Top 10 Hotels in Il Castagno (from $54) 2026 - Competitive Prices

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Our top choices for Il Castagno hotels

A dining area with a table set for four, overlooking a scenic landscape.

A buffet setup with various food items and a seating area with wicker chairs and tables.

A pool with a view of rolling hills and distant buildings.

A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.

1. Poderi Arcangelo

San Gimignano

Hector

$108 nightly

$124 total

Nov 8 - Nov 9

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.

A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery, with a view of distant hills.

A cozy living room with a fireplace, a green sofa, a wooden coffee table, and a stone fireplace surround.

2. Il Defizio

Gambassi Terme

"This was the most beautiful, peaceful place. Such a dream to stay here. The staff were all lovely and the breakfast was perfect. Lots of options from fresh fruit to yogurt to croissants to eggs and delicious cheese and meats. View was gorgeous. We also had their dinner there one night and it was excellent food and such a lovely atmosphere. It was hard to leave and I would return in a heartbeat."

Lisa

$124 nightly

$140 total

Oct 24 - Oct 25

Total with taxes and fees

A stone building with a wooden door, a stone wall, and a wooden balcony.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills.

A restaurant with a long table displaying purple flowers, framed landscape paintings on the walls, and stone walls.

An outdoor dining area with tables set for two, overlooking a pool and garden.

3. Casanova di Pescille

San Gimignano

Alexander Cartaya

$182 nightly

$206 total

Oct 24 - Oct 25

Total with taxes and fees

A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.

A two-story building with a tiled roof, a central entrance, and a small balcony.

A restaurant with brick arches, wooden ceiling beams, and tables set for dining.

A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

4. Boccioleto Resort&Spa - Place of Charme

Montaione

Josie

$62 nightly

$75 total

Oct 26 - Oct 27

Total with taxes and fees

A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

A swimming pool at night with a stone building in the background.

A stone building with a tiled roof, a gravel path, and potted plants.

5. Tenuta Decimo

San Gimignano

Troy

$44 nightly

$54 total

Oct 26 - Oct 27

Total with taxes and fees

An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".

A stone building with a paved entrance and a decorative archway with red flowers.

A hotel room with a bathtub, a bed, a desk, and a window with curtains.

A hallway with a large painting of a rural scene, a cushioned bench, and a view of the outdoors through a glass door.

6. Hotel le Macine

Montaione

Amanda

$84 nightly

$97 total

Oct 31 - Nov 1

Total with taxes and fees

An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.

A hotel entrance with a glass door, a welcome mat, and two potted plants.

A bar area with a large mirror, shelves with bottles, a clock, and a patterned floor.

7. Albergo Etruria

Volterra

Michelle

$87 nightly

$102 total

Nov 22 - Nov 23

Total with taxes and fees

A stone building with a swimming pool, outdoor seating, and trees.

A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.

A restaurant with a brick floor, white furniture, and a chalkboard menu.

A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.

8. Il Castagnolo Country B&B

San Gimignano

Paul

$93 nightly

$108 total

Nov 13 - Nov 14

Total with taxes and fees

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

An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.

A buffet table with various food items and a sign reading 'TORRELUCENT'.

A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.

9. Cappuccina Country Resort

San Gimignano

tony

$176 nightly

$202 total

Oct 24 - Oct 25

Total with taxes and fees

A swimming pool with lounge chairs and a stone building with a view of the mountains at sunset.

A restaurant with arched brick ceilings and wooden tables, featuring a stone wall and large windows.

A covered patio with outdoor seating, stone walls, and a view of the landscape.

A stone building with a staircase leading to a second floor, surrounded by a stone wall and a paved area with steps.

10. Albergo Villa Rioddi

Volterra

Matthew

$71 nightly

$83 total

Oct 27 - Oct 28

Total with taxes and fees

A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.

A large estate with a swimming pool, surrounded by lush greenery and rolling hills.

11. Hotel Casolare Le Terre Rosse

San Gimignano

Maya

$137 nightly

$158 total

Oct 24 - Oct 25

Total with taxes and fees

A large building with a swimming pool, surrounded by greenery and outdoor lighting.

A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

A courtyard with a lawn, seating area, and a weeping willow tree.

A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

12. LHP Certaldo Resort

Certaldo

Danilo

$120 nightly

$138 total

Oct 25 - Oct 26

Total with taxes and fees

A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.

A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.

An outdoor seating area with tables and chairs under a tent, surrounded by potted plants and a stone wall.

