Monticchiello Vacations
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Your Monticchiello Vacation
Simplify your travel planning by booking a Monticchiello vacation package. One of the best neighborhoods to stay in this fascinating city is Macciano, which is great for walking and a lot more. If your trip to Monticchiello includes a little sightseeing, don't miss much-loved attractions like Pienza Cathedral, Palazzo Piccolomini and Historic Centre of Pienza. Check out Expedia's extensive range of travel options and start planning your ultimate vacation to Monticchiello today.
Discover the most popular places to visit in Monticchiello
Pienza Cathedral
Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.
Palazzo Piccolomini
You can study the exhibits at Palazzo Piccolomini, a museum with a storied past, during your trip to Pienza. While you're here, you can savor the wineries.
Piazza Pio II
After visiting Piazza Pio II, make a plan to see the other sights and activities in Pienza. While you're here, you can savor the wineries.
What to do in Monticchiello
Montalcino: Guided Winery Tour and Wine Tasting
$52
per adult
Olive Oil Tours and Tasting at Frantoio di Montalcino
$58
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult
Monticchiello Hotel Deals
Fonteverde Lifestyle & Thermal Retreat
Localita Terme, 1 San Casciano dei Bagni SI
Fully refundableReserve now, pay when you stay
$323 nightly
The price is $360 total per night from Dec 10 to Dec 11
$360 total
Dec 10 - Dec 11
Total with taxes and fees
9.2/10 Wonderful! (179 reviews)
Best resort I’ve ever stayed in! So clean, bathroom is refreshing, the many thermal pools, the views, I’ll be going back every year.
Reviewed on Oct 25, 2025
Rosewood Castiglion del Bosco
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
$1,281 nightly
The price is $1,421 total per night from Dec 17 to Dec 18
$1,421 total
Dec 17 - Dec 18
Total with taxes and fees
10/10 Exceptional! (67 reviews)
Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal.
Reviewed on Aug 3, 2025
Hotel Relais II Chiostro di Pienza
Corso Rossellino 26 Pienza SI
8.6/10 Excellent! (610 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.
Reviewed on Oct 29, 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.
Find the Best Monticchiello Vacation Packages
Monticchiello Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Population | 200 |
Max Temp Winter | 50ºF |
Max Temp Summer | 85ºF |
Top Sights | Pienza Cathedral, Palazzo Piccolomini and Enoteca Di Ghino |
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- Art Studio di Adelina Quadri
- Pienza Cathedral
- Palazzo Borgia
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- Piazza Pio II
- Pienza Vacations
- Palazzo Piccolomini
- Enoteca Di Ghino
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- Pieve di Corsignano
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- Piazza Grande
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- Via Ricci
- Church of St. Augustine
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- Colonna del Marzocco
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.