Montalcino Vacations

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Find the Best Montalcino Vacation Packages

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
The price is ₩801,510 per night from Jul 24 to Jul 25
₩801,510
₩897,794 total
Jul 24 - Jul 25
includes taxes & fees
8.8/10 Excellent! (319 reviews)
"Gorgeous property Attentive staff Tranquil setting Fresh culinary standards"

Reviewed on Jun 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
The price is ₩2,423,536 per night from Aug 2 to Aug 3
₩2,423,536
₩2,682,026 total
Aug 2 - Aug 3
includes taxes & fees
10/10 Exceptional! (64 reviews)
"Peaceful, Relaxing Stay in Tuscany We had a great experience here. The setting is quiet and secluded—felt like a true escape from everyday life. The golf was excellent, the food was consistently good, and the service was friendly and professional. It is remote, which adds to the charm, but just a ..."

Reviewed on Jun 21, 2025

Rosewood Castiglion del Bosco
SI Montalcino Hotel

SI Montalcino Hotel

3 out of 5
Via Osticcio 21, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is ₩201,675 per night from Jul 20 to Jul 21
₩201,675
₩234,749 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (344 reviews)
"A very nice property just outside of the city center. Very friendly staff and a great breakfast."

Reviewed on Jul 13, 2025

SI Montalcino Hotel
See all 7,219 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.

Discover the most popular places to visit in Montalcino

Museo del Tartufo

You can spend an afternoon studying the exhibits at Museo del Tartufo during your travels in San Giovanni d'Asso. Discover the area's countryside and spas.

Museo del Tartufo

Frequently asked questions

How much does a Montalcino vacation package cost?
Offering great value package deals 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?
December, January and February are the best times to look for cheap Montalcino vacation packages. Traveling in less busy months means you can generally find lower prices on flights and accommodations.
How many days is enough for Montalcino?
For a Montalcino vacation, a few days will be enough to explore the highlights. Make sure to stop by Capanna of Cencioni --- it's one of the main sights in this destination. If you're looking for more activities, think about basing yourself here and heading off on some trips from Montalcino.
Is it worth booking a vacation package to Montalcino?
Well known for its views, nature and bars and pubs, a Montalcino vacation is a hit with all kinds of travelers. Be sure to visit major sights like Fortress of Montalcino and Civic and Diocesan Museum of Sacred Art of Montalcino, and consider renting a car for day trips to explore even more.
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. Pick your travel dates: The things you plan to do in Montalcino and your favorite season can help you decide when to go.
  2. Budget wisely: Besides the cost of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Montalcino.
  3. Decide how long to go for: Now that you know more about Montalcino, you can figure out the perfect length of your vacation. Create a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Montalcino vacation package that brings all your bookings together.

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