A hotel lobby with a wooden reception desk, a black leather sofa, and a dining area in the background.

13. Hotel San Lino

Volterra

Paul

$100 nightly

$117 total

Nov 2 - Nov 3

Total with taxes and fees

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view.

A table set for dining with a view of a vineyard.

A lobby with a reception desk, a staircase, and seating areas.

14. La Cisterna

San Gimignano City Centre

Kathy Ann

$88 nightly

$104 total

Nov 14 - Nov 15

Total with taxes and fees

A pool area with lounge chairs and a view of a vineyard.

An outdoor dining area with tables arranged in a semi-circle, surrounded by trees and a view of the countryside.

An outdoor dining area with tables set for two, surrounded by a pergola structure, overlooking a scenic landscape.

An aerial view of a castle-like building surrounded by lush greenery and vineyards.

15. Agriturismo Bio Fattoria Bacio

Certaldo

Ulrike

$103 nightly

$118 total

Oct 25 - Oct 26

Total with taxes and fees

A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.

A swimming pool with sun loungers and umbrellas, surrounded by a wooden fence and greenery.

A spacious living room with a fireplace, wicker furniture, and a view of the garden through open doors.

A building with a courtyard featuring potted plants and flowers.

16. Hotel Le Renaie

San Gimignano

Jessica

$100 nightly

$117 total

Oct 26 - Oct 27

Total with taxes and fees

A table set for dining with a view of a hilltop town.

A stone-walled room with a large bathtub, wooden beams, and a view through a window.

A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.

A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

17. La Collegiata

San Gimignano

Farzad

$138 nightly

$159 total

Oct 30 - Oct 31

Total with taxes and fees

A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.

A living room with a sofa, armchairs, a coffee table, and a painting on the wall.

A rustic room with a stone ceiling, a bench, white tables, and a window with red curtains.

A staircase with a wooden handrail and black balusters, leading to an upper floor.

18. Hotel Il Castello

Certaldo Alto

Kenneth

$131 nightly

$150 total

Oct 29 - Oct 30

Total with taxes and fees

A cozy living room with large windows, a dining area, and a kitchen.

An outdoor dining area with wicker furniture, a table set for two, and a view of a mountainous landscape.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.

An arched doorway leading to a courtyard with stone flooring, potted plants, and a building with a tiled roof.

19. Torraccia di Chiusi

San Gimignano

James

$165 nightly

$187 total

Oct 24 - Oct 25

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by stone pathways and greenery.

A dining table with a view of a pool and landscaped garden.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

20. Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

Tatiana

$88 nightly

$105 total

Oct 30 - Oct 31

Total with taxes and fees

View all properties

Compare top hotels in Il Castagno

Poderi Arcangelo San Gimignano View	Il Defizio Gambassi Terme View	Casanova di Pescille San Gimignano View	Boccioleto Resort&Spa - Place of Charme Montaione View	Tenuta Decimo San Gimignano View
9.0 Wonderful 383 reviews	10.0 Exceptional 67 reviews	9.6 Exceptional 83 reviews	9.2 Wonderful 132 reviews	8.4 Very good 63 reviews
$108 nightly $124 total Nov 8 - Nov 9 Total with taxes and fees	$124 nightly $140 total Oct 24 - Oct 25 Total with taxes and fees	$182 nightly $206 total Oct 24 - Oct 25 Total with taxes and fees	$62 nightly $75 total Oct 26 - Oct 27 Total with taxes and fees	$44 nightly $54 total Oct 26 - Oct 27 Total with taxes and fees

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Top Il Castagno Hotel Reviews

La Cisterna

10/10 Excellent

"Cleanliness was outstanding!! Highly recommend staying there."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"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."

Fattoria di Vegi

10/10 Excellent

"Excellent staff and beautiful hotel"

Poderi Arcangelo

10/10 Excellent

"Personnels très gentils, dégustation de vins super bon et intéressant, souper excellent, très bonne qualité nourriture, vin, huile d’olive. Je recommande cet endroit fortement"

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful property, clean and spacious room, great service. We are so thankful for our stay at this property. We had a patio outside our room, and this was a highlight for me. The restaurant had a bar with local wines and snacks; we could then sit outside and relax in peace. We did one of the wine tastings with the hotel, which was fabulous. We ate at the restaurant; my teenage children each found something they enjoyed. It is located outside of Florence, so we did have a bit of a drive each day to see different sites, but the property made the stay very well worth it. Breakfast each day was also really wonderful,"

Mormoraia

8/10 Good

"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."

