Monticchiello Vacations from $1,148
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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.
Palazzo Lorenzo Hotel Boutique & Spa
San Lorenzo
$1,148
per person
Dec 6 - Dec 13
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (622 reviews)
It is an excellent place to stay - closer to the train station-10 minutes.
Kept very clean and nice size of room
Breakfast was great
Very helpful staff.
Reviewed on Oct 16, 2026
Monastero di Cortona Hotel & Spa
Cortona Old Town
$1,506
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
10/10 Exceptional! (337 reviews)
Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender
Reviewed on Oct 13, 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
$1,253
per person
Nov 18 - Nov 24
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Even having arrived very early our room was immediately available. All staff were very helpful.
Our room was immaculately clean. The breakfast staff were outstanding very friendly and very hospitable.
The highlight though was the spa facility - out of this world.
Highly recommend The Moon Boutique.
Reviewed on Oct 16, 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
Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult
Montalcino: Guided Winery Tour and Wine Tasting
$52
per adult
Montepulciano: Winery Tour and Tasting
$40
per adult
100% of travellers recommend
Monticchiello Hotel Deals
Precise Tale Poggio Alla Sala
Via Di Poggio Alla Sala, 10 Montepulciano SI
Nuovo Etruria Resort
Via di S. Martino snc Montepulciano SI
Fully refundable
$104 nightly
$120 total
Oct 25 - Oct 26
Total with taxes and fees
Fonteverde Thermal Spa Resort Tuscany
Localita Terme, 1 San Casciano dei Bagni SI
Fully refundableReserve now, pay when you stay
$286 nightly
$320 total
Nov 18 - Nov 19
Total with taxes and fees
9.4/10 Exceptional! (220 reviews)
"Our third stay here. It’s so nice. The town is also quaint too."
Reviewed on Oct 12, 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
What's included in a Monticchiello vacation package?
A Monticchiello vacation package lets you combine round-trip flights, a hotel stay, and a rental car, offering flexibility to explore the scenic Tuscan countryside. Most hotels in this charming region offer complimentary breakfast, providing a delightful start to your day. Additionally, around 1 in 3 hotels provide airport shuttle service, which can be convenient for transfers from Florence Airport (FLR).Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Monticchiello vacation package?
When you bundle, you can save up to 30%*. To save money on a Monticchiello package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Monticchiello?
Monticchiello, an outdoor and nature destination, offers a blend of cultural sites and scenic beauty for your Monticchiello vacation:These activities enhance any Monticchiello vacation. Browse and book things to do in Monticchiello on Expedia.
Do you need to rent a car in Monticchiello, or is public transport enough?
For Monticchiello vacation packages with flights, a rental car is highly recommended for exploring this outdoor and nature destination. Monticchiello and its surrounding Tuscan countryside are best navigated by car, as many cultural attractions and scenic spots are spread out. A car provides the flexibility to visit the Historic Centre of Pienza, about 5 miles away, or enjoy wine tastings at the Consorzio del Vino Nobile di Montepulciano, about 7 miles from central Monticchiello. While public transport options are available between larger towns, a rental car offers the convenience and direct access needed for a comprehensive Monticchiello vacation package experience. You can pick up a rental car at major airports like Rome (FCO-Fiumicino - Leonardo da Vinci Intl.) or Florence (FLR-Peretola).
Can I change or cancel my Monticchiello vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Monticchiello vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Monticchiello vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Monticchiello vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Monticchiello?
To find last-minute vacation packages to Monticchiello, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Monticchiello vacation packages?
Free cancellation on a Monticchiello vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Monticchiello vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Monticchiello getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Monticchiello vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
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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.
