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

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Where to stay in Castellina in Chianti?

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

1. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (196 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 historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

2. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (124 reviews)
The price is $158
$178 total
includes taxes & fees
Nov 11 - Nov 12
Castello La Leccia
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

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 $182
$204 total
includes taxes & fees
Nov 16 - Nov 17
Castello di Fonterutoli Wine Resort
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

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 $106
$124 total
includes taxes & fees
Nov 12 - Nov 13
Belvedere di San Leonino
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

5. 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
Nov 8 - Nov 9
Agriturismo La Ferrozzola
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 $152
$171 total
includes taxes & fees
Nov 4 - Nov 5
Albergo Il Colombaio
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

7. 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 4 - Nov 5
Casa Vacanze Squarcialupi
Infinity pool

8. PODERE 1384

PODERE 1384
Castellina in Chianti
10.0 out of 10, Exceptional, (3 reviews)
The price is $593
$660 total
includes taxes & fees
Nov 4 - Nov 5
PODERE 1384
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

9. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (130 reviews)
Hotel Colle Etrusco Salivolpi
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

10. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.8 out of 10, Exceptional, (16 reviews)
Immerse in Castellina in Chianti's charm at this intimate lodging with a refreshing outdoor pool and welcoming bar/lounge. Free WiFi and parking complement garden and terrace spaces, with renowned wineries just minutes away.
Residenzia del Sogno
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

11. 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 $72
$88 total
includes taxes & fees
Nov 4 - Nov 5
La Certosa di Pontignano - Place of Charme
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
A historic building complex with multiple structures, including a large central building with arches and smaller surrounding buildings.

13. Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,003 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 $91
$104 total
includes taxes & fees
Nov 29 - Nov 30
Hotel Athena
A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

14. 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 $68
$79 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Italia
A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

15. La Cisterna

La Cisterna
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (675 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
$104 total
includes taxes & fees
Dec 2 - Dec 3
La Cisterna
A modern hotel room with a bed, a desk, a chair, and a TV.

16. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
9.0 out of 10, Wonderful, (280 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 $59
$71 total
includes taxes & fees
Nov 17 - Nov 18
Park Hotel Chianti
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

17. 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 $362
$410 total
includes taxes & fees
Nov 4 - Nov 5
Borgo Scopeto Wine & Country Relais
A rooftop terrace with solar panels, outdoor seating, and a central sculpture.

18. The Social Hub Florence Belfiore

The Social Hub Florence Belfiore
4.0 star property
Santa Maria Novella
9.4 out of 10, Exceptional, (802 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 courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.

19. Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (896 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
$128 total
includes taxes & fees
Nov 10 - Nov 11
Palazzo Ravizza
A hotel with a central monument, balconies, and a garden with pink flowers.

20. Hotel Rosso 23

Hotel Rosso 23
4.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1,001 reviews)
Wake up to free continental breakfast at this centrally located Florence hotel near Santa Maria Novella Train Station. Just 10 minutes from Cathedral of Santa Maria del Fiore and moments from 2 tram stops, you'll enjoy room service and a welcoming bar after exploring Uffizi Gallery.
The price is $93
$118 total
includes taxes & fees
Dec 1 - Dec 2
Hotel Rosso 23
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 stone building with a tiled roof, green shutters, and a small staircase leading to a door.
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 $182
$204 total
includes taxes & fees
Nov 16 - Nov 17
Castello di Fonterutoli Wine Resort
View all properties

You may also like hotels with pools in Castellina in Chianti

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
10.0 out of 10, Exceptional, (124)
The price is $158
$178 total
includes taxes & fees
Nov 11 - Nov 12
Castello La Leccia
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

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.
Typical weather for Castellina in Chianti
November
High 14°C / low 7°C. Sunny most days.
View properties in November
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

Hotel Albani Firenze

Hotel Albani Firenze

8/10 Good
"A lovely old hotel. We were upgraded to a large suite. As the seasons were changing, the cooling system was no longer functioning and it was very stuffy. Its location close to the main train station meant that it was very noisy all night and our window was very close to the street with loud talking and loud cars all night long. Other than that, I would say that the accommodations were superior. The breakfast was very good with high quality offerings and a variety of items from which to choose."
Richard 1-night trip
Posted 10 hours ago
Hotel Albani Firenze

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.