Montalcino Vacations
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Find the Best Montalcino Vacation Packages
Montalcino Hotel Deals
Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
SAR 2,651
SAR 2,959 total
27 Sep - 28 Sep
includes taxes & fees
9/10 Wonderful! (367 reviews)
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. ..."
Reviewed on 14 August 2026
Mastrojanni Relais - Small Luxury Hotels of the World
Localita Loreto e San Pio Montalcino SI
SAR 2,326
SAR 2,602 total
31 Aug - 1 Sep
includes taxes & fees
9.8/10 Exceptional! (78 reviews)
"Perfect, pristine, could not be any better!"
Reviewed on 6 August 2026
Castiglion del Bosco, A Rosewood Hotel
Localita Castiglion del Bosco Montalcino SI
SAR 11,735
SAR 12,952 total
27 Sep - 28 Sep
includes taxes & fees
10/10 Exceptional! (80 reviews)
"Best hotel ever."
Reviewed on 27 July 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 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.
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.
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.
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.
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.
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.
Civic and Diocesan Museum of Sacred Art of Montalcino
9.4/10 (6 reviews)
This intimate museum houses medieval treasures from Sienese masters like Simone Martini in a 13th-century convent. Admire gold-ground paintings and wooden sculptures that showcase Tuscany's sacred art heritage.
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.
Frequently asked questions
How much does a Montalcino vacation package cost?
You can pick up a vacation package to this destination on Expedia. But how much your vacation to Montalcino costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Montalcino?
December, January and February are great times to look for cheap Montalcino vacation packages. Opting to travel in quieter periods means you can typically find lower prices on accommodations and flights.
How to find the best Montalcino package deals?
Begin your search for a Montalcino package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Montalcino package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Montalcino escape off to a flying start.
Is it cheaper to book a Montalcino vacation as a package?
You can enjoy significant savings on your Montalcino getaway by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel prices and airfares. 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?
Enjoy incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Montalcino break.
How to plan a trip to Montalcino?
- Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to visit Montalcino.
- Calculate your budget: Ensure you have enough money to cover everything from transportation and food to activities and airfares. Your hotel will probably be the largest expense during your trip to Montalcino.
- Set the duration of your trip: Start by listing all the attractions and activities you'd like to experience in Montalcino. Then, estimate how long you'll need for each, including any travel time.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Montalcino vacation package that brings all your bookings together.
