Find hotels in Castellina in Chianti from CA $66

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 4 - May 5
Tomorrow
May 5 - May 6
Next weekend
May 10 - May 12

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 Castellina in Chianti hotels and places to stay

Borgo Scopeto Wine & Country Relais
2 outdoor pools, pool umbrellas, sun loungers
Borgo Scopeto Wine & Country Relais
5.0 star property
9.2 out of 10, Wonderful, (135)
"Magical property. "
The price is CA $486
CA $549 total
includes taxes & fees
May 12 - May 13
Borgo Scopeto Wine & Country Relais
NH Siena
Front of property
NH Siena
4.0 star property
8.2 out of 10, Very good, (1002)
"Great location "
The price is CA $162
CA $186 total
includes taxes & fees
Jun 2 - Jun 3
NH Siena
Piccolo Hotel Etruria
Property entrance
Piccolo Hotel Etruria
2.0 star property
8.0 out of 10, Very good, (224)
"We loved our stay at the Hotel Piccolo Etruria from the moment of checkin to check out. Gentleman who checked us in ( sorry forgot to ask his name) was very friendly and helpful. We booked a Standard double room and it was perfect for my son and I to share. Steps away from the l Campo. Gentleman at deskgave as a great suggestion of Local restaurant round corner of hotel, which did not disappoint . Supermarket few doors down also Would definitely stay here again."
The price is CA $137
CA $158 total
includes taxes & fees
Jun 2 - Jun 3
Piccolo Hotel Etruria
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Belvedere di San Leonino
Outdoor pool
Belvedere di San Leonino
4.0 star property
9.6 out of 10, Exceptional, (134)
"This small hotel was lovely. The location is remote, but it’s a perfect base for traveling all around this part of Tuscany. The breakfast was wonderful -well worth the extra charge. We had dinner at the property one evening.The setting is beautiful and the food was excellent. The front desk staff was very helpful with anything we needed. I would come here again. "
The price is CA $158
CA $183 total
includes taxes & fees
May 14 - May 15
Belvedere di San Leonino
Castel Monastero
Couples treatment rooms, Turkish bath, body treatments, body wraps
Castel Monastero
5.0 star property
8.8 out of 10, Excellent, (124)
"The property was amazing. The staff was very friendly and super helpful. The location was great. Somewhat off the beaten path but close enough to plenty. On-site restaurants were really good!"
The price is CA $625
CA $702 total
includes taxes & fees
May 16 - May 17
Castel Monastero
Four Points by Sheraton Siena
Lounge
Four Points by Sheraton Siena
4.0 star property
8.8 out of 10, Excellent, (483)
"Overall good missing few tips no Netflix or Prime I requested a wake up call and they woke me up an hour later 🤔 dinner was average had the boar sauce pasta and was old to me. Asked for a charger and there was any. Bed was comfortable room nice "
The price is CA $191
CA $217 total
includes taxes & fees
May 26 - May 27
Four Points by Sheraton Siena
Relais degli Angeli
Exterior
Relais degli Angeli
9.8 out of 10, Exceptional, (202)
"Property was very clean. Breakfast was excellent. "
The price is CA $294
CA $329 total
includes taxes & fees
May 8 - May 9
Relais degli Angeli
Il Chiostro del Carmine
Exterior detail
Il Chiostro del Carmine
8.6 out of 10, Excellent, (725)
"Unique history, perfect location to explore Siena. Loved the town square and the Cathedral was amazing, a must see. Appreciated the available parking attached to the property. Wonderful breakfast, very wide selection. Delicious, Thank you"
The price is CA $156
CA $177 total
includes taxes & fees
May 12 - May 13
Il Chiostro del Carmine
La Perla
Exterior
La Perla
1.0 star property
7.6 out of 10, Good, (272)
"in a busy piazza w late night activity but great staff"
The price is CA $130
CA $150 total
includes taxes & fees
May 22 - May 23
La Perla
Hotel Le Fontanelle
Junior Suite, Terrace (double) | Terrace/patio
Hotel Le Fontanelle
5.0 star property
9.8 out of 10, Exceptional, (70)
"This was our favourite place to stay in Italy! The photos don’t do this property justice. The quality of the resort and the service are 5 star!"
The price is CA $623
CA $701 total
includes taxes & fees
