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Aug 10 - Aug 11
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Aug 11 - Aug 12
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Aug 14 - Aug 16
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Our top choices for Castelfalfi hotels

1. Castelfalfi

Castelfalfi
Montaione
Canada
scott
CA $1,296
CA $1,442 total
includes taxes & fees
Aug 25 - Aug 26
Castelfalfi

2. Il Defizio

Il Defizio
Gambassi Terme
Denmark
Leif
CA $200
CA $225 total
includes taxes & fees
Sep 5 - Sep 6
Il Defizio

3. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
United Kingdom
Jessica
CA $177
CA $204 total
includes taxes & fees
Aug 16 - Aug 17
Boccioleto Resort&Spa

4. Hotel le Macine

Hotel le Macine
Montaione
Canada
Amanda
CA $157
CA $180 total
includes taxes & fees
Aug 13 - Aug 14
Hotel le Macine

5. Borgo san Benedetto

Borgo san Benedetto
Montaione
Canada
Jo-Ann
CA $298
CA $338 total
includes taxes & fees
Aug 11 - Aug 12
Borgo san Benedetto

6. Agrihotel Il Palagetto

Agrihotel Il Palagetto
Volterra
United States
Patrick
CA $224
CA $254 total
includes taxes & fees
Sep 2 - Sep 3
Agrihotel Il Palagetto

7. Hotel Portavaldera

Hotel Portavaldera
Peccioli
United States
Clara
CA $139
CA $153 total
includes taxes & fees
Aug 12 - Aug 13
Hotel Portavaldera

8. Borgo della Meliana

Borgo della Meliana
Gambassi Terme
Germany
Patrick
CA $205
CA $230 total
includes taxes & fees
Aug 31 - Sep 1
Borgo della Meliana

9. Albergo Etruria

Albergo Etruria
Volterra
United States
Jo
CA $149
CA $172 total
includes taxes & fees
Aug 11 - Aug 12
Albergo Etruria

10. Capanna 1826

Capanna 1826
San Gimignano
Canada
Noel
CA $140
CA $171 total
includes taxes & fees
Sep 8 - Sep 9
Capanna 1826

11. Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese
Montaione
United States
Youssef
CA $162
CA $184 total
includes taxes & fees
Sep 1 - Sep 2
Agriturismo Poggio Pistolese

12. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
United States
Daniel
CA $188
CA $215 total
includes taxes & fees
Aug 11 - Aug 12
Hotel Il Castello

13. Le Mammole

Le Mammole
San Miniato
United States
Yuriy
CA $148
CA $162 total
includes taxes & fees
Aug 16 - Aug 17
Le Mammole

14. Santo Pietro Resort

Santo Pietro Resort
San Gimignano
CA $177
CA $204 total
includes taxes & fees
Sep 8 - Sep 9
Santo Pietro Resort

15. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
Mexico
Tania
CA $206
CA $236 total
includes taxes & fees
Aug 12 - Aug 13
Hotel Pescille by Double Hospitality

16. Hotel San Lino

Hotel San Lino
Volterra
Ireland
Benvon
CA $161
CA $187 total
includes taxes & fees
Aug 26 - Aug 27
Hotel San Lino

17. Relais Sassa al Sole

Relais Sassa al Sole
San Miniato
United States
William Neill
CA $337
CA $370 total
includes taxes & fees
Aug 17 - Aug 18
Relais Sassa al Sole

18. Villa Lena

Villa Lena
Palaia
United Kingdom
sangita
CA $606
CA $671 total
includes taxes & fees
Aug 18 - Aug 19
Villa Lena

19. Borgo Di Colleoli Resort

Borgo Di Colleoli Resort
Palaia
United Kingdom
Vicki
CA $235
CA $265 total
includes taxes & fees
Aug 23 - Aug 24
Borgo Di Colleoli Resort

