Hotels in Castellina in Chianti

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Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
Next weekend
May 8 - May 10
In two weeks
May 15 - May 17

Where to stay in Castellina in Chianti?

Exterior
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (207 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 $171
$193 total
includes taxes & fees
May 3 - May 4
Castello di Fonterutoli Wine Resort
Restaurant
Borgo di Pietrafitta Relais
Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (172 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 $135
$154 total
includes taxes & fees
May 4 - May 5
Borgo di Pietrafitta Relais
Exterior
Castello La Leccia
Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (103 reviews)
The price is $371
$413 total
includes taxes & fees
May 12 - May 13
Castello La Leccia
Aerial view
Riserva di Fizzano Residence
Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (27 reviews)
Immerse yourself in the Chianti region at this enchanting winery residence. Enjoy free breakfast, WiFi, and parking. Take a dip in the outdoor and children's pools, then savor local flavors at the restaurant and bar/lounge terrace near Lilliano Estate.
The price is $187
$208 total
includes taxes & fees
May 17 - May 18
Riserva di Fizzano Residence
Front of property
Fattoria di Vegi
Fattoria di Vegi
Castellina in Chianti
The price is $311
$349 total
includes taxes & fees
May 10 - May 11
Fattoria di Vegi
Garden
Villa Cristina
Villa Cristina
Castellina in Chianti
7.8 out of 10, Good, (39 reviews)
The price is $91
$105 total
includes taxes & fees
May 16 - May 17
Villa Cristina
Restaurant
Agriturismo Villa Godenano - Pool & Restaurant
Agriturismo Villa Godenano - Pool & Restaurant
Castellina in Chianti
9.2 out of 10, Wonderful, (51 reviews)
Discover Castellina in Chianti from this distinctive Art Deco inn offering seasonal outdoor pool, tennis court, and onsite dining. Near Archaeological Museum of Chianti with free breakfast, WiFi, and parking for easy Tuscan adventures.
The price is $145
$160 total
includes taxes & fees
May 6 - May 7
Agriturismo Villa Godenano - Pool & Restaurant
Seasonal outdoor pool, open 9:00 AM to 8 PM, pool umbrellas
Hotel Casafrassi Wine Resort
Hotel Casafrassi Wine Resort
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (215 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 $118
$148 total
includes taxes & fees
May 4 - May 5
Hotel Casafrassi Wine Resort
Lounge
Mariani Bed & Breakfast
Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
Escape to this charming bed and breakfast with panoramic views of Chianti from the rooftop terrace. Just minutes from Archaeological Museum and Castellina Fortress, the hotel offers free WiFi and parking. Relax in the garden after exploring nearby attractions.
The price is $106
$122 total
includes taxes & fees
May 25 - May 26
Mariani Bed & Breakfast
Garden
Villa Casalecchi Country Hotel
Villa Casalecchi Country Hotel
4.0 star property
Castellina in Chianti
9.2 out of 10, Wonderful, (117 reviews)
The price is $144
$165 total
includes taxes & fees
May 4 - May 5
Villa Casalecchi Country Hotel
Interior entrance
Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (116 reviews)
The price is $104
$118 total
includes taxes & fees
May 3 - May 4
Hotel Colle Etrusco Salivolpi
Exterior
Albergo Il Colombaio
Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very Good, (58 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 $144
$162 total
includes taxes & fees
May 5 - May 6
Albergo Il Colombaio
Garden
Collelungo
Collelungo
Castellina in Chianti
9.2 out of 10, Wonderful, (45 reviews)
Escape to this rustic farm stay in Castellina where you can sip local wines at the attached winery. Relax by the outdoor pool, explore the garden, and discover nearby Archaeological Museum and Castellina Fortress. Monteriggioni Station is just a short drive away.
The price is $132
$150 total
includes taxes & fees
May 6 - May 7
Collelungo
Exterior
PODERE 1384
PODERE 1384
Castellina in Chianti
10.0 out of 10, Exceptional, (1 review)
The price is $703
$781 total
includes taxes & fees
May 8 - May 9
PODERE 1384
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
Palazzo Squarcialupi
Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (73 reviews)
The price is $232
$263 total
includes taxes & fees
May 5 - May 6
Palazzo Squarcialupi
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers
Residenzia del Sogno
Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 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.
The price is $139
$157 total
includes taxes & fees
May 6 - May 7
Residenzia del Sogno
Gift shop
Belvedere di San Leonino
Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (180 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 $98
$115 total
includes taxes & fees
May 3 - May 4
Belvedere di San Leonino
Panoramic Apartment (2) | Terrace/patio
Casa Vacanze Squarcialupi
Casa Vacanze Squarcialupi
Castellina in Chianti
8.8 out of 10, Excellent, (3 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 $150
$172 total
includes taxes & fees
May 5 - May 6
Casa Vacanze Squarcialupi
Exterior
Locanda le Piazze
Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (186 reviews)
Escape to this charming hotel in Castellina in Chianti featuring a winery and restaurant. Unwind at the spa with hot stone massages or lounge by the outdoor pool with cocktails from the poolside bar. Near Lilliano Estate Winery with free breakfast and parking.
The price is $384
$429 total
includes taxes & fees
May 19 - May 20
Locanda le Piazze
Aerial view
Hotel Athena
Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,001 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 $288
$323 total
includes taxes & fees
May 31 - Jun 1
Hotel Athena
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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You may also like family-friendly hotels in Castellina in Chianti

Lounge
Mariani Bed & Breakfast

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17)
The price is $106
$122 total
includes taxes & fees
May 25 - May 26
Mariani Bed & Breakfast
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 May
Currently viewing crowd sizes and weather for May.
Typical weather for Castellina in Chianti
May
High 21°C / low 10°C. Sunny most days.
View properties in May
21°
weather_sun
May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
27°
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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°
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°
Monthly weather averages (˚C)

Top landmarks in Castellina in Chianti

Buondonno Winery

4.8/5 (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 Buondonno Winery. This relaxing city has something for everyone including sights like Castellina Fortress and Lilliano Estate Winery within a rural setting.

See all hotels in Castellina in Chianti

Check out reviews of Castellina in Chianti hotels guests love

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"Airy clean & spacious room. Friendly & attentive staff. Lovely rooftop bar. Comfy beds. Great location to explore Florence."
Georgina 1-night trip
Posted 1 hour ago
Hotel Calimala Florence

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 24 vacation homes. You can also book one of 15 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.