region's rich culinary heritage. Plus, it's one of the best Montepulciano Experiences you can have. Don't miss the chance to savor your creations with local wine pairings, enhancing the flavors and completing this delightful gastronomic adventure. After all, you can then recreate those dishes at home. Consider it one of the Montepulciano Activities to consider during your stay.

14. Bike tour

Discover the scenic beauty of Montepulciano and its surroundings with an exhilarating bike tour. This is an excellent way to explore the rolling hills, vineyards, and olive groves that define the Tuscan countryside. Whether you are an experienced cyclist or a casual rider, there are various routes to suit your skill level. Moreover, this allows you to immerse yourself in the landscape at your own pace. For those seeking adventures in Montepulciano, this offers a unique perspective. Consider joining Montepulciano Activities for a guided experience.

Why go? A bike tour provides a healthy and eco-friendly way to see more of the region than you would on foot or by car. It offers the opportunity to stop at local farms, wineries, and historical sites along the way. Don't miss the chance to taste local products and wines directly from the producers. This is a wonderful inclusion for Montepulciano Itinerary.

Don’t miss: Capture stunning photos of the panoramic views. Consider an e-bike for those challenging uphill climbs to fully appreciate the Montepulciano Highlights. Stop and enjoy local eateries to sample authentic Tuscan cuisine for an all-encompassing experience.

15. Enjoy a Traditional Tuscan Dinner

What could be better than savoring a traditional Tuscan dinner after a day of exploring Montepulciano? This experience offers a deep dive into the region's culinary heritage. Typically, these dinners feature local ingredients and age-old recipes passed down through generations. Of course, it is among the most delightful things to do in Montepulciano.

Why go? For an authentic taste of Tuscany! You'll enjoy dishes like handmade pasta, succulent meats, and flavorful cheeses, all complemented by the region's renowned wines. Therefore, this experience allows you to immerse yourself in the local culture and connect with the community over a shared meal. Discover more Montepulciano Experiences.

Don’t miss: Be sure to try the *pici* pasta, a local specialty, and pair it with a glass of Vino Nobile di Montepulciano. Moreover, many restaurants offer stunning views of the Tuscan countryside, enhancing the dining experience. For travel tips and Montepulciano Itinerary ideas, check local listings. Insider tip: Make reservations in advance, especially during peak tourist season, to ensure you secure a spot at the best restaurants.

From exploring ancient cellars to savoring world-class wines and breathtaking landscapes, Montepulciano offers a tapestry of experiences that captivate every traveler. Embrace the charm of this Tuscan gem, and let its beauty and history create unforgettable memories. Start planning your perfect adventure today!

From exploring ancient cellars to savoring world-class wines and breathtaking landscapes, Montepulciano offers a tapestry of experiences that captivate every traveler. Embrace the charm of this Tuscan gem, and let its beauty and history create unforgettable memories. Start planning your perfect adventure today!