Monticchiello Vacations from $692

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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.

The Latest Monticchiello vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $911, price is now $692 per person
$692
per person
Jan 8 - Jan 11
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,015 reviews)
Location was amazing for dinning options. Easy access to bus routes. And walkable to many sites. Have to mention the cleanliness of the rooms and shared areas

Reviewed on Nov 5, 2025

Brunelleschi Hotel

Brunelleschi Hotel

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $8,949, price is now $7,399 per person
$7,399
per person
Dec 29 - Jan 4
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (645 reviews)
Charming hotel with wonderful service in ideal location to explore Florence. Highly recommend!

Reviewed on Oct 21, 2025

Il Perseo

Il Perseo

3 out of 5
Historic Centre of Florence
Price was $1,207, price is now $930 per person
$930
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (1,013 reviews)
Great hotel in Florence, Italy, Il Perseo is in a great location and makes a perfect homebase for sightseeing the city and excursions to the countryside. It's a 3 star hotel so its affordable but feels more like a 4 star hotel. The room is clean and the bed is comfortable, the views from the windows are nice, and they offer a really good breakfast with a lot of variety. The staff are very friendly and helpful. They offer laundry service at an incredibly low price.

Reviewed on Nov 5, 2025

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Price was $1,894, price is now $1,472 per person
$1,472
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Florence (FLR)
9.6/10 Exceptional! (591 reviews)
This property is just, well, TOP NOTCH. If the rest of the Lungarno Collection is anything like this one you cannot go wrong. Would stay again in a split second. Well done to the entire staff.

Reviewed on Oct 5, 2025

Hotel Berchielli

Hotel Berchielli

4 out of 5
Historic Centre of Florence
Price was $1,188, price is now $927 per person
$927
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
The facility is very old.

Reviewed on Sep 10, 2025

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Discover the most popular places to visit in Monticchiello

Cathedral of Pienza featuring heritage elements, a church or cathedral and religious elements

Pienza Cathedral

5/5(131 reviews)

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Pienza Cathedral

Palazzo Piccolomini

5/5(80 reviews)

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.

Palazzo Piccolomini

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.

Piazza Pio II

What to do in Monticchiello

Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

$52
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

$104
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
See all activities in Monticchiello

Monticchiello Hotel Deals

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
8.6/10 Excellent! (607 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.

Reviewed on Oct 29, 2025

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Hotel Relais II Chiostro di Pienza
Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat

5 out of 5
Localita Terme, 1, San Casciano dei Bagni, SI
Fully refundableReserve now, pay when you stay
$356 nightly
The price is $396 total per night from Dec 1 to Dec 2
$396 total
Dec 1 - Dec 2
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

Fonteverde Lifestyle & Thermal Retreat
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
$90 nightly
The price is $104 total per night from Nov 8 to Nov 9
$104 total
Nov 8 - Nov 9
Total with taxes and fees
9.2/10 Wonderful! (64 reviews)
We found it really hard to find the place. Better signs would be helpful. Other than that we had a great time. The room was excellent very clean and it had everything we needed. Parking was great

Reviewed on Oct 26, 2025

Nuovo Etruria Resort
See all 4,124 properties in Monticchiello
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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Frequently asked questions

How much does a Monticchiello vacation package cost?
You'll find cheap prices from $692 on Expedia for your Monticchiello break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Monticchiello costs.
What are the cheapest months to go to Monticchiello?
If you'd like to book a cheap Monticchiello vacation package, consider visiting in March, November and December. You'll typically find better rates on flights and hotels during these months — ideal for budget-conscious travelers.
How many days is enough for Monticchiello?
With a well-organized itinerary, you can easily hit the top Monticchiello sights in a few days. But if you want to discover hidden spots or go on day tours, consider booking your Monticchiello vacation for longer.
How to find the best Monticchiello package deals?
Use Expedia's handy filters to find some terrific Monticchiello package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Monticchiello package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Monticchiello vacation as a package?
You can enjoy significant savings on your Monticchiello escape by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Monticchiello?
If you have your Monticchiello vacation dates locked in, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Monticchiello vacation packages?
Your Monticchiello break should be an escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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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.