Castiglioncello del Trinoro Vacations from $622

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Your Castiglioncello del Trinoro Vacation

From its highlights to its hidden gems, this city is best experienced with a Castiglioncello del Trinoro vacation package. Look for places to stay in Villastrada, which is good for festivals, culture and nature. Eager to do some sightseeing? A trip to Castiglioncello del Trinoro wouldn't be complete without exploring Sarteano Castle, Archaeological Museum of Sarteano and other big-name attractions. No matter your travel plans or the size of your budget, organizing a tailored Castiglioncello del Trinoro vacation is easy with Expedia.

The Latest Castiglioncello del Trinoro vacation packages

Price found within the past 48 hours. Click for updated prices.
Il Perseo

Il Perseo

3 out of 5
Historic Centre of Florence
Price was $863, price is now $622 per person
$622
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
Amazing location, super friendly staff, great breakfast. Rooms are clean, modern, and decently spacious. Highly recommend! The elevator is a nice plus

Reviewed on Nov 18, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,118, price is now $792 per person
$792
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
Close to train station and everything you need.

Reviewed on Nov 21, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,406, price is now $1,001 per person
$1,001
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Breakfast was good. Staff super friendly. Overall the expected quality for the paid price.

Reviewed on Nov 20, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
Price was $1,547, price is now $1,102 per person
$1,102
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.

Reviewed on Jun 29, 2025

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was $1,490, price is now $1,081 per person
$1,081
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
Spacious room much bigger than an average single.

Reviewed on Nov 27, 2025

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Discover the most popular places to visit in Castiglioncello del Trinoro

Sarteano Castle

Sarteano Castle is just one of the places to see in Sarteano, so why not enjoy the other things to explore during your travels? Visit the area's spas, or simply enjoy its wineries.

Sarteano Castle

Archaeological Museum of Sarteano

You can spend an afternoon browsing the exhibits at Archaeological Museum of Sarteano during your travels in Sarteano. Discover the area's countryside and wineries.

Archaeological Museum of Sarteano

What to do in Castiglioncello del Trinoro

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

$103
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Bottaia

Tasting Tour in One of The Most Beautiful Cellars in the World

$38
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
See all activities in Castiglioncello del Trinoro

Castiglioncello del Trinoro Hotel Deals

Monteverdi Tuscany

Monteverdi Tuscany

Via di Mezzo Sarteano SI
$764 nightly
The price is $845 total per night from Dec 12 to Dec 13
$845 total
Dec 12 - Dec 13
Total with taxes and fees
9/10 Wonderful! (10 reviews)
Wish I could give Monteverdi Tuscany 6 Stars! Well worth the money. Not just a hotel, but a great all round experience. The best comment I can make is that I would gladly stay there again!

Reviewed on Nov 4, 2025

Monteverdi Tuscany
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
$334 nightly
The price is $372 total per night from Dec 14 to Dec 15
$372 total
Dec 14 - Dec 15
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
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $166 total per night from Dec 18 to Dec 19
$166 total
Dec 18 - Dec 19
Total with taxes and fees
9.6/10 Exceptional! (275 reviews)
Great room and service

Reviewed on Nov 11, 2025

Relais Villa Grazianella - UNA Esperienze
See all 3,627 properties in Castiglioncello del Trinoro
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 Castiglioncello del Trinoro Vacation Packages

Castiglioncello del Trinoro Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Sarteano Castle and Archaeological Museum of Sarteano

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Frequently asked questions

How much does a Castiglioncello del Trinoro vacation package cost?
Offering great value package deals from $622 on Expedia, you'll be pleasantly surprised at how much a vacation to Castiglioncello del Trinoro costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Castiglioncello del Trinoro?
August, November and December are the best times to search for cheap Castiglioncello del Trinoro vacation packages. Choosing to travel in quieter months means you can usually find lower prices on flights and hotels.
How many days is enough for Castiglioncello del Trinoro?
Typically, a handful of days is enough to check out the major attractions during your Castiglioncello del Trinoro vacation. However, if you want to have time to unwind or take day trips, consider extending your itinerary.
How to find the best Castiglioncello del Trinoro package deals?
Begin your search for a Castiglioncello del Trinoro package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Castiglioncello del Trinoro package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Castiglioncello del Trinoro escape underway.
Is it cheaper to book a Castiglioncello del Trinoro vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Castiglioncello del Trinoro vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Castiglioncello del Trinoro?
If you've got your Castiglioncello del Trinoro vacation dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Castiglioncello del Trinoro vacation packages?
If you're like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Castiglioncello del Trinoro break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.