
Montalcino Holidays
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Montalcino
Price found within the past 48 hours. Click for updated prices.




The Moon Boutique Hotel & Spa
Santa Maria Novella
Save 100% on your flight
per person
15 May - 19 May
found 1 hour ago
Return direct flight included
Athens (ATH) to Florence (FLR)
9.6/10 Exceptional! (436 reviews)
Amazing 5 night stay. Florence is stunning. Hotel facilities were above and beyond. The Spa is a must during your stay. Would definitely stay again. So centre to local trams, trains and walking distance to all attractions. All staff were attentive toyour needs. Breakfast is lovely, made order eggs. We stayed in a suite with balcony deginatly worth the money.
Reviewed on 20 Feb 2025

Grand Hotel Cavour
Duomo
Save 100% on your flight
per person
15 May - 19 May
found 1 hour ago
Return direct flight included
Athens (ATH) to Florence (FLR)
9.2/10 Wonderful! (1,005 reviews)
Convenient area, beautiful lobby and friendly staff. The room was awful with a scary hole on the sealing and the shower hook was broken so I had to use the little hose. Proper maintenance is long fue and it shows once you enter the room.
Reviewed on 25 Mar 2025
Top hotels in Montalcino

Rosewood Castiglion del Bosco
Localita Castiglion del Bosco, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is €955 per night from 30 Mar to 31 Mar
€955
includes taxes & fees
30 Mar - 31 Mar
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

Mastrojanni Relais
Localita Loreto e San Pio, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is €318 per night from 31 Mar to 1 Apr
€318
includes taxes & fees
31 Mar - 1 Apr
9.6/10 Exceptional! (39 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

Castello di Velona Resort Thermal SPA & Winery
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
8.8/10 Excellent! (310 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
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
Popular places to visit
San Giovanni d'Asso Station
You can take time to visit San Giovanni d'Asso Station during your travels to San Giovanni d'Asso. Discover the area's countryside and spas.
What to do in Montalcino

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
€229
per adult
100% of travellers recommend

Chianti, Montalcino & Montepulciano Small Group Minivan Tour
€285
per adult
100% of travellers recommend

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
€180
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.