Val di Chiana

A large, historic church with a prominent dome and twin bell towers.
A town with historic buildings, a prominent church with a tower, and a hilltop structure.
A narrow alleyway with brick buildings, arched doorways, and potted plants.
A panoramic view of a valley with terraced fields, traditional buildings with red-tiled roofs, and a distant mountain range.
Rolling hills, a small house, and a distant mountain range.

Tours & day trips

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From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting

From Rome: Tuscany & Montepulciano Day Trip including Lunch & Wine Tasting

Activity duration is 11 hours
9.6 out of 10 with 1042 reviews
Free cancellation available
Price is S$127 per adult
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Private & custom tours

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San Gregorio Tasting

San Gregorio Tasting

Activity duration is 1 hour and 30 minutes
Free cancellation available
Price is S$21 per adult
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Adventure & outdoor

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Montepulciano Paths of the Noble Quad Tour 1 Hour with Lunch

Montepulciano Paths of the Noble Quad Tour 1 Hour with Lunch

Activity duration is 3 hours and 30 minutes
Free cancellation available
Price is S$192 per adult*
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Wildlife & nature

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Horseback riding in the hills of Montepulciano in Tuscany

Horseback riding in the hills of Montepulciano in Tuscany

Activity duration is 1 hour
10.0 out of 10 with 7 reviews
Free cancellation available
Price is S$114 per adult
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Shows & concerts

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Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

Activity duration is 4 hours
9.8 out of 10 with 78 reviews
Free cancellation available
Price is S$141 per adult
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Top Val di Chiana Hotel Deals

Nuovo Etruria Resort

Nuovo Etruria Resort

4 out of 5
Via di S. Martino snc Montepulciano SI
Nuovo Etruria Resort
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
Precise Tale Poggio Alla Sala
Hotel Villa Ricci

Hotel Villa Ricci

3 out of 5
Viale Giuseppe di Vittorio 51 Chianciano Terme SI
Hotel Villa Ricci
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

3 out of 5
Via di Villa Bianca, 8 Montepulciano SI
Hotel Panoramic Montepulciano
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
Relais Villa Grazianella - UNA Esperienze
AgriHotel Villa Ambra

AgriHotel Villa Ambra

3 out of 5
Santalbino Montepulciano SI
AgriHotel Villa Ambra
Hotel I Due Cigni

Hotel I Due Cigni

3 out of 5
Via Del Cipresso 2 - S Albino Montepulciano SI
Hotel I Due Cigni
Terra Antica Resort

Terra Antica Resort

Via Sanguineto 3 Montepulciano SI
Terra Antica Resort
Albergo San Biagio

Albergo San Biagio

3 out of 5
Via San Bartolomeo 2 Montepulciano SI
Albergo San Biagio
See all 7,028 properties in Val di Chiana
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.

* 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.