Castelfalfi Vacations from $731

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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.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,116, price is now $731 per person
$731
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,007 reviews)
The staff are friendly , breakfast is good. The only thing is the bathroom shower area is so tight in a corner n water supply is quite low.we wished we had a window that can be open. But overall its not too bad

Reviewed on Sep 20, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,241, price is now $781 per person
$781
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,008 reviews)
This hotel space is a recent renovation of an old building. It was very convenient to access anything in old Florence. The room is as spacious and the bed comfortable, however we had to request a room change as the street noise was not blocked by the window at all. We figured that insulation around the window was non-existent. Also, the doors and walls were thin and we could hear any noises in the hallway and adjacent rooms. Our second room was more quiet, looking out over a central open area, used mainly for piping and maintenance equipment. The bathrooms were a good size with a dimly lit shower area. Breakfast was limited but the food was fresh (cereals, hard boiled eggs, cheese, croissants, cakes and decent coffee). Overall, we were satisfied with the room but wished we had spent more for a stay at a higher rates property.

Reviewed on Sep 20, 2025

L'Andana

L'Andana

5 out of 5
Save 100% on your flight
Price was $2,355, price is now $1,542 per person
$1,542
per person
Oct 25 - Oct 31
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (80 reviews)
What an amazing place I hope to get back here next year again everybody was super nice. Property was super nice. It is quite relaxing. Great food apparently a great wine as well but I don’t drink. I highly recommend anybody to go.

Reviewed on Jul 5, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $1,642, price is now $1,080 per person
$1,080
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (461 reviews)
Villa Cora was delightful in every way. The only negative thing I have to say is that I am not currently still there. Alas, I would highly recommend Villa Cora as a jumping off point for your Tuscan or Firenze adventures.

Reviewed on Sep 6, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,445, price is now $957 per person
$957
per person
Nov 13 - Nov 19
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (477 reviews)
Room as immaculately clean. Steam shower was amazing. A little annoyed about the A/C, it turns off when you leave the room, so it didn’t stay cool in our room when we were gonna all day. Spa access was a lil confusing, it wasn’t use as you wish, you had to reserve a slot in a 3hr window which was at dinner time. This resulted in us only using the spa once. Breakfast had a wide selection, with a small cook to order menu. Was delicious and quick. Bed was extremely comfortable. Tram station for the T2 line was right in front of the hotel, when coming from the airport you have change T1 line to T2 line, but very simple.

Reviewed on Sep 14, 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

$139
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

$234
per adult
100% of travellers recommend
Tuscany Vespa Tour from Florence with Wine Tasting
San Gimignano: Chianti wine tasting and lunch

San Gimignano: Chianti wine tasting and lunch

$82
per adult
San Gimignano: Chianti wine tasting and lunch
See all activities in Castelfalfi

Castelfalfi Hotel Deals

Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi, Montaione, FI
$662 nightly
The price is $740 total per night from Oct 19 to Oct 20
$740 total
Oct 19 - Oct 20
Total with taxes and fees
9.4/10 Exceptional! (153 reviews)
"It was the best resort we have ever visited."

Reviewed on Aug 25, 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
$60 nightly
The price is $74 total per night from Oct 12 to Oct 13
$74 total
Oct 12 - Oct 13
Total with taxes and fees
8/10 Very Good! (453 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
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano, San Gimignano, SI
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $192 total per night from Sep 30 to Oct 1
$192 total
Sep 30 - Oct 1
Total with taxes and fees
8.8/10 Excellent! (312 reviews)
Beautiful - But need a car
"Our stay at Poderi Arcangelo in the rolling hills of San Gimignano was nothing short of magical. Surrounded by vineyards and olive groves, the views were the kind that stop you in your tracks – especially at sunset when the Tuscan hills glow gold. The food was exceptional every day, with authentic ..."

Reviewed on Aug 9, 2025

Poderi Arcangelo
See all 6,747 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.

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Frequently asked questions

How much does a Castelfalfi vacation package cost?
Offering excellent value package deals from $731 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.