Montalcino Holidays

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Top hotels in Montalcino

Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
9.8/10 Exceptional! (57 reviews)
"Rosewood Castiglion Del Bosco is an exceptional hotel offering a stunning view of Val d'Orcia, a beautiful valley in Tuscany. The picturesque surroundings provide a truly memorable experience for guests seeking a peaceful retreat. The hotel's ambiance and service are top-notch, creating a luxurious ..."

Reviewed on 3 Jan,2025

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Rosewood Castiglion del Bosco
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
8.8/10 Excellent! (309 reviews)
"This is a very unique property We really enjoyed our stay there. Our only complaint is we didn't stay long enough. Next time!"

Reviewed on 11 Jan,2025

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Castello di Velona Resort Thermal SPA & Winery
Mastrojanni Relais
Mastrojanni Relais
Localita Loreto e San Pio, Castelnuovo dell'Abate, Montalcino, SI
The price is S$473 per night from 16 Feb to 17 Feb
S$473
includes taxes & fees
16 Feb - 17 Feb
9.6/10 Exceptional! (37 reviews)
"This is a beautiful Tuscany experience. Very small property perched on a hill, very well appointed and large rooms, gorgeous views, beautiful surrounding vineyards for endless walking, spectacular pool, ultra-foodie restaurant. One warning, do not recommend this if anyone in the party gets carsick. ..."

Reviewed on 18 Oct,2024

Mastrojanni Relais
See all 7,110 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.

Frequently asked questions

How much does a Montalcino holiday package cost?
Offering great value package deals on Expedia, you’ll be thrilled with how little a holiday 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 holiday packages. Travelling in less busy months means you can generally find lower prices on flights and accommodation.
How many days is enough for Montalcino?
For a Montalcino holiday, 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 holiday package to Montalcino?
Well known for its views, nature and bars and pubs, a Montalcino holiday is a hit with all kinds of travellers. 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 customise your search by “Amenities,” “Property type,” “Traveller 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 holiday as a package?
You can enjoy significant savings on your next Montalcino getaway by booking a tailored holiday package. Check the “Package” heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Montalcino?
If you have your Montalcino holiday 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 favourite season can help you decide when to go.
  2. Budget wisely: Besides the cost of your accommodation, 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 holiday. 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 holiday package that brings all your bookings together.

Popular places to visit

Abbazia di Sant'Antimo

5/5(1 review)

You can learn about the history of Castelnuovo dell'Abate with a visit to Abbazia di Sant'Antimo. Visit the area's spas or simply enjoy its wineries.

Abbazia di Sant'Antimo

What to do in Montalcino

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

S$322
per adult
100% of travellers recommend
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Woman with red wine outside at a vineyard in Tuscany

Chianti, Montalcino & Montepulciano Small Group Minivan Tour

S$401
per adult
100% of travellers recommend
Chianti, Montalcino & Montepulciano Small Group Minivan Tour
Private Premium Brunello Wine Tasting Tour & Food Pairing

Private Premium Brunello Wine Tasting Tour & Food Pairing

S$125
per adult
Private Premium Brunello Wine Tasting Tour & Food Pairing
See all activities in Montalcino

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.