Montalcino Vacations from $723

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Your Montalcino Vacation

Say goodbye to the hassle of planning and hello to a Montalcino vacation package. With your travel details organized before you take off, you can focus on discovering the best of this city, starting with Montegiovi, which is great for views, walking and nature. Abbazia di SantAntimo, Tenuta Greppo Franco Biondi Santi and Fortress of Montalcino are just some of the sights worth checking out during your trip to Montalcino. Don't delay visiting this city any longer. The ultimate Montalcino vacation is a couple of clicks away with Expedia.

The Latest Montalcino vacation packages

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa
The Sense Experience Resort
Aurum Uffizi
Grand Hotel Cavour
Palazzo Firenze by Baglioni Hotels & Resorts
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Discover the most popular places to visit in Montalcino

What to do in Montalcino

Montalcino Hotel Deals

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
$581 nightly
The price is $651 total per night from Aug 24 to Aug 25
$651 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (324 reviews)
"We stayed two nights midway through travelling around Tuscany. It was a lovely peaceful break for us. We felt very pampered by all of the staff who were superb. Dining by the pool area was lovely. A very happy couple of days."

Reviewed on Jul 29, 2025

Castello di Velona Resort Thermal SPA & Winery
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
Fully refundableReserve now, pay when you stay
$1,852 nightly
The price is $2,048 total per night from Aug 23 to Aug 24
$2,048 total
Aug 23 - Aug 24
Total includes taxes and fees
10/10 Exceptional! (65 reviews)
"Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal."

Reviewed on Aug 3, 2025

Rosewood Castiglion del Bosco
Mastrojanni Relais

Mastrojanni Relais

Localita Loreto e San Pio, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
$413 nightly
The price is $466 total per night from Sep 12 to Sep 13
$466 total
Sep 12 - Sep 13
Total includes taxes and fees
9.8/10 Exceptional! (49 reviews)
"This is such a wonderful hotel in the middle of the country to forget about everything and immerse into the real Tuscany. The food in the restaurant is excellent, their Manager Stefano is such a great guy and makes you feel as part of the family, his dog is adorable and all the staff is just incredible! ..."

Reviewed on Jul 31, 2025

Mastrojanni Relais
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 Montalcino

Montalcino offers a romantic and entertaining outdoor vacation experience. Visitors can indulge in rejuvenating spa and body treatments while exploring the region's famous wineries. Don't miss the chance to enjoy Montalcino wine tours, participate in wine tastings, and embark on delightful day trips to discover the local culture and breathtaking landscapes. This charming town is perfect for those seeking relaxation and a taste of Tuscany's renowned wines.

Shopping

Montalcino offers charming shopping experiences with local stores like RI Crea RE, just 10 miles away, and Pinzi Pinzuti, 15 miles away. If you're up for a drive, check out Valdichiana Outlet Village, 20 miles away, for a larger selection of shops and family-friendly entertainment.

Recreation

The Chapel of Our Lady of Vitaleta, a private country club 7 miles from Montalcino, exudes luxury and tranquility. Terme di Chianciano, located 17 miles away, offers rejuvenating spa experiences, while San Giovanni Terme Rapolano, 16 miles away, focuses on soothing body treatments for ultimate relaxation.

Adventure

Experience thrilling outdoor fun at Macinaie Ski Lift, located 13 miles from Montalcino, where you can ski on stunning slopes. For a different adrenaline rush, head to Siena Circuit, 18 miles away, and enjoy exciting karting adventures. Don't miss the Cantore Ski Lift, also 13 miles away, for more skiing excitement.

Nightlife

Montalcino's nightlife offers a charming mix of wine bars and cozy eateries. Visit Enoteca la Fortezza for exquisite local wines and enjoy a meal at Ristorante Il Leccio. For a laid-back vibe, check out Bar Centrale for cocktails and mingling with locals under the Tuscan stars.

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

Find the best attractions in and around Montalcino

Montalcino, Tuscany, is an enchanting destination perfect for romantic and outdoor getaways. Visitors can explore charming piazzas, historic monasteries, and beautiful churches. Key attractions include the Montalcino Fortress, the picturesque village, and the renowned Brunello vineyards, including a wine estate just 4 km outside the town. This region offers a rich cultural experience, making it ideal for travelers seeking a blend of romance and local charm.

  • Fortress of Montalcino: This historic fort offers a glimpse into the past with its impressive architecture and panoramic views of the surrounding countryside. It’s a perfect spot to delve into the rich culture of Montalcino while enjoying breathtaking vistas.
  • Monte Amiata: Located 13 miles from Montalcino, this majestic mountain is ideal for outdoor enthusiasts. Experience thrilling adventures like hiking and biking, and soak in the stunning scenery that changes with the seasons, making it a year-round destination.
  • Abbazia di Sant'Antimo: Nestled within Montalcino, this serene monastery is a masterpiece of Romanesque architecture. Visitors can appreciate its tranquil atmosphere and beautiful surroundings, making it a significant cultural and spiritual site.

Best time to go to Montalcino

The best time to visit Montalcino is dependant on what kind of holiday you are seeking. July and August are its hottest month on average. At the time of August, visitor numbers are average and weather is sunny. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

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

Tips to save on your trip to Montalcino

  • 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 Montalcino.
  • 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 Montalcino vacation package cost?
Offering great value package deals from $723 on Expedia, you'll be thrilled with how little a vacation to Montalcino costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Montalcino?
You're likely to find lower rates and better availability in September, October and December. Take a look at our cheap Montalcino vacation packages and you could land some great off-season deals.
How many days is enough for Montalcino?
Typically, a few days is enough for a Montalcino vacation. With a carefully crafted itinerary, you can see all the popular sights such as Capanna of Cencioni, as well as explore some hidden gems along the way.
Is it worth booking a vacation package to Montalcino?
Whether you want to explore major attractions such as Fortress of Montalcino and Civic and Diocesan Museum of Sacred Art of Montalcino on your Montalcino vacation, or coming for its excellent walking trails, views and history, there's something for everyone here. With so many things to do, you'll soon discover why so many visitors think Montalcino is a good vacation destination.
How to find the best Montalcino package deals?
Bagging a cheap Montalcino package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Montalcino package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Montalcino vacation as a package?
You can enjoy significant savings on your next Montalcino getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Montalcino?
If you have your Montalcino vacation dates finalized, book early to score some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Montalcino?

  1. Choose your dates: What you'd like to do in Montalcino and your favorite season can help you decide when to travel.
  2. Set your budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Montalcino. Then, choose a property that works with your budget, whether that's a low-cost option or a more upscale getaway.
  3. Organize your Montalcino escape with our trip planning tool: Search for and book hotels and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Montalcino together.
  4. Decide your trip length: Consider how much time you'd like to spend discovering Montalcino. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Montalcino vacation package that brings all your bookings together.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Montalcino. Find all the exciting things to do in Montalcino with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Montalcino vacation packages?
Your Montalcino trip is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you a bit 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 split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.