Hotels in Castellina in Chianti

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Nov 4 - Nov 5
Tomorrow
Nov 5 - Nov 6
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Where to stay in Castellina in Chianti?

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

1. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (124 reviews)
The price is $172
$194 total
includes taxes & fees
Nov 11 - Nov 12
Castello La Leccia
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

2. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (197 reviews)
Escape to this charming farm stay in Castellina in Chianti with an outdoor pool and attached winery. After a massage, explore the garden or sip drinks at the bar. Nearby Casa Vinicola Luigi Cecchi and free WiFi enhance your Italian getaway.
The price is $98
$112 total
includes taxes & fees
Nov 5 - Nov 6
Borgo di Pietrafitta Relais
A narrow stone pathway leading to a rustic building with a wooden door and a window.

3. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
Nestled in Castellina in Chianti, this B&B offers an attached winery and Italian cuisine at Osteria di Fonterutoli restaurant. Mazzei Winery sits nearby, with Walls of Monteriggioni just a short drive from this charming retreat.
The price is $168
$190 total
includes taxes & fees
Nov 8 - Nov 9
Castello di Fonterutoli Wine Resort
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

4. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
Surrounded by Chianti countryside, this serene hotel with winery charms visitors with Italian cuisine at Il Cortile restaurant. Cool off in the outdoor pool, unwind in the hot tub, or sample local vintages at the bar after exploring nearby attractions.
The price is $107
$124 total
includes taxes & fees
Nov 12 - Nov 13
Belvedere di San Leonino
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

5. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (248 reviews)
Surrounded by beautiful countryside scenery, this Castellina in Chianti hotel offers Italian dining at Osteria di Casafrassi and a winery on-site. Enjoy free breakfast near Mazzei Winery, just 9 minutes from Monteriggioni Badesse Station.
The price is $70
$84 total
includes taxes & fees
Nov 14 - Nov 15
Hotel Casafrassi
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

6. Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very good, (66 reviews)
Immerse yourself in Chianti's charm at this tranquil retreat offering a refreshing outdoor pool and convenient bar. Located minutes from Casa Vinicola Luigi Cecchi and Castellina Fortress, enjoy daily housekeeping and free breakfast after exploring nearby vineyards.
The price is $153
$171 total
includes taxes & fees
Nov 15 - Nov 16
Albergo Il Colombaio
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

7. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
The price is $128
$145 total
includes taxes & fees
Dec 5 - Dec 6
Agriturismo La Ferrozzola
Infinity pool

8. PODERE 1384

PODERE 1384
Castellina in Chianti
10.0 out of 10, Exceptional, (3 reviews)
The price is $595
$662 total
includes taxes & fees
Nov 15 - Nov 16
PODERE 1384
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

9. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
Set in historic Castellina in Chianti, this welcoming apartment provides a serene retreat with a garden terrace. Near the Archaeological Museum and Castellina Fortress, the cozy accommodations include convenient microwaves and refrigerators plus free WiFi and parking.
The price is $115
$133 total
includes taxes & fees
Nov 6 - Nov 7
Casa Vacanze Squarcialupi
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

10. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (580 reviews)
The price is $73
$90 total
includes taxes & fees
Nov 9 - Nov 10
La Certosa di Pontignano - Place of Charme
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

11. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
9.0 out of 10, Wonderful, (282 reviews)
Surrounded by Chianti's rolling hills, this hotel offers a refreshing seasonal pool with poolside bar. Explore nearby Antinori vineyards and Abbey of Passignano using free bike rentals, then unwind at the lounge after a day of adventures.
The price is $56
$68 total
includes taxes & fees
Nov 6 - Nov 7
Park Hotel Chianti
A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

12. Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
9.0 out of 10, Wonderful, (1,000 reviews)
Wake up to a celebrated breakfast at this Tuscan treasure, just a 10-minute walk from Piazza del Campo and near Stadio Artemio Franchi. The garden, terrace, and attentive staff create a refreshing retreat after exploring Siena's medieval marvels.
The price is $81
$92 total
includes taxes & fees
Dec 1 - Dec 2
Hotel Chiusarelli
An outdoor dining area with tables and chairs, surrounded by a brick wall and greenery.

13. Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,006 reviews)
Steps from Santa Maria della Scala, this hotel offers local cuisine at Mangia restaurant, free WiFi and parking. Guests love the delicious breakfast and helpful staff. Florence Airport is just 66 minutes away.
The price is $92
$104 total
includes taxes & fees
Nov 29 - Nov 30
Hotel Athena
A table set for dining with a view of a vineyard.

14. La Cisterna

La Cisterna
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (676 reviews)
This charming hotel in San Gimignano offers regional cuisine at Le Terrazze restaurant and convenient bar service. Just moments from Medieval Criminal and Torture Museum, guests enjoy free WiFi and room service during their stay.
The price is $89
$105 total
includes taxes & fees
Nov 11 - Nov 12
La Cisterna
The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

15. Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1,000 reviews)
Atmospheric hotel near Siena Station offers hiking and mountain biking trails nearby. Enjoy the terrace, bar, and attentive service praised by fellow travelers. Porta Camollia and Siena Stadium are just minutes away from this convenient retreat.
The price is $69
$79 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Italia
A large building with multiple rooms, surrounded by a field of lavender.

16. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (233 reviews)
The price is $364
$411 total
includes taxes & fees
Nov 5 - Nov 6
Borgo Scopeto Wine & Country Relais
A rooftop terrace with solar panels, outdoor seating, and a central sculpture.

17. The Social Hub Florence Belfiore

The Social Hub Florence Belfiore
4.0 star property
Santa Maria Novella
9.4 out of 10, Exceptional, (803 reviews)
Dive into Florence's cultural scene from this modern hub with a seasonal outdoor pool. Just minutes from Piazza della Signoria, enjoy the 24-hour fitness center after exploring nearby attractions. The convenient tram connections make city adventures effortless.
The price is $61
$83 total
includes taxes & fees
Nov 8 - Nov 9
The Social Hub Florence Belfiore
A cozy outdoor seating area with wicker furniture, a large potted plant, and lanterns.

18. Grand Hotel Baglioni

Grand Hotel Baglioni
4.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1,004 reviews)
The price is $133
$163 total
includes taxes & fees
Dec 2 - Dec 3
Grand Hotel Baglioni
A bakery display with various pastries and a coffee machine.

19. Hotel La Fortezza

Hotel La Fortezza
3.0 star property
San Lorenzo
8.8 out of 10, Excellent, (1,002 reviews)
The price is $58
$77 total
includes taxes & fees
Dec 1 - Dec 2
Hotel La Fortezza
A table with breakfast items and a wicker chair, overlooking a scenic landscape.

20. Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (897 reviews)
Unwind in a garden setting with panoramic views across Siena. This hotel offers room service and a delicious breakfast praised by guests. Visit nearby Pinacoteca Nazionale gallery or stroll to the Museum of Archaeology.
The price is $114
$129 total
includes taxes & fees
Nov 10 - Nov 11
Palazzo Ravizza
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.
View all properties

Check out pet-friendly hotels in Castellina in Chianti

A narrow stone pathway leading to a rustic building with a wooden door and a window.
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234)
The price is $168
$190 total
includes taxes & fees
Nov 8 - Nov 9
Castello di Fonterutoli Wine Resort
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.
View all properties

Go beyond your typical stay in Castellina in Chianti

pet friendly image
Pet friendly
Pet friendly
Pool image
Pool
Pool

When is the best time to visit Castellina in Chianti?

Our prices for hotels in Castellina in Chianti are cheapest in February

Price trends for hotels in Castellina in Chianti

Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 14°C / low 7°C. Sunny most days.
14°
weather_sun
November, no crowd data, average high temperature 14 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
10°
weather_sun
December, no crowd data, average high temperature 10 degrees Celsius, average low temperature 3 degrees Celsius. Sunny most days.
3°
9°
weather_partly_sunny
January, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
11°
weather_partly_sunny
February, no crowd data, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
14°
weather_sun
March, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Sunny most days.
4°
18°
weather_sun
April, no crowd data, average high temperature 18 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
21°
weather_sun
May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
27°
weather_sun
June, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
31°
weather_sun
July, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
31°
weather_sun
August, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
26°
weather_sun
September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
20°
weather_sun
October, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
Monthly weather averages (˚C)

Top landmarks in Castellina in Chianti

Buondonno Winery

9.6/10 (4 reviews)
Travelers might want a tour of Buondonno Winery, just one of the places to visit, and located 3.9 mi (6.3 km) from central Castellina in Chianti.
See properties

Learn more about Castellina in Chianti

Notable for its wineries, Castellina in Chianti features attractions such as City Hall Castellina In Chianti and Castellina Fortress. This relaxing city has something for everyone including sights like Archaeological Museum of Chianti and Walls of Monteriggioni within a rural setting.

See all hotels in Castellina in Chianti
A stone building with a clock tower, steps leading up to it, and people walking around.

Check out reviews of Castellina in Chianti hotels guests love

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
Castello La Leccia

Castello La Leccia

Castello La Leccia
Castellina in Chianti

10/10 Exceptional

We loved this place and it was by far the best place we stayed during our time in Italy. The property is breathtaking and the service/staff is amazing. All the food we had was phenomenal and fresh. The wine is to die for. This is the type of place that is so good that you almost don’t want to tell people about it to keep it secret. Hope to be back again someday.
United States
Sarah
Reviewed June 22, 2024
Castello La Leccia

Frequently Asked Questions

What accommodations do travelers like in Castellina in Chianti?

Guests like Borgo Vescine.

Where can I find free parking with my stay in Castellina in Chianti?

Park your car for free at Castello di Fonterutoli Wine Resort.

Can I book a refundable hotel in Castellina in Chianti?

If you need the flexibility to change your plans to Castellina in Chianti, most properties provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Castellina in Chianti if I want a vacation home instead of a traditional hotel?

If you're looking for a good alternative to a hotel, browse our selection of 31 vacation homes. You can also book one of 16 apartments or 27 villas.

What will the weather in Castellina in Chianti be like during my visit?

August and July are typically the warmest months in Castellina in Chianti when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my Castellina in Chianti accommodation with Hotels.com?

There are lots of reasons to book your Castellina in Chianti trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.