Montalcino Vacation Packages 2026 from $840

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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.

Aurum Firenze

Historic Centre of Florence

$840

per person

Nov 15 - Nov 20

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.4/10 Good! (1,015 reviews)

Villa Tolomei Hotel & Resort

Oltrarno

$1,255

per person

Dec 13 - Dec 19

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

8.8/10 Excellent! (437 reviews)

Beautiful hotel! We didn't realize the pool would be closed when we were there, but otherwise excellent stay.

Reviewed on Oct 13, 2026

Castello di Velona Resort Thermal SPA & Winery

$2,135

per person

Dec 13 - Dec 19

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

9/10 Wonderful! (377 reviews)

Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception.

Reviewed on Sep 27, 2026

Aurum Uffizi

Historic Centre of Florence

$1,233

per person

Dec 15 - Dec 22

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

7.6/10 Good! (1,003 reviews)

Grand Hotel Cavour

Historic Centre of Florence

$2,477

per person

Dec 27 - Jan 3

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.4/10 Exceptional! (1,000 reviews)

Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!

Reviewed on Oct 5, 2026

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Stay near popular Montalcino attractions

Castello Banfi

9.4/10 (51 reviews)

This medieval estate blends Tuscan tradition with world-renowned winemaking excellence. Sample award-winning Brunello di Montalcino while overlooking rolling vineyards from the restored 18th-century village.

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Tenuta Greppo Franco Biondi Santi

8.6/10 (8 reviews)

Birthplace of Italy's prestigious Brunello di Montalcino wine, Tenuta Greppo has defined excellence since 1888. Tour the historic cellars and vineyards where the Biondi-Santi family's winemaking traditions thrive.

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Fortress of Montalcino

9.2/10 (54 reviews)

This pentagonal medieval stronghold was the final bastion of Siena's resistance against Medici conquest. Climb its historic ramparts for panoramic Tuscan views before sampling Brunello wines at the fortress enoteca.

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Abbazia di Sant'Antimo

9.6/10 (111 reviews)

This medieval Romanesque abbey offers a serene glimpse into monastic life amid Tuscan olive groves. Explore the intricate stone carvings and listen for occasional Gregorian chants echoing through its ancient walls.

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Castiglion del Bosco Winery

9.6/10 (5 reviews)

This historic estate, a founding consortium member, produces Italy's finest Brunello di Montalcino wines. Tour the vineyard and cellars before savoring wine pairings with local cheeses amid the Tuscan countryside.

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Poggio Antico

9.6/10 (7 reviews)

Perched at one of Montalcino's highest elevations, Poggio Antico produces exceptional Brunello wines in a stunning Tuscan setting. Tour the vineyards and cellar, then sample their distinguished vintages.

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Museum of Brunello

9.4/10 (12 reviews)

Explore Brunello di Montalcino's history through artifacts, photographs, and films at this immersive museum. The guided tour ends at the Brunello Labyrinth, featuring over 200 bottles from local wineries.

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Capanna of Cencioni

10.0/10 (10 reviews)

This family-run Tuscan winery crafts prestigious Brunello di Montalcino wines using traditional methods since 1957. Tour their hillside vineyards and cellars, then enjoy tastings paired with local delicacies.

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What to do in Montalcino

Montepulciano Wine Tasting in the Tuscan Countryside

$29

per adult

Montalcino: Guided Winery Tour and Wine Tasting

$52

per adult

Montepulciano: Winery Tour and Tasting

$40

per adult

100% of travellers recommend

See all activities in Montalcino

Montalcino Hotel Deals

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI

Fully refundableReserve now, pay when you stay

$1,167 nightly

$1,294 total

Nov 3 - Nov 4

Total with taxes and fees

Corte Francigena - Apartments

Via Ferretti Montalcino SI

Fully refundableReserve now, pay when you stay

$103 nightly

$122 total

Nov 9 - Nov 10

Total with taxes and fees

9.8/10 Exceptional! (19 reviews)

"The unit is very clean, awesome breakfast, beautiful view"

Reviewed on Sep 24, 2026

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

Fully refundableReserve now, pay when you stay

$563 nightly

$631 total

Nov 3 - Nov 4

Total with taxes and fees

9/10 Wonderful! (378 reviews)

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Reviewed on Sep 27, 2026

See all 7,158 properties in Montalcino

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.

Find the Best Montalcino Vacation Packages

Things to do near Montalcino

Montalcino, Tuscany, is perfect for a romantic and entertaining getaway, offering a range of outdoor activities. Explore the renowned Montalcino wineries with wine tours and tastings, or indulge in spa and body treatments for ultimate relaxation. Don't miss the chance to enjoy local theater and plan a memorable day trip to soak in the stunning landscapes and rich culture of this charming town.

Shopping

For unique gifts and souvenirs, visit RI Crea RE, just 10 miles from Montalcino, or Pinzi Pinzuti, located 15 miles away. If you're up for a drive, check out Valdichiana Outlet Village, 20 miles away, offering a vibrant atmosphere with a mix of shopping and entertainment.

