
Monticchiello Vacations from $1,164
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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.


Eden Rock Resort
$1,934
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on Jul 18, 2026

Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
$1,444
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,006 reviews)
We had a wonderful stay at La Scaletta in Florence! The hotel was extremely clean, and the staff was always friendly, welcoming, and very helpful throughout our stay.
The location is fantastic, just steps from the Ponte Vecchio, with so many great shops, restaurants, and beautiful sights within easy walking distance.
One of the things we loved most was the combination of history and modern comfort. Staying in such a beautiful historic building, surrounded by gorgeous frescoes and architectural details, made the experience feel very special, while the rooms still had a fresh, modern vibe.
The terrace bar was another highlight and a wonderful place to relax and enjoy Florence. Beautiful hotel, excellent location, and great service. We would definitely recommend La Scaletta and would happily stay here again!
Reviewed on Aug 12, 2026

Precise Tale Poggio Alla Sala
$3,113
per person
Sep 18 - Sep 23
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (156 reviews)
Precise Tale Poggio Alla Sala is a beautiful, peaceful property in a stunning and remote location near Montepulciano. The rooms and entire establishment were exceptionally clean and well maintained. The staff were friendly and welcoming, and the property is especially family- and kid-friendly, making it a great choice for families looking for a relaxing stay.
Breakfast was included and offered eggs, fresh fruit, a variety of breads, and cold cuts. The selection was good, but it was essentially the same every day with little variation. The breakfast staff were pleasant, although the service could have been more attentive.
Unfortunately, the service at the pool and restaurant was the biggest weakness of our stay. There is a walk-up snack and drink bar, but empty glasses and plates were rarely collected. There was no real pool service, and water was not consistently refilled. At the restaurant, tables were often left with empty plates for extended periods, and wait staff rarely checked on guests after the food was served.
For a property at this price point, we expected a more attentive level of service. The setting, cleanliness, and family-friendly atmosphere are excellent, but the lack of consistent service at the pool and restaurant took away from what could otherwise be an exceptional experience.
Overall, this is a gorgeous and very clean property with friendly people, a peaceful atmosphere, and a great environment for families with children. The location and surroundings
Reviewed on Aug 12, 2026

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View all tripsStay near popular Monticchiello attractions
Art Studio di Adelina Quadri
You can spend an afternoon browsing the exhibits at Art Studio di Adelina Quadri during your travels in Monticchiello. While you're here, you can savor the wineries.
What to do in Monticchiello

Tasting Tour in One of The Most Beautiful Cellars in the World
$38
per adult
100% of travellers recommend

Montalcino: Guided Winery Tour and Wine Tasting
$51
per adult

Montepulciano Wine Tasting in the Tuscan Countryside
$28
per adult
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 $1,164 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.


















