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 11 - Nov 12
Tomorrow
Nov 12 - Nov 13
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Where to stay in Castellina in Chianti?

A narrow stone pathway leading to a rustic building with a wooden door and a window.

1. 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 $154
$174 total
includes taxes & fees
Nov 12 - Nov 13
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.

2. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (213 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
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

3. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (127 reviews)
The price is $225
$252 total
includes taxes & fees
Nov 12 - Nov 13
Castello La Leccia
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

4. 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 22 - Nov 23
Albergo Il Colombaio
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

5. 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 17 - Nov 18
Casa Vacanze Squarcialupi
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

6. 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 6 - Dec 7
Agriturismo La Ferrozzola
Infinity pool

7. PODERE 1384

PODERE 1384
Castellina in Chianti
10.0 out of 10, Exceptional, (3 reviews)
The price is $594
$660 total
includes taxes & fees
Nov 12 - Nov 13
PODERE 1384
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

8. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (249 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 $60
$73 total
includes taxes & fees
Nov 18 - Nov 19
Hotel Casafrassi
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.

9. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (582 reviews)
The price is $70
$86 total
includes taxes & fees
Nov 16 - Nov 17
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.

10. 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 13 - Nov 14
Park Hotel Chianti
A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

11. Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
9.0 out of 10, Wonderful, (1,001 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 $80
$92 total
includes taxes & fees
Dec 10 - Dec 11
Hotel Chiusarelli
The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

12. Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1,002 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
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, (1,012 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 $84
$95 total
includes taxes & fees
Dec 12 - Dec 13
Hotel Athena
A table with breakfast items and a wicker chair, overlooking a scenic landscape.

14. Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (902 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 $108
$122 total
includes taxes & fees
Dec 8 - Dec 9
Palazzo Ravizza
A table set for dining with a view of a vineyard.

15. 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 $94
$111 total
includes taxes & fees
Nov 25 - Nov 26
La Cisterna
A building with three arched windows, each displaying a sign that reads "THE MARKET".

16. The Market Urban Hotel

The Market Urban Hotel
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (1,000 reviews)
Immerse yourself in Florence from this ideally situated hotel near Central Market and Santa Maria Novella. Enjoy room service after exploring nearby Uffizi Gallery, then unwind with drinks at the lounge. Just 3 minutes from tram stops and praised for quiet rooms despite the central location.
The price is $118
$145 total
includes taxes & fees
Dec 8 - Dec 9
The Market Urban Hotel
A spacious lobby with a reception desk, seating area, and large windows.

17. Solo Experience Hotel

Solo Experience Hotel
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (1,001 reviews)
This centrally-located Florence hotel offers easy access to major attractions with Santa Maria Novella Train Station just 8 minutes away. Enjoy clean rooms with free WiFi and convenient room service after exploring nearby Piazza della Signoria.
The price is $88
$112 total
includes taxes & fees
Dec 8 - Dec 9
Solo Experience Hotel
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, (812 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 15 - Nov 16
The Social Hub Florence Belfiore
A neatly made bed with white linens, a pink upholstered headboard, and a bedside table with a lamp.

19. The Hoxton, Florence

The Hoxton, Florence
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (388 reviews)
Located a short walk from the Academy of Florence and Central Market, this 4-star retreat offers convenient access to Florence's treasures. Enjoy room service after exploring nearby Cathedral of Santa Maria del Fiore and Uffizi Gallery.
The price is $145
$175 total
includes taxes & fees
Dec 10 - Dec 11
The Hoxton, Florence
A reception area with a check-in counter, a green door, potted plants, and a framed picture on the wall.

20. Il Malaspina - Place of Charme

Il Malaspina - Place of Charme
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (300 reviews)
The price is $88
$113 total
includes taxes & fees
Dec 8 - Dec 9
Il Malaspina - Place of Charme
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

You can also stay at family-friendly hotels in Castellina in Chianti

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.
Belvedere di San Leonino

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (213)
The price is $107
$124 total
includes taxes & fees
Nov 12 - Nov 13
Belvedere di San Leonino
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

hot tub image
Hot tub
Hot tub
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.