Recreation

Experience tranquility at the Chapel of our Lady of Vitaleta, a luxurious country private club just 7 miles from Montalcino. Indulge in wellness at Terme di Chianciano, a serene spa 17 miles away, or rejuvenate with body treatments at San Giovanni Terme Rapolano, located 16 miles from Montalcino.

Adventure

The Macinaie Ski Lift, located 13 miles from Montalcino, offers thrilling skiing experiences against breathtaking alpine scenery. For adrenaline seekers, the Siena Circuit, situated 18 miles away, features exciting karting races. Additionally, the Saltalbero Adventure Park, 17 miles away, boasts ziplining and ropes courses amidst beautiful outdoor landscapes.

Nightlife

Montalcino offers a charming nightlife with cozy wine bars and local trattorias. Enjoy live music at venues like Il Grappolo, or sip Brunello at La Fortezza. The atmosphere is relaxed, perfect for mingling with locals and savoring Tuscan cuisine under the 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

Experience the charm of Montalcino, Tuscany, perfect for a romantic and outdoor getaway. Explore the picturesque piazzas, historic monasteries, and beautiful churches, while immersing yourself in the local culture. Don’t miss the stunning Brunello vineyards, the scenic village of Montalcino, and the majestic fortress. For a comfortable stay, check out the best hotels in the area, ensuring a memorable Italian vacation filled with delightful sights and experiences.

Fortress of Montalcino: This historic fortress offers a journey back in time, showcasing stunning architecture and panoramic views of the surrounding vineyards and countryside. The cultural vibe here immerses you in Montalcino's rich history, making it a perfect spot for photography and exploration.
Monte Amiata: Just 13 miles from Montalcino, this majestic mountain is ideal for outdoor enthusiasts. With breathtaking scenery, hiking trails, and the thrill of adventure, it offers a perfect escape into nature, whether you're skiing in winter or enjoying wildflower hikes in spring.
Abbazia di Sant'Antimo: Nestled in the countryside, this stunning monastery is a serene place to experience spirituality and history. Its Romanesque architecture and tranquil surroundings create a peaceful atmosphere, perfect for reflection and appreciating the local culture.

Best time to go to Montalcino

The best time to visit Montalcino is dependent 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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	39.4°F (4.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	40.6°F (4.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Moderately High	Average
April	50.9°F (10.5°C)	Light Rain	Mostly Sunny	Moderately High	Average
May	57.4°F (14.1°C)	Light Rain	Mostly Sunny	Average	Average
June	66.7°F (19.3°C)	Light Rain	Sunny	Average	Slightly High
July	73.0°F (22.8°C)	No Rain	Sunny	Average	Slightly High
August	73.0°F (22.8°C)	No Rain	Sunny	Average	Average
September	64.8°F (18.2°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
October	56.7°F (13.7°C)	Light Rain	Mostly Sunny	Average	Average
November	48.6°F (9.2°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	42.1°F (5.6°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly 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.

Montalcino Essential Information

Language	Italian
Currency	Euros
Local Welcome	Ciao
Local Goodbye	Ciao
Population	2,100
Max Temp Winter	50ºF
Max Temp Summer	85ºF
Top Sights	Pienza Cathedral, Castello Banfi and Tenuta Greppo Franco Biondi Santi

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Frequently asked questions

What's included in a Montalcino vacation package?

A Montalcino vacation package lets you combine round-trip flights, hotel stays, and a rental car. Many hotels in Montalcino offer free breakfast, providing a convenient start to your day. Some properties also provide airport shuttle service to and from airports like Rome (FCO-Fiumicino - Leonardo da Vinci Intl.), making transfers smoother.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Montalcino vacation package?

When you bundle, you can save up to 30%*. To save money on a Montalcino package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for Montalcino?

For couples seeking a romantic Montalcino vacation package, consider a stay at the 5-star Castello di Velona Resort Thermal SPA & Winery. Rated 8.9 out of 10 and costing around $1,480 per night, this property offers hot tubs, indoor and outdoor pools, and facilities and a unique overall experience that travelers frequently praise.If you're looking for luxury, Castiglion del Bosco, A Rosewood Hotel, is a 5-star option rated 9.7 out of 10, with nightly rates around $11,390. This resort features an outdoor pool and family rooms, and travelers often highlight the friendly staff and beautiful location.For a more budget-friendly Montalcino vacation package, Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso, rated 8.6 out of 10, offers stays for around $90 per night and includes a restaurant.*Package availability and prices may change depending on dates and demand.

Is Montalcino a good choice for a family vacation package?

Montalcino is a strong choice for family vacation packages, offering a mix of accommodations with family-friendly amenities and engaging local attractions. Many properties in the area provide family rooms, playgrounds, game rooms, and both indoor and outdoor pools, providing comfort and entertainment for all ages.For an illustrative stay, Fattoria Pieve a Salti is a 4-star property rated 9 out of 10 by travelers, featuring family rooms, a playground, and both indoor and outdoor pools, making it a great base for families.Families can explore the historic Fortress of Montalcino, about a 5-minute walk from central Montalcino, or enjoy the natural beauty of Valdorcia Terre Senesi, about 11 miles from central Montalcino, which offers scenic drives and outdoor activities.

