Montalcino Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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 hotels in Montalcino

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is S$2,218 per night from 16 Apr to 17 Apr
S$2,218
16 Apr - 17 Apr
includes taxes & fees
10/10 Exceptional! (74 reviews)
Everything was perfect

Reviewed on 25 Mar, 2026

Castiglion del Bosco, A Rosewood Hotel
Mastrojanni Relais

Mastrojanni Relais

Localita Loreto e San Pio Montalcino SI
Fully refundableReserve now, pay when you stay
The price is S$619 per night from 19 Apr to 20 Apr
S$619
19 Apr - 20 Apr
includes taxes & fees
10/10 Exceptional! (65 reviews)
Perfect location and views. Close to Montalcino. Staff went above and beyond.

Reviewed on 9 Mar, 2026

Mastrojanni Relais
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
The price is S$760 per night from 16 Apr to 17 Apr
S$760
16 Apr - 17 Apr
includes taxes & fees
9/10 Wonderful! (341 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 11 Nov, 2025

Castello di Velona Resort Thermal SPA & Winery
See all 7,027 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.

Popular places to visit

Abbazia di Sant'Antimo

You can learn about the history of Montalcino 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

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

S$176
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Horseback riding in the hills of Montepulciano in Tuscany

Horseback riding in the hills of Montepulciano in Tuscany

S$119
per adult
Horseback riding in the hills of Montepulciano in Tuscany
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

S$37
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
See all activities in Montalcino

Explore a world of travel with Expedia

* 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.