Val di Chiana Tours and Activities

A sunset over a flat landscape with distant mountains and sparse trees.
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 bronze statue of a rearing horse in front of a brick wall.
A panoramic view of a valley with terraced fields, traditional buildings with red-tiled roofs, and a distant mountain range.

Plan a trip to see Val di Chiana

Price found within the past 48 hours. Click for updated prices.
Grand Visconti Palace

Grand Visconti Palace

4 out of 5
Porta Lodovica
Price was AU$2,390, price is now AU$2,043 per person
AU$2,043
per person
7 Dec - 11 Dec
found 16 hours ago
Return direct flight included
Sydney (SYD) to Milan (MXP)
8.8/10 Excellent! (1,003 reviews)

Uptown Palace

Uptown Palace

4 out of 5
Milan Centre
Price was AU$2,515, price is now AU$2,109 per person
AU$2,109
per person
7 Dec - 11 Dec
found 16 hours ago
Return direct flight included
Sydney (SYD) to Milan (MXP)
8.8/10 Excellent! (1,008 reviews)

Art Hotel Navigli

Art Hotel Navigli

4 out of 5
Navigli
Price was AU$2,550, price is now AU$2,169 per person
AU$2,169
per person
7 Dec - 11 Dec
found 16 hours ago
Return direct flight included
Sydney (SYD) to Milan (MXP)
9/10 Wonderful! (1,000 reviews)
The staff was wonderful!! We were on our honeymoon and they went out do their way to welcome us with something special! The hotel was clean and comfortable, would definitely recommend!

Reviewed on 12 Sept 2026

Tours & day trips

See all 133 activities
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 1026 reviews
Free cancellation available
Price is AU$176 per adult
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Private & custom tours

See all 34 activities
San Gregorio Tasting

San Gregorio Tasting

Activity duration is 1 hour and 30 minutes
Free cancellation available
Price is AU$24 per adult
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Adventure & outdoor

See all 9 activities
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 AU$218 per adult*
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Wildlife & nature

See all 5 activities
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 AU$129 per adult
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Shows & concerts

See all 4 activities
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 57 reviews
Free cancellation available
Price is AU$160 per adult
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Top Val di Chiana Hotel & Accommodation Deals

Nuovo Etruria Resort

Nuovo Etruria Resort

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
Albergo San Biagio

Albergo San Biagio

3 out of 5
Via San Bartolomeo 2 Montepulciano SI
Albergo San Biagio
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 Villa Ricci

Hotel Villa Ricci

3 out of 5
Viale Giuseppe di Vittorio 51 Chianciano Terme SI
Hotel Villa Ricci
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
See all 7,241 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.