20. Hotel Miravalle

Hotel Miravalle
San Miniato
United States
Kin Bing
CA $186
CA $204 total
includes taxes & fees
Aug 29 - Aug 30
Hotel Miravalle
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Stay 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.
See properties

Top Castelfalfi Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"This hotel is absolutely gorgeous and was a real heaven for us to recharge half way through our trip. The pool and restaurant are great and the staff went out of their way to help us when we needed it."
Anne 1-night trip
Posted 21 hours ago
Hotel Casolare Le Terre Rosse
 "Villa Torre in Chianti"  Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent
"Our family of 18 stayed at the Villa this July (2026) and could not have been more pleased with everything associated with our stay. Jacopo and Beatrice truly are first class hosts. They helped us book 3 vehicles that were dropped off and picked up directly at the Villa which was a great time saver. They also provided a grocery shopping service so that we had drinks and snacks at the villa when we arrived.The meal service was truly fantastic! We opted for the Welcome dinner and the Florentine BBQ, both of which were great. We visited a lot of places while in Italy but the family dinners at sunset were among our favorites.The Villa was beautiful and spacious. The grandkids really enjoyed the open spaces and the pool. The views from the back deck of the surrounding Tuscan countryside were also very special. We even got to see hot air balloons on a few occasions. The relative close proximity to Firenze was also clutch for day trips on high-speed trains. There is a good reason why this Villa won the VRBO Vacation Rental of the Year. You simply cannot go wrong here. I am very thankful for the memories that will last a lifetime and role this villa and the hosts played in making that happen!"
Dennis K. 7-night trip
Posted 4 days ago
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful hotel and helpful staff Excellent food and amenities"
Onix 2-night trip
Posted 6 days ago
Hotel Borgo San Luigi
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"This was a fabulous stay. The property is beautiful, the grounds were fun to walk and the swimming pool was lovely. Breakfast every morning was delicious. Hotel was very quiet during the week but was noticeably busier starting Friday (I think local people come just for the weekend). Our room was spacious and very clean. Bed was very comfortable. There is a bar near the pool that serves drinks in the afternoon and dinner nightly on the terrace. The nearby town was so cute and had a coop as well as numerous delicious restaurants (I recommend Nonno’s for a rustic, authentic dinner, La Carboneira for pizzas and I Pini for gelato. I would stay here again and highly recommend!"
Carrie 4-night trip
Posted 9 days ago
Villa I Barronci Resort & Spa
Castelfalfi

Castelfalfi

10/10 Excellent
"An incredibly beautiful hotel with first class service and amenities situated in the rolling Tuscan landscape. Definitely one of the most beautiful properties in the world."
Jeffrey 4-night trip
Posted 11 days ago
Castelfalfi
Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"This is the Tuscan escape you dream about! We absolutely loved our stay at Salvadonica! A peaceful retreat surrounded by vineyards, hills, and incredible sunsets! It’s perfectly situated to explore Chianti and other locations nearby. The restored farmhouse offers wonderful accommodations that are comfortable and private. There’s a refreshing pool, outdoor movies, yoga in the vineyard, and plenty of spaces to escape and relax. The onsite restaurant La Volpenera, was casually elegant and delicious! Try the gelato with the Salvadonica olive oil…you won’t be sorry. The included breakfast buffet featured a variety of options and was perfect start to each day. We signed up for the Wine and Olive Oil Tasting with Sommelier Irene which gave us a personalized tasting of Salvedonica’s products and history. Excellent experience! And we took the Cooking Class with Chef Ivana which was the best meal we had on our entire trip! Cooking with Ivana felt like we were spending the day with family! Everyone working here provided exceptional service! I only wish we had a longer stay! Can’t wait to return to Salvadonica!"
Maria 2-night trip
Posted 2 weeks ago
Salvadonica - Borgo del Chianti
Villa Petriolo

