Castelfalfi Vacations from $1,148
Book a Hotel + Flight or Car together to unlock savings
Your Castelfalfi Vacation
The stress-free way to experience this unique city is with a tailor-made Castelfalfi vacation package. Base yourself in the neighborhood of Capannoli, which is good for walking, nature and history or choose someplace else — our packages are all about you. If visiting the sights is a must during your trip to Castelfalfi, make sure you swing by popular attractions like Castelfalfi Golf Course and Monastery of San Vivaldo. Don't delay your visit to this city any longer. Your perfect Castelfalfi vacation is only a few clicks away with Expedia.
The Latest Castelfalfi 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 13 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 22 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 Castelfalfi attractions
Castelfalfi Golf Course
9.6/10 (11 reviews)
Enjoy a round of golf in Castelfalfi at Castelfalfi Golf Course. Discover the beautiful countryside in this relaxing area.
What to do in Castelfalfi
San Gimignano: Evening Flavors Dinner & Wine tasting
$65
per adult
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
$39
per adult
Castelfalfi Hotel Deals
Castelfalfi
Località Castelfalfi Montaione FI
$828 nightly
$922 total
Oct 23 - Oct 24
Total with taxes and fees
Poderi Arcangelo
Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
$108 nightly
$125 total
Nov 8 - Nov 9
Total with taxes and fees
Fattoria di Vegi
Località Vegi, 16 Castellina in Chianti SI
Fully refundableReserve now, pay when you stay
$237 nightly
$267 total
Oct 27 - Oct 28
Total with taxes and fees
10/10 Exceptional! (37 reviews)
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Reviewed on Oct 7, 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 Castelfalfi Vacation Packages
Castelfalfi Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Galileo Galilei Airport (PSA) |
Top Sights | Castelfalfi Golf Course, Monastery of San Vivaldo and Villa da Filicaja |
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Frequently asked questions
How much does a Castelfalfi vacation package cost?
Offering excellent value package deals from $1,148 on Expedia, you'll be thrilled with how little a vacation to Castelfalfi costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Castelfalfi?
You can typically find lower rates and greater availability in October, November and December. Check out our cheap Castelfalfi vacation packages and you could land some great off-season deals.
How many days is enough for Castelfalfi?
The ideal duration for your Castelfalfi vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to hit all the top sights and explore some hidden gems along the way.
How to find the best Castelfalfi package deals?
Begin your search for a Castelfalfi package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Castelfalfi package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Castelfalfi getaway off to a flying start.
Is it cheaper to book a Castelfalfi vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations separately. Better still, you can personalize your Castelfalfi escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Castelfalfi?
If you're planning a spontaneous Castelfalfi getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Castelfalfi?
- Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Castelfalfi.
- Set your budget: Factor in costs such as food, flights and transportation when working out how much to put aside for your trip to Castelfalfi. Then, choose a hotel that matches your budget, whether that's a low-cost stay or a lavish getaway.
- Use our trip planning tool to explore Castelfalfi: Research every part of your trip to Castelfalfi with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings.
- Decide how long to go for: Now that you know more about Castelfalfi, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Castelfalfi vacation package.
- Book experiences or activities in advance: Whether it's a ticket to a major attraction or a day trip in nature, you won't have to worry about missing out on the highlights of Castelfalfi. Find all the exciting things to do in Castelfalfi with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Castelfalfi vacation packages?
If you're anything like us, you love exploring new places 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 help from online lender Affirm, you can break down the overall cost of your Castelfalfi vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up 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.