Montepulciano Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Montepulciano Holiday
Uncover the best of Montepulciano with a tailor-made Montepulciano holiday package. From its rich history and cultural experiences to its spectacular views, you'll love experiencing this hilltop city on your own terms. Make your trip to Montepulciano even more fun by going sightseeing. Pienza Cathedral, Palazzo Piccolomini and Tenuta Valdipiatta are among the major attractions you'll want to explore. Whoever you're heading away with and whatever your budget, your dream Montepulciano holiday is just a few clicks away with Expedia.
Montepulciano Holiday
Montepulciano Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Population | 3,400 |
Max Temp Winter | 10ºC |
Max Temp Summer | 29ºC |
Top Sights | Pienza Cathedral, Piscine Termali Theia and Terme di Montepulciano Spa |
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
AU$822
20 Aug - 21 Aug
includes taxes & fees
9.6/10 Exceptional! (161 reviews)
"Horrible service at best. Not a 5 star hotel. Save your money."
Reviewed on 17 Aug 2026
Nuovo Etruria Resort
Via di S. Martino snc Montepulciano SI
Fully refundable
AU$207
1 Sept - 2 Sept
includes taxes & fees
Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
Fully refundableReserve now, pay when you stay
AU$575
23 Aug - 24 Aug
includes taxes & fees
9.8/10 Exceptional! (333 reviews)
"Gorgeous tranquil property next to a winery. We did the winery tour and tasting and it was lovely. We rented e-bikes for the day and biked through the vineyards. We enjoyed the pool but had to go to the bar for service. Dinner outside was fantastic. Breakfast had a great variety. Room was spacious ..."
Reviewed on 18 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.
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.
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.
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.
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.
What to do in Montepulciano
Tasting Tour in One of The Most Beautiful Cellars in the World
AU$54
per adult
100% of travellers recommend
Montepulciano Wine Tasting in the Tuscan Countryside
AU$41
per adult
Val d’Orcia Wine Tour with Lunch & Brunello
AU$194
per adult
84% of travellers recommend
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.
Explore a world of travel with Expedia
- Il Molinello
- Bagno Vignoni Hotels
- Montalcino/Val D'Orcia
- Castiglione d'Orcia Hotels
- Agriturismo Palazzo Bandino
- Hotel Villa il Patriarca
- Apartments in Cortona
- Farmstay in Cortona
- Casale Cinque Valli 8
- Cheap Hotels in Cortona
- Cortona Resort
- Villa Loggio Winery and Boutique Hotel
- Cortona Hotels
- Villas in Cortona
- Cottage in Tuscany with Pool & Olive Groves
- Antico Convento I Cappuccini
- Argiano Dimore
- B&B Porta Castellana
- Borgo La Grancia
- Capanna Suites
- Castello di Velona Resort Thermal SPA & Winery
- Dimora delle Muse
- Lgbt Welcoming Hotels in Montalcino
- Mastrojanni Relais
- Castiglion del Bosco
- Winery Hotels in Montalcino
- Montalcino Hotels
- Villas in Montalcino
- Apartments in Montepulciano
- B&B in Montepulciano
- Farmstay in Montepulciano
- Agriturismo Godiolo
- Agriturismo NOBILE APARTMENT CELLAR
- Borgo Tre Rose
- Dimora Dell'Erbe
- Hotels with Parking in Montepulciano
- Palazzo Tombesi Trecci
- Podere Monti
- Winery Hotels in Montepulciano
- Montepulciano Hotels
- Villas in Montepulciano
- Apartments in Pienza
- Agriturismo Bonello
- Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
- Luxury Hotels in Pienza
- Winery Hotels in Pienza
- Pienza Hotels
- Villa Fontis Rapolano
- Elegant Tuscan Holiday Home
- Il Poggio Agriturismo & Resort
- Casanova
- Tenuta la Fratta
- Sinalunga Hotels
- Torrita di Siena Hotels
- Luxury Hotels in Val d'Orcia
- Avis Rental Cars in Cortona
- Car hire Buonconvento
- Car hire Camucia
- Car hire Chianciano Terme
- Car hire Chiusi
- Car hire Cortona
- Car hire Montalcino
- Car hire Montepulciano
- Car hire Pienza
- Car hire Sinalunga
- Car hire Terontola
- Europcar Rental Cars in Cortona
- Europcar Rental Cars in Montepulciano
- Hertz Rental Cars in Montepulciano
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
