Monticchiello Vacations from $1,352
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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
$1,660
per person
Oct 10 - Oct 15
found 5 hours ago
Roundtrip non-stop flight included
New York (JFK) 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
$1,760
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,004 reviews)
This was my favorite hotel out of all the cities I’ve visited in Italy. The staff are kind and the hotel is in walking distance to everything. I didn’t take any taxis during my stay. It’s a 15 minute walk from the train station. It’s close to many restaurants, attractions and stores to shop. They have a beautiful roof top bar over looking Florence
Reviewed on Aug 25, 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
Monticchiello Hotel Deals
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$599 nightly
$666 total
Aug 31 - Sep 1
Total with taxes and fees
Hotel Corsignano
Via Della Madonnina 11 Pienza SI
$198 nightly
$224 total
Aug 30 - Aug 31
Total with taxes and fees
9.4/10 Exceptional! (375 reviews)
"A cute little hotel, room was a bit smaller. Breakfast was amazing and you cant beat the location."
Reviewed on Aug 22, 2026
Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
$771 nightly
$860 total
Aug 28 - Aug 29
Total with taxes and fees
9/10 Wonderful! (367 reviews)
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. ..."
Reviewed on Aug 14, 2026
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 $1,352 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.