May 5 - May 6
Hotel Le Fontanelle
Hotel Palazzo San Niccolo
Lobby sitting area
Hotel Palazzo San Niccolo
4.0 star property
9.2 out of 10, Wonderful, (159)
"We’ve stayed at San Niccolo many times, and we keep returning, so we can recommend it. I do wish there was an option for coffee before 8:00 am."
The price is CA $221
CA $252 total
includes taxes & fees
May 8 - May 9
Hotel Palazzo San Niccolo
Castello di Spaltenna
Front of property - evening/night
Castello di Spaltenna
5.0 star property
9.6 out of 10, Exceptional, (195)
"Absolutely magical"
The price is CA $549
CA $618 total
includes taxes & fees
May 5 - May 6
Castello di Spaltenna
Hotel Il Viandante
Property entrance
Hotel Il Viandante
3.0 star property
9.4 out of 10, Exceptional, (139)
"The hotel is just off the A4 and is a convenient place to stay. For the price, it is good value. The shower was older. Breakfast was very good though."
The price is CA $122
CA $159 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Il Viandante
ApartHotel Anghel
Lobby lounge
ApartHotel Anghel
8.2 out of 10, Very good, (274)
"The postive is checkin experiene is easy as the receptionist is very nice. She communicated well. The negative is the room are not insulated. You can hear other rooms closing their doors and kids running in the hallway. "
The price is CA $142
CA $162 total
includes taxes & fees
May 12 - May 13
ApartHotel Anghel
Siena Vip
Exterior
Siena Vip
9.2 out of 10, Wonderful, (297)
"O"
The price is CA $166
CA $188 total
includes taxes & fees
May 12 - May 13
Siena Vip
Hu Norcenni Girasole Village
Exterior
Hu Norcenni Girasole Village
4.0 star property
8.4 out of 10, Very good, (236)
"The location is really beautiful. There are constant shuttles to transport from one location to other within the property. Nice food options and music on specific days Clean Cabins If you have not booked shuttle from the Figline station to this place- you may have a hard time getting a taxi from the station. I recommend to plan ahead for the commute from the train station to this property."
The price is CA $66
CA $78 total
includes taxes & fees
May 6 - May 7
Hu Norcenni Girasole Village
La Loggia Villa Gloria - Adults Only
Seasonal outdoor pool, pool umbrellas
La Loggia Villa Gloria - Adults Only
3.0 star property
8.6 out of 10, Excellent, (221)
"This property was beautiful. Perfect place for a nice quiet stay. Was recommend to a restaurant about ten mins away which was also fabulous. "
The price is CA $84
CA $98 total
includes taxes & fees
May 12 - May 13
La Loggia Villa Gloria - Adults Only
Tenuta CorteDomina
Superior Double Room, Non Smoking
Tenuta CorteDomina
10.0 out of 10, Exceptional, (98)
"This is an amazing property! The winery and villa are absolutely beautiful, the owners and staff are friendly and knowledgable, the wine and tasting is wonderful, the breakfast is largely homemade and delicious. If we return to Tuscany we will definitely stay here again. I also highly recommend the onsite cooking lesson. "
The price is CA $387
CA $432 total
includes taxes & fees
May 17 - May 18
Tenuta CorteDomina
Hotel Executive
Lobby sitting area
Hotel Executive
4.0 star property
8.4 out of 10, Very good, (453)
"Plenty parking space and easy to park; convenient check in time; friendly staff; room and bedding are very clean; pretty good breakfast for free. "
The price is CA $124
CA $143 total
includes taxes & fees
May 12 - May 13
Hotel Executive
Siena Hills Apartments
Superior Condo | Living area
Siena Hills Apartments
7.8 out of 10, Good, (8)
"Brand new rooms conveniently located. The staff was excellent. Simona at the front desk set up incredible dinners for us in Sienna and an outstanding wine tasting at winery. Incredibly helpful, knows all the best places and was really fun. The rooms are new and there are really nice walking trails in a private woods. Lovely place and Simona and Lilianna helped us have a wonderful visit to Sienna. "
The price is CA $169
CA $194 total
includes taxes & fees
May 5 - May 6
Siena Hills Apartments
Don't see what you're looking for?
See all available properties in Castellina in Chianti
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.

