Castelfalfi Vacations from $669

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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.
Park Palace

Park Palace

4 out of 5
Oltrarno
Price was $926, price is now $669 per person
$669
per person
Dec 3 - Dec 7
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9/10 Wonderful! (356 reviews)
Stayed here for four nights with my husband and it was amazing! The breakfast in the morning was delicious and the staff was so friendly and helpful. We loved that it was outside of the busyness of the city but close enough to have a taxi take us back and forth throughout the day. We had the hotel call us a taxi multiple times but also downloaded AppTaxi to get rides back to the hotel which was very convenient. The room was very comfortable and the pool area very peaceful - we loved coming here to wind down after exploring all day! I could not recommend this hotel more!!!

Reviewed on Oct 4, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $2,435, price is now $1,691 per person
$1,691
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (461 reviews)
The hotel is very beautiful, and the surrounding environment is also excellent.

Reviewed on Sep 26, 2025

Relais Uffizi, Tailor made Hotel

Relais Uffizi, Tailor made Hotel

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,015, price is now $1,408 per person
$1,408
per person
Dec 27 - Dec 31
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (112 reviews)
Overall the property was so nice. The breakfast included with your stay is soooo delicious! That was a real treat. Fresh squeezed orange juice, chef prepared meals, and tasty assorted pastries and parfaits. The staff were so kind and helpful. They went above and beyond to help us. My one complaint. There are a lot of mosquitoes inside of the property. I left with several bites. We killed several in our room, and there were mosquitoes flying around at breakfast and the staff at the front desk. So that was a bummer, but besides that everything else was lovely.

Reviewed on Oct 6, 2025

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,749, price is now $1,270 per person
$1,270
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (588 reviews)
This property is just, well, TOP NOTCH. If the rest of the Lungarno Collection is anything like this one you cannot go wrong. Would stay again in a split second. Well done to the entire staff.

Reviewed on Oct 5, 2025

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Price was $1,426, price is now $1,039 per person
$1,039
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (51 reviews)
Overall the property was great for our needs. It was very convenient for us because it had parking on the premises. The staff was amazing and the king room was beautiful. The only drawback is that it was a bit of a walk from the city center.

Reviewed on Oct 5, 2025

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Discover the most popular places to visit in Castelfalfi

Castelfalfi Golf Course

Enjoy a round of golf in Castelfalfi at Castelfalfi Golf Course. Discover the beautiful countryside in this relaxing area.

Castelfalfi Golf Course

Monastery of San Vivaldo

You can learn about the history of San Vivaldo with a trip to Monastery of San Vivaldo. Discover the beautiful countryside and wineries in this relaxing area.

Monastery of San Vivaldo

What to do in Castelfalfi

Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$141
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Discover San Miniato

Discover San Miniato

$42
per adult
Discover San Miniato
Private Wine & Oil Tasting with Lunch

Private Wine & Oil Tasting with Lunch

$74
per adult
Private Wine & Oil Tasting with Lunch
See all activities in Castelfalfi

Castelfalfi Hotel Deals

Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi, Montaione, FI
$634 nightly
The price is $709 total per night from Nov 5 to Nov 6
$709 total
Nov 5 - Nov 6
Total with taxes and fees
9.4/10 Exceptional! (154 reviews)
"Our stay at Castelfalfi was nothing short of extraordinary. From the moment we arrived, the property’s breathtaking beauty was immediately evident. The views of the rolling Tuscan hills from the Olivo Restaurant and the spa pools are absolutely unparalleled – it’s a scene straight out of a dream. ..."

Reviewed on Sep 22, 2025

Castelfalfi
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $57 total per night from Nov 9 to Nov 10
$57 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (454 reviews)
Good Value for the cost !
"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."

Reviewed on Jul 7, 2025

Hotel Ristorante Alcide
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

4 out of 5
Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $168 total per night from Oct 26 to Oct 27
$168 total
Oct 26 - Oct 27
Total with taxes and fees
9.2/10 Wonderful! (398 reviews)
One of the best Hotels in Tuscany
"This magnificent Hotel exceeded all our expectations. The rooms were very generous is size and the beds were so comfy. Breakfast was exceptional too.... The heated swimming pool with Jacuzzi and the view of the countryside was breathtaking."

Reviewed on Oct 1, 2025

Villa I Barronci Resort & Spa
See all 6,678 properties in Castelfalfi
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.

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 $669 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.