
Montepulciano Holidays
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Montepulciano Holiday
Our pick of the best Montepulciano Hotel Deals

Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
NZ$1,103
31 Aug - 1 Sept
includes taxes & fees

Nuovo Etruria Resort
Via di S. Martino snc Montepulciano SI
NZ$218
9 Sept - 10 Sept
includes taxes & fees

Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
Fully refundableReserve now, pay when you stay
NZ$636
20 Sept - 21 Sept
includes taxes & fees
9.8/10 Exceptional! (337 reviews)
"Unforgetable experience in the middle of wine country in Tuscany. Higly recommended. the view from the property is amazing. Excellent full breakfast and clean rooms. Only minor complain is the air conditioning in a very hot august months."
Reviewed on 29 Aug 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Montepulciano attractions
Piazza Grande
9.4/10 (125 reviews)
Piazza Grande crowns Montepulciano's summit with Renaissance splendour, serving as the town's cultural heart. Linger at pavement cafés amid historic buildings or catch the thrilling Bravìo delle Botti barrel race.
Terme di Montepulciano Spa
9.0/10 (54 reviews)
Terme di Montepulciano's sulfur-rich waters offer therapeutic treatments for respiratory issues, rheumatism, and skin conditions. Immerse yourself in thermal pools and mud baths amid the serene Tuscan countryside.
Dome of Montepulciano
9.4/10 (144 reviews)
This 16th-century masterpiece of Renaissance architecture showcases perfect proportions and luminous travertine stone. Visit in late morning when sunlight bathes the façade, highlighting its classical details.
Palazzo Avignonesi
9.6/10 (19 reviews)
Renaissance palace by Giacomo da Vignola showcasing architectural elegance on Montepulciano's historic streets. Its impressive façade reveals Tuscany's aristocratic past, though interior isn't open to visitors.
San Biagio
9.6/10 (14 reviews)
You can learn about the history of Montepulciano with a stop at San Biagio. While you're here, you can savour the wineries.
Consorzio del Vino Nobile di Montepulciano
9.6/10 (24 reviews)
Housed in Montepulciano's historic fortress, this consortium offers tastings of 100 local wines via innovative dispensers. Admire ancient Etruscan cisterns beneath glass floors while savouring acclaimed DOCG wines.
Cantina Contucci
9.6/10 (21 reviews)
This historic winery has crafted prestigious Vino Nobile di Montepulciano since the 11th century. Explore ancient 13th-century cellars and savour traditional Tuscan wines paired with local delicacies.
Cantina del Redi
8.8/10 (5 reviews)
Explore ancient Etruscan caves beneath Palazzo Ricci in this historic Montepulciano winery. Sample exquisite Vino Nobile while discovering centuries-old winemaking traditions in atmospheric underground vaults.
What to do in Montepulciano

Tasting Tour in One of The Most Beautiful Cellars in the World
NZ$65
per adult
100% of travellers recommend

Montepulciano Wine Tasting in the Tuscan Countryside
NZ$49
per adult
Frequently asked questions
How much does a Montepulciano holiday package cost?
You'll find cheap prices on Expedia for your Montepulciano getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Montepulciano costs.
What are the cheapest months to go to Montepulciano?
December, January and February are the best times to search for cheap Montepulciano holiday packages. Travelling in less busy months means you can typically find better prices on flights and hotels.
How many days is enough for Montepulciano?
With a well-organised itinerary, you can easily hit the most popular Montepulciano sights in a handful of days. But if you prefer to explore off the beaten track or go on day tours, consider booking your Montepulciano holiday for longer.
Is it worth booking a holiday package to Montepulciano?
Whether you'd like to check out key attractions such as Piazza Grande and Palazzo Avignonesi on your Montepulciano holiday, or coming for its great walking trails, culture and dining, there's something for everyone here. With so much to experience, you'll soon find out why so many travellers think Montepulciano is a good holiday destination.
How to find the best Montepulciano package deals?
Landing a cheap Montepulciano package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Montepulciano package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Montepulciano holiday as a package?
You can enjoy significant savings on your Montepulciano escape by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Montepulciano?
If you've got your Montepulciano travel dates confirmed, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Montepulciano?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Montepulciano.
- Set your budget: Factor in expenses such as flights, food and transportation when working out how much to set aside for your trip to Montepulciano. Then, pick a hotel that suits your budget, whether that's a wallet-friendly stay or a high-end retreat.
- Decide how long to go for: Now that you know more about Montepulciano, you can work out the perfect length of your break. Pull together a draft plan and allocate enough time to cover everything you want to do.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Montepulciano holiday package that brings all your bookings together.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