Hotel Da Vinci

10/10 Excellent

"Modern and clean"

COMO Castello Del Nero

10/10 Excellent

"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."

Borgo Pignano Volterra Tuscany

10/10 Excellent

"Beautiful location, vast grounds, stunning food with the local produce. The rooms are old fashioned - very much the intent. Very attentive staff."

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Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI

$158 nightly

$177 total

Oct 24 - Oct 25

Total with taxes and fees

9/10 Wonderful! (20 reviews)

Borgo Tignano

Località Tignano Volterra PI

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Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI

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Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI

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9.2/10 Wonderful! (5 reviews)

Hotel Albergo Italia

Via Trento, 36 Poggibonsi SI

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Agriturismo Poggio Pistolese

Strada Provinciale Samminiatese Montaione FI

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8/10 Very Good! (12 reviews)

Frequently asked questions

What is the best area to stay in Il Castagno?

The best area to stay in Il Castagno is within the main village itself, offering convenient access to local amenities and a central location for exploring the Tuscan countryside.Il Castagno village is centered around its historic piazza, where you'll find the local church, a few traditional trattorias, and a small grocery store. The streets are narrow and winding, lined with stone buildings, creating a picturesque setting. It's a small village, making it very walkable, and many accommodations offer views of the surrounding hills.Couples looking for a romantic and relaxing getaway will find Il Castagno village ideal. Its quiet streets and charming local eateries provide a peaceful retreat, while its central location makes it easy to embark on day trips to nearby vineyards and historic towns. The opportunity to enjoy authentic Tuscan meals within walking distance adds to the convenience.Travelers seeking a base for exploring the region will also appreciate staying directly in Il Castagno. The village's position in the heart of Tuscany allows for straightforward drives to iconic destinations like Florence, Siena, and the Chianti region.

When is the best time to go to Il Castagno?

The best time to go to Il Castagno is during the shoulder seasons of late spring (April to June) and early autumn (September to October).These periods offer pleasant weather, ideal for exploring the Tuscan countryside without the intense heat or larger crowds of mid-summer. You'll find the vineyards and olive groves at their most picturesque, whether budding with new growth in spring or rich with harvest colors in autumn. These months also provide a good balance of open attractions and a relaxed pace for experiencing local culture.For couples seeking a romantic getaway, late spring is particularly appealing with its blooming landscapes and comfortable temperatures for leisurely walks and al fresco dining. The longer daylight hours allow for extended exploration of nearby historic villages and scenic drives through the rolling hills.Families traveling with children might find early autumn more suitable. The grape harvest often takes place in September, offering unique local experiences.

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 Il Castagno.

How much is the nightly rate at a Il Castagno hotel?

Prices for hotels in Il Castagno often vary, but you can find a great deal from $54 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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Find hotels in Il Castagno from $54

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Il Castagno

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Il Castagno hotels

1. Poderi Arcangelo

2. Il Defizio

3. Casanova di Pescille

4. Boccioleto Resort&Spa - Place of Charme

5. Tenuta Decimo

6. Hotel le Macine

7. Albergo Etruria

8. Il Castagnolo Country B&B

9. Cappuccina Country Resort

10. Albergo Villa Rioddi

11. Hotel Casolare Le Terre Rosse

12. LHP Certaldo Resort

13. Hotel San Lino

14. La Cisterna

15. Agriturismo Bio Fattoria Bacio

16. Hotel Le Renaie

17. La Collegiata

18. Hotel Il Castello

19. Torraccia di Chiusi

20. Relais Santa Chiara Hotel by Double Hospitality

Compare top hotels in Il Castagno

Poderi Arcangelo

Il Defizio

Casanova di Pescille

Boccioleto Resort&Spa - Place of Charme

Tenuta Decimo

Top Il Castagno Hotel Reviews

La Cisterna

Hotel Casolare Le Terre Rosse

Fattoria di Vegi

Poderi Arcangelo

Salvadonica - Borgo del Chianti

Mormoraia

Hotel Da Vinci

COMO Castello Del Nero

Borgo Pignano Volterra Tuscany

More cheap stays in Il Castagno

Antico Borgo Poggiarello

Borgo Tignano

Quercia Al Poggio

Agriturismo Belmonte Vacanze

Hotel Albergo Italia

Agriturismo Poggio Pistolese

Frequently asked questions

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