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Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for Il Castagno hotels

A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.

1. Cappuccina Country Resort

Cappuccina Country Resort
4.0 star property
San Gimignano
8.8 out of 10, Excellent, (109 reviews)
"Hotel and rooms were spotless.There is a nice pool to cool off on those hot days.Overall a great stay"
United States
tony
The price is ļæ„34,432
ļæ„39,107 total
includes taxes & fees
Nov 1 - Nov 2
Cappuccina Country Resort
A patio area with round tables and chairs, outdoor dining setup, and a view of a cityscape in the background.

2. La Collegiata

La Collegiata
4.0 star property
San Gimignano
9.0 out of 10, Wonderful, (166 reviews)
"Location, beautiful elegant great staff breakfast was ok"
United States
Farzad
The price is ļæ„22,365
ļæ„25,833 total
includes taxes & fees
Oct 30 - Oct 31
La Collegiata
A person performing a yoga pose on a wooden deck with a view of a landscape.

3. Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (188 reviews)
"Beautiful place to stay!"
United States
Peter
The price is ļæ„124,497
ļæ„138,705 total
includes taxes & fees
Oct 30 - Oct 31
Castelfalfi
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

4. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (499 reviews)
"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."
Canada
Maya
The price is ļæ„22,822
ļæ„26,159 total
includes taxes & fees
Oct 31 - Nov 1
Hotel Casolare Le Terre Rosse
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

5. Tenuta Decimo

Tenuta Decimo
San Gimignano
8.4 out of 10, Very good, (64 reviews)
"Lovely quiet place. Restaurant is good"
Australia
Troy
The price is ļæ„7,773
ļæ„9,430 total
includes taxes & fees
Nov 1 - Nov 2
Tenuta Decimo
A large building with a swimming pool, surrounded by greenery and outdoor lighting.

6. LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (550 reviews)
"A special thank you to Manuela and Samuel who made our stay extra special!"
Canada
Danilo
The price is ļæ„18,271
ļæ„21,153 total
includes taxes & fees
Oct 30 - Oct 31
LHP Certaldo Resort
An outdoor patio with wicker furniture, white umbrellas, and potted plants.

7. Hotel San Lino

Hotel San Lino
4.0 star property
Volterra
8.8 out of 10, Excellent, (268 reviews)
"Great hotel inside the walls of Volterra, very helpful staff and great location."
United Kingdom
Paul
The price is ļæ„15,671
ļæ„18,292 total
includes taxes & fees
Nov 2 - Nov 3
Hotel San Lino
A swimming pool with lounge chairs and a view of a hill with buildings.

8. Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
9.6 out of 10, Exceptional, (103 reviews)
"Beautiful place, peaceful, very nice pool, fantastic breakfast "
Denmark
Mr. Johnny
The price is ļæ„18,195
ļæ„20,894 total
includes taxes & fees
Nov 2 - Nov 3
Agriturismo Il Casolare di Bucciano
An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".

9. Hotel le Macine

Hotel le Macine
3.0 star property
Montaione
9.4 out of 10, Exceptional, (54 reviews)
"Staff was very friendly and helpful. Property was nicely kept, clean and beautiful view from the courtyard."
Canada
Amanda
The price is ļæ„14,394
ļæ„16,537 total
includes taxes & fees
Oct 30 - Oct 31
Hotel le Macine
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.

10. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (102 reviews)
"Perfect. Gigi, the manager is the best!!"
Brazil
Fabio
The price is ļæ„68,034
ļæ„75,716 total
includes taxes & fees
Nov 2 - Nov 3
Borgo Pignano Volterra Tuscany
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

11. il Casale del Cotone

il Casale del Cotone
San Gimignano
9.4 out of 10, Exceptional, (150 reviews)
"This was a Tuscan country villa with a magnificent hilltop view of all the surrounding wine and olive groves. The estate gardens, sitting area and small chapel was designed for relaxing maybe drink some wine and enjoy this villa that's part of haven. Alejandro made guest a special delicious dinner i will never forget. I highly recommend this villa if you want to experience the true Tuscan country Villa,"
United States
Isaac
The price is ļæ„31,015
ļæ„34,995 total
includes taxes & fees
Nov 1 - Nov 2
il Casale del Cotone
A two-story building with a tiled roof, surrounded by trees and a well-maintained lawn.

12. Boccioleto Resort&Spa - Place of Charme

Boccioleto Resort&Spa - Place of Charme
4.0 star property
Montaione
9.2 out of 10, Wonderful, (133 reviews)
"Beautiful property in Tuscany with a lovely pool and complimentary breakfast."
Canada
Josie
The price is ļæ„8,515
ļæ„10,422 total
includes taxes & fees
Nov 3 - Nov 4
Boccioleto Resort&Spa - Place of Charme
An outdoor dining area with tables and chairs, a brick wall, and a view of the landscape.

13. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
9.8 out of 10, Exceptional, (20 reviews)
"Such a beautiful location and Alfred the owner/manager could not have been more helpful. We loved our stay and wish we couldā€™ve heard him play some jazz. Food was top notch!!! Views to die for!!! Hits all the senses!!!! Breakfast and cappuccinos where wonderful also."
United States
Kenneth
The price is ļæ„20,507
ļæ„23,436 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Castello
A poolside area with lounge chairs and umbrellas, surrounded by a landscaped garden with red flowers.

14. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (387 reviews)
"Beautiful property, nice and helping staff. We enjoy our stay ."
United States
Hector
The price is ļæ„16,923
ļæ„19,496 total
includes taxes & fees
Nov 15 - Nov 16
Poderi Arcangelo
A stone building with an arched entrance, ivy-covered walls, and potted plants.

15. Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (230 reviews)
"Loved this property! Gorgeous views, beautiful property, room was amazing. Breakfast was also great."
United States
Kathleen
The price is ļæ„47,563
ļæ„53,199 total
includes taxes & fees
Nov 25 - Nov 26
Mormoraia
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

16. Hotel Le Colline

Hotel Le Colline
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (143 reviews)
"Martina was incredibly kind and helpful throughout our stay. The hotel facilities and breakfast were amazing. The property is located just a few minutes from the town of San Gimignano, making it a perfect base for exploring the area."
United States
Federico
The price is ļæ„15,408
ļæ„18,003 total
includes taxes & fees
Oct 30 - Oct 31
Hotel Le Colline
A stone building with a swimming pool, outdoor seating, and trees.

17. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (66 reviews)
"Pretty, picturesque and peaceful!! Will stay again if ever back in San Gimignano"
United States
Paul
The price is ļæ„14,575
ļæ„16,912 total
includes taxes & fees
Nov 20 - Nov 21
Il Castagnolo Country B&B
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

18. Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (203 reviews)
"The most welcoming and wonderfully located hotel, we really enjoyed our stay."
United Kingdom
Michelle
The price is ļæ„13,998
ļæ„16,278 total
includes taxes & fees
Nov 29 - Nov 30
Albergo Etruria
A hot tub on a deck with a view of vineyards and hills.

19. Podere La Quercia

Podere La Quercia
San Gimignano
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful views, friendly staff and we loved the hot tubs overlooking the vineyards!!"
United States
James
The price is ļæ„28,285
ļæ„31,992 total
includes taxes & fees
Nov 9 - Nov 10
Podere La Quercia
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

20. Borgo san Benedetto

Borgo san Benedetto
Montaione
9.6 out of 10, Exceptional, (57 reviews)
"The property was beautiful; nice breakfast area, great restaurant, wonderful staff, fantastic setting. "
Canada
Jo-Ann
The price is ļæ„24,700
ļæ„28,226 total
includes taxes & fees
Nov 24 - Nov 25
Borgo san Benedetto
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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Top Il Castagno Hotel Reviews

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme

8/10 Good
"It was a beautiful place. Location was perfect to travel around. It was very clean. Restaurant is decent and food was good. Breakfast was ok."
Rahul 1-night trip
Posted 23 hours ago
Hotel Borgo di Cortefreda Relais - Place of Charme

More cheap stays in Il Castagno

Borgo Tignano

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Frequently asked questions

Where is the best place to stay in Il Castagno?
Castelfalfi, located 5.1 mi (8.2 km) from the heart of Il Castagno, is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Fattoria di Vegi and Poderi Arcangelo. See all available top hotels, or vacation rentals in Il Castagno.
What are some of the best vacation rentals that Il Castagno has to offer?
Villa with large garden in the Chianti hills: Visitors like this Il Castagno vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books. See all vacation rentals in Il Castagno.
If I need to cancel my hotel reservation in Il Castagno, will I receive a refund?
Yes, most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Il Castagno.
Where can I learn more about changing or cancelling my trip to Il Castagno?
To access more information about updating your trip to Il Castagno or cancelling it, click here.
What's it like to stay in Il Castagno?
Visitors are sure to enjoy all that Il Castagno has to offer. In Il Castagno, there are 2 hotels and other accommodations to choose from. Find out more about Il Castagno.
What should I see while I'm in Il Castagno?
Places to visit in the wider area include Castelfalfi Golf Course, Vernaccia di San Gimignano Wine Museum, and Piazza delle Erbe. You'll also find Podesta's Palace and San Gimignano Communal Palace in the area. Check out what more to see and do in Expedia's Il Castagno guide.
What's the weather like in Il Castagno?
The hottest months are usually August and July with an average temp of 73Ā°F, while the coldest months are January and February with an average of 44Ā°F. Average annual precipitation for Il Castagno is 42 inches.

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