Brunello di Montalcino Wine Area

Travel Guide

Caught this couple taking their wedding photos at the perfect hour of the day. #italianwedding
Caught this couple taking their wedding photos at the perfect hour of the day. #italianwedding
Poggio Antico winery- Brunello is the best!!
Beautiful view of the hotel pool (a number of the villas have their own pools) from a terrace above, with the Tuscan hillside in the background.
Main pedestrian walkway through the property (was originally a small hill-town). This place is so beautiful.
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
9.8/10 Exceptional! (73 reviews)
Wonderful stay

Reviewed on Nov 25, 2025

Rosewood Castiglion del Bosco
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Book a stay at this luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
8.8/10 Excellent! (339 reviews)
The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing.

Reviewed on Nov 11, 2025

Castello di Velona Resort Thermal SPA & Winery
Mastrojanni Relais

Mastrojanni Relais

Localita Loreto e San Pio Montalcino SI
Fully refundableReserve now, pay when you stay
The price is ¥84,555 per night from Feb 22 to Feb 23
¥84,555
¥94,853 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this business-friendly farm stay in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo ...
9.8/10 Exceptional! (62 reviews)
This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!!

Reviewed on Dec 1, 2025

Mastrojanni Relais
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.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena Tuscany
Book a stay at this family-friendly villa in Montalcino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Castello Banfi and Corte ...
9.4/10 Exceptional! (48 reviews)
Probably the highlight of our 5 week vacation through Europe. We spent 5 wonderful days here relaxing by the pool and enjoying the commanding views. Camilla was a gracious and quick responding host. Would love to come back!

Reviewed on Oct 22, 2025

Private and cozy retreat in Montalcino with private pool surrounded by vineyards
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI) Toscana
Stay at this vacation home in Montalcino. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Abbazia di Sant'Antimo and ...
9.6/10 Exceptional! (68 reviews)
House of Alice was nothing short of magical! The village was surreal. The host was communicative, the home was clean and welcoming. My only feedback would be to re-arrange the main floor to have more soft seating - but I would certainly stay again and recommend!

Reviewed on Jan 10, 2026

The House of Alice, charm and relaxation
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
9.2/10 Wonderful! (134 reviews)
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!

Reviewed on Oct 25, 2025

Hotel San Gregorio
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.

Popular places to visit

Cities near Brunello di Montalcino Wine Area

Explore a world of travel with Expedia