Are luxury vacation packages in Montalcino suitable for couples?

Luxury Montalcino vacation packages are exceptionally suitable for couples, offering a selection of high-end properties with amenities designed for romantic getaways.Castiglion del Bosco, A Rosewood Hotel is a 5-star property rated 9.7 out of 10 by travelers. This luxury hotel features a bar, outdoor pool, and kitchen facilities, and travelers frequently praise the beautiful location and lovely pool.Castello Banfi - Il Borgo - Relais et Chateaux is another 5-star option, rated 9.3 out of 10 by travelers. It offers a bar, outdoor pool, restaurant, and spa, with guests often highlighting the friendly staff and clean rooms.For a truly memorable experience, Capanna Suites is a 5-star hotel rated 9.2 out of 10 by travelers, featuring an outdoor pool, restaurant, and spa. Guests frequently describe the overall experience as breathtaking and the rooms as spacious.Explore luxury vacation packages in Montalcino and romantic vacation packages in Montalcino to find the perfect couples' retreat.

What luxury vacation packages are available in Montalcino?

Montalcino offers a selection of luxury vacation packages centered around highly-rated properties that provide premium amenities and service:Browse luxury vacation packages in Montalcino on Expedia to compare options.

Which Montalcino vacation packages include a mountain view?

Montalcino vacation packages can include hotels offering mountain views, with some of the package hotels featuring this option. Castello di Velona Resort Thermal SPA & Winery, a 5-star property rated 8.9 out of 10 by travelers, offers rooms with scenic outlooks over the Tuscan landscape. Another strong choice is Mastrojanni Relais - Small Luxury Hotels of the World, a 4-star hotel rated 9.6 out of 10 by travelers, where guests often praise the incredible staff and great food. These views depend on the specific room type booked within your Montalcino vacation package.

What are the top things to do in Montalcino?

A Montalcino vacation offers a blend of historical sites, scenic landscapes, and renowned wineries to explore:Browse and book things to do in Montalcino on Expedia.

Do you need to rent a car in Montalcino, or is public transport enough?

For a Montalcino vacation package, renting a car is highly recommended for flexibility, as the destination is an outdoor and nature area outside a major city with attractions spread across the countryside. While central Montalcino is walkable, many wineries, abbeys, and scenic spots are several miles away.Rome Fiumicino - Leonardo da Vinci Intl. Airport (FCO) is the primary international gateway, with hotels in Montalcino typically located about 91 to 95 miles from the airport. A rental car allows you to easily explore the region's vineyards, historic sites like Castello Banfi, and the picturesque Valdorcia Terre Senesi at your own pace. A rental car offers the most convenient way to reach all the charming, secluded locations Montalcino has to offer.

Are Montalcino vacation package hotels conveniently located?

Montalcino vacation package hotels offer a range of locations, from those within easy reach of the town center to properties nestled further out in the scenic countryside.Il Burellino Wine & Resort is conveniently located about a 15-minute walk from central Montalcino, offering easy access to the town's attractions. For a slightly more secluded stay, Villa Le Prata - Residenza del Vescovo is about 1 mile from central Montalcino. Further afield, Dimora delle Muse is about 4 miles from central Montalcino, providing a tranquil base for exploring the region.Choosing a hotel depends on whether you prefer to be close to the town's historic sites or immerse yourself in the surrounding nature and vineyards.

Can I change or cancel my Montalcino vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Montalcino vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Montalcino vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Montalcino vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Montalcino?

To find last-minute vacation packages to Montalcino, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Montalcino vacation packages?

Free cancellation on a Montalcino vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Montalcino vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Montalcino getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Montalcino vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.

Montalcino Vacations from $840

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Montalcino Vacation

The Latest Montalcino vacation packages

Aurum Firenze

Villa Tolomei Hotel & Resort

Castello di Velona Resort Thermal SPA & Winery

Aurum Uffizi

Grand Hotel Cavour

Stay near popular Montalcino attractions

Castello Banfi

Tenuta Greppo Franco Biondi Santi

Fortress of Montalcino

Abbazia di Sant'Antimo

Castiglion del Bosco Winery

Poggio Antico

Museum of Brunello

Capanna of Cencioni

What to do in Montalcino

Montepulciano Wine Tasting in the Tuscan Countryside

Montalcino: Guided Winery Tour and Wine Tasting

Montepulciano: Winery Tour and Tasting

Montalcino Hotel Deals

Castiglion del Bosco, A Rosewood Hotel

Corte Francigena - Apartments

Castello di Velona Resort Thermal SPA & Winery

Find the Best Montalcino Vacation Packages

Things to do near Montalcino

Find the best attractions in and around Montalcino

Best time to go to Montalcino

Tips to save on your trip to Montalcino

Montalcino Essential Information

More vacations you might like

Frequently asked questions

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