Montepulciano Vacations from $639

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Your Montepulciano Vacation

Get to know the hilltop city of Montepulciano with a Montepulciano vacation package and immerse yourself in the best it can offer. From its rich history and cultural experiences to its spectacular views, prepare to fall for the charms of this vibrant destination. A trip to Montepulciano is a superb opportunity to do some sightseeing. Make sure you visit big-name attractions such as Pienza Cathedral, Palazzo Piccolomini and Tenuta Valdipiatta. Whoever you're heading away with and whatever your bank balance, your ultimate Montepulciano vacation is only clicks away with Expedia.

The Latest Montepulciano vacation packages

Price found within the past 48 hours. Click for updated prices.
SPLENDIDE RIVIERA
Palazzo Firenze by Baglioni Hotels & Resorts
Aurum Uffizi
Aurum Firenze
Eurostars Florence Boutique
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Discover the most popular places to visit in Montepulciano

What to do in Montepulciano

Montepulciano Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
$386 nightly
The price is $431 total per night from Aug 29 to Aug 30
$431 total
Aug 29 - Aug 30
Total with taxes and fees
9.4/10 Exceptional! (107 reviews)
"10/10, would definitely recommend!"

Reviewed on Aug 15, 2025

Precise Tale Poggio Alla Sala
Hotel Panoramic

Hotel Panoramic

3 out of 5
Via di Villa Bianca, 8, Montepulciano, SI
$67 nightly
The price is $79 total per night from Sep 26 to Sep 27
$79 total
Sep 26 - Sep 27
Total with taxes and fees
8.6/10 Excellent! (247 reviews)
"Nice location. Staff was nice. The only issue is the room with no AC or plugs. When reviewing the property it appeared the property lists AC. You would assume the whole hotel has AC. Once I selected the room I should have looked closely at the AC availability. Rough night to sleep. Other than that ..."

Reviewed on Jul 26, 2025

Hotel Panoramic
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $134 total per night from Sep 7 to Sep 8
$134 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (36 reviews)
"Beautiful hotel. Great day nice amenities very close to key visiting spots."

Reviewed on Aug 17, 2025

Nuovo Etruria Resort
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.

Things to do near Montepulciano

Montepulciano offers a delightful blend of culture, romance, and outdoor activities for an unforgettable vacation. Visitors can explore the charming streets, indulge in luxurious spa treatments, and shop in quaint boutiques. Don't miss the chance to participate in local wine tours and enjoy day trips that showcase the stunning Tuscan landscape. With various events and activities available, Montepulciano is the perfect destination for those seeking a culturally rich Italian experience.

Shopping

For shopping in Montepulciano, visit RI Crea RE, a charming store just 6 miles away, or explore Valdichiana Outlet Village, a vibrant shopping center located 9 miles away. If you're up for a drive, check out Pinzi Pinzuti, which is 16 miles from Montepulciano.

Recreation

Terme di Chianciano offers a rejuvenating spa experience with thermal baths and wellness treatments, just 4 miles from Montepulciano. For a touch of luxury, visit the Chapel of our Lady of Vitaleta, an exclusive country club 8 miles away. For outdoor enthusiasts, Golf Club Valdichiana, located 9 miles away, provides a stunning golfing experience.

Adventure

Experience the breathtaking beauty of Hannibal's Journey, a scenic hiking trail located 16 miles from Montepulciano, perfect for outdoor enthusiasts. For family fun, head to Tavernelle Aquatic Park, situated 18 miles away, offering thrilling water rides. In winter, enjoy skiing at the Macinaie Ski Lift, 17 miles from town.

Nightlife

In Montepulciano, experience a charming nightlife with cozy wine bars like Enoteca Caffe Poliziano and lively locales like Bar Caffe' Pizzeria. Enjoy local wines, traditional Italian cocktails, and live music at La Dolce Vita, where the atmosphere is vibrant and welcoming, perfect for a memorable night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Montepulciano

Experience the charm of Montepulciano, Tuscany, with its rich culture, stunning views, and romantic ambiance. Explore the picturesque piazzas, historic churches, and soothing hot springs. Don't miss visiting the fortress of Montepulciano, savoring Montalcino wines, and checking out the Montepulciano Wine Consortium for a true taste of the region. Whether you seek outdoor adventures or cultural experiences, Montepulciano offers unforgettable attractions and breathtaking views that will enhance your vacation.

  • Piazza Grande: Experience the vibrant heart of Montepulciano at Piazza Grande, where culture meets city life. Surrounded by stunning architecture, this lively square is perfect for people-watching, enjoying local cuisine, and soaking in the rich history of the town.
  • Terme di Montepulciano Spa: Indulge in wellness and relaxation at the Terme di Montepulciano Spa. Set in a serene outdoor environment, this hot spring offers rejuvenating thermal waters, tranquil settings, and treatments that will leave you feeling refreshed and revitalized.
  • Val di Chiana: Just 3 miles from Montepulciano, Val di Chiana is a picturesque valley ideal for adventure seekers. Enjoy hiking, biking, or exploring the stunning landscapes and charming villages that showcase the beauty of the Tuscan countryside.

Best time to go to Montepulciano

The best time to visit Montepulciano can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Montepulciano falls in July and August. August has slightly high visitor numbers and sunny weather. The coolest average temperature in Montepulciano falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.4°F (4.1°C)Light RainMostly SunnySlightly LowSlightly Low
February40.6°F (4.8°C)Light RainMostly SunnySlightly LowSlightly Low
March45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
April50.9°F (10.5°C)Light RainMostly SunnySlightly HighAverage
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June66.7°F (19.3°C)Light RainSunnyAverageSlightly High
July73.0°F (22.8°C)No RainSunnySlightly HighSlightly High
August73.0°F (22.8°C)No RainSunnySlightly HighSlightly High
September64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
October56.7°F (13.7°C)Light RainMostly SunnySlightly LowAverage
November48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly SunnyAverageSlightly Low

Tips to save on your trip to Montepulciano

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Montepulciano.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Montepulciano vacation package cost?
You'll find cheap prices from $639 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 vacation to Montepulciano costs.
What are the cheapest months to go to Montepulciano?
You're likely to find reduced prices and greater availability in November, December and January. Check out our cheap Montepulciano vacation packages and you could land some great off-season deals.
How many days is enough for Montepulciano?
Typically, a handful of days is enough to see the top attractions during your Montepulciano vacation. But if you want to have time to relax or take day tours, consider extending your itinerary.
Is it worth booking a vacation package to Montepulciano?
Whether you'd like to visit attractions like Piazza Grande and Terme di Montepulciano Spa on your Montepulciano vacation, or coming for its great nature, walking trails and history, there's something for everyone here. With so much to do, you'll soon find out why so many travelers think Montepulciano is a good vacation 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 vacation as a package?
You can enjoy significant savings on your Montepulciano escape by booking a customized vacation 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 vacation 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?

  1. Pick your travel dates: The things you want to do in Montepulciano and your favorite season will help you decide when to go.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you should consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Montepulciano.
  3. Explore Montepulciano using our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Montepulciano. You can also save your must-visit places, collaborate with friends and family and organize your plans in one place.
  4. Decide how long to go away for: Now that you're up to speed on Montepulciano, you can work out the ideal length of your vacation. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Montepulciano vacation package.
  6. Book activities and experiences in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on Montepulciano's best offerings. Find all the incredible things to do in Montepulciano with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Montepulciano vacation packages?
Your Montepulciano break should be a relaxing escape from your busy life, not a source of money worries. So to allow you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.