Villa Petriolo

10/10 Excellent
"Everything was so perfect. We stayed for a week with our 2.5 month old baby, it was such a great place to be, the staff were amazing, so friendly. Very clean rooms, the pools and grounds were stunning, and bigger than I expected. We will definitely be planning a trip back!"
Nicholas 6-night trip
Posted 2 weeks ago
Villa Petriolo
Tenuta di Artimino Melia Collection

Tenuta di Artimino Melia Collection

10/10 Excellent
"A literal piece of heaven on earth."
Nicholas 5-night trip
Posted 1 month ago
Tenuta di Artimino Melia Collection
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Amazing hotel! Looking forward to coming back."
Harry 2-night trip
Posted 2 months ago
Fattoria di Vegi

More cheap stays in Castelfalfi

Easy Space

Easy Space

Via Meucci 18 Bientina PI
CA $134
CA $147 total
Aug 30 - Aug 31
includes taxes & fees
Easy Space
Agriturismo Podere Rondinaio

Agriturismo Podere Rondinaio

Via Orbignanese 123 Lamporecchio PT
CA $136
CA $152 total
Sep 4 - Sep 5
includes taxes & fees
10/10 Exceptional! (1 review)
Agriturismo Podere Rondinaio
Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese

Strada Provinciale Samminiatese Montaione FI
CA $162
CA $184 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very good! (12 reviews)
Agriturismo Poggio Pistolese
Fattoria Albanese Labardi

Fattoria Albanese Labardi

Via S. Lorenzo ai Monti, 2/4 Lastra a Signa FI
Get rates
2/10 (1 review)
Fattoria Albanese Labardi
Borgo Tignano

Borgo Tignano

Località Tignano Volterra PI
Get ratesBorgo Tignano
Agriturismo Il Caggio di Sotto

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI
Get rates
9.6/10 Exceptional! (16 reviews)
Agriturismo Il Caggio di Sotto

Frequently asked questions

What is the best area to stay in Castelfalfi?
The best area to stay in Castelfalfi is within the Castelfalfi Estate itself, which offers an extensive and premium experience for visitors.The Castelfalfi Estate is a beautifully restored medieval village surrounded by rolling Tuscan hills, vineyards, and olive groves. It's designed as a self-contained destination, so everything you need is conveniently located within its grounds. You'll find a range of accommodation options, from luxury hotels to charming apartments and villas, all maintaining a traditional Tuscan aesthetic. The main village area includes several restaurants, shops selling local products, and a historic castle.For couples seeking a relaxing and indulgent escape, staying within the Estate is ideal. You can enjoy wine tasting experiences at the estate's own vineyards, unwind by one of the pools with stunning views, or take cooking classes focused on Tuscan cuisine. The golf course is also a significant draw for those who enjoy the sport, offering two courses with picturesque backdrops.Families will also find the Castelfalfi Estate very accommodating. There are activities like horse riding, cycling paths, and nature walks suitable for all ages. The various dining options cater to different tastes, and the spacious rooms, particularly the villas, provide plenty of room for everyone to enjoy their holiday comfortably.
When is the best time to go to Castelfalfi?
The best time to visit Castelfalfi is during the shoulder seasons of April to June and September to October, when the weather is pleasant and the crowds are smaller.During these months, the Tuscan countryside is at its most beautiful. In spring, you'll see wildflowers blooming across the hills, and the temperatures are ideal for exploring the estate's hiking and cycling trails. The autumn months offer warm, sunny days great for enjoying outdoor activities and the region's culinary delights, such as truffle hunting and wine tasting, without the intense heat of summer.For couples seeking a romantic getaway, these periods provide the great balance of warm weather and fewer visitors, allowing for more intimate experiences at the estate's restaurants and spa facilities. The mild evenings are ideal for al fresco dining with stunning views of the vineyards.Families will also find these times excellent for a relaxed holiday.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Castelfalfi.
How much is the nightly rate at a Castelfalfi hotel?
Prices for hotels in Castelfalfi often vary, but you can find a great deal from CA $147 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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