More cheap stays in Castellina in Chianti

Hotel Collodi

Hotel Collodi

Via Taddea 6, Florence, FI
The price is CA $295 per night from May 7 to May 8
CA $295
CA $338 total
includes taxes & fees
May 7 - May 8
9.4/10 Exceptional! (581 reviews)

Hotels near Popular Castellina in Chianti Attractions

Image for Buondonno Winery

Buondonno Winery

You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this quaint area.

See properties
Buondonno Winery

Castellina in Chianti Travel Info

Number of hotels
14,253
Highest price
CA $625
Lowest price
CA $66
Known attractions
Monteriggioni Castle, Meleto Castle and Badia a Coltibuono
Hotels with luxury amenities
568
5-star hotels
3
Hotels with outdoor pools
81

Frequently asked questions

What's the best place to stay in Castellina in Chianti?

Belvedere di San Leonino is a favorite with Expedia customers. This hotel offers a winery and a restaurant. Other favorite options based on reviews include Castello La Leccia and Palazzo Squarcialupi. See all available top hotels, or vacation rentals in Castellina in Chianti.

What are some of the best vacation rentals in Castellina in Chianti?

QK Costa58 Home Tower: This vacation home rental outside Castellina in Chianti is located in the historical district and offers a terrace, air-conditioning, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Some other top choices in Castellina in Chianti are Villa with large garden in the Chianti hills and Farmhouse in the heart of the real chiantishire. See all vacation rentals in Castellina in Chianti.

If I need to cancel my hotel reservation in Castellina in Chianti, will I receive a refund?

Yes, most hotel reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castellina in Chianti.

Where can I learn more about changing or cancelling my trip to Castellina in Chianti?

To access more information about changing or cancelling your trip to Castellina in Chianti, go to https://www.expedia.com/service/.

What's the best budget-friendly accommodation in Castellina in Chianti?

Based on reviews, Belvedere di San Leonino is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Castellina in Chianti.

What's the best place to stay for a family trip to Castellina in Chianti?

Belvedere di San Leonino is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other good choices for your family trip include Villa Casalecchi Country Hotel and Borgo di Pietrafitta Relais. Attractions in the area like Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit are also fun for kids of all ages. Find more child-friendly accommodations in Castellina in Chianti.

What's the best accommodation for a couple going to Castellina in Chianti?

Albergo Il Colombaio is a favorite hotel for couples, and features free breakfast and free WiFi. Other good choices for your romantic getaway include Hotel Casafrassi Wine Resort and Residenzia del Sogno. See all romantic hotels in Castellina in Chianti.

What's the best pet-friendly place to stay in Castellina in Chianti?

Castello di Fonterutoli Wine Resort is a top B&B for people traveling with their pets, and offers a winery and a restaurant for its human guests. Two other good options to stay with your pet include Villa Casalecchi Country Hotel and Palazzo Squarcialupi. See more pet-friendly hotel accommodations in Castellina in Chianti.

Where is the best hotel to stay with easy access to Casa Vinicola Luigi Cecchi?

Adjacent to Casa Vinicola Luigi Cecchi, Albergo Il Colombaio is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers free breakfast and a restaurant. Other good options close by include Villa Cristina and Mariani Bed & Breakfast.

What about the best place to stay near City Hall Castellina In Chianti?

One of the top choices for your stay is Mariani Bed & Breakfast, located next to City Hall Castellina In Chianti, and this townhouse offers free breakfast and free parking. Villa Cristina and Albergo Il Colombaio are other good choices nearby.

What's the best luxury place to stay in Castellina in Chianti?

Locanda le Piazze is a luxury hotel with a deli and in-room massages, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Castellina in Chianti.

What are some accommodations with pools in Castellina in Chianti?

Palazzo Squarcialupi is a top hotel with a seasonal outdoor pool, a full-service spa, and free WiFi. A couple of other options with an onsite pool include Hotel Casafrassi Wine Resort and Querceto di Castellina. View all hotels with pools in Castellina in Chianti.

Recent Reviews in Castellina in Chianti
Expedia verified reviews

Bernini Palace

Bernini Palace

5/5 Excellent
An amazing hotel.
"We love to stay here when we are in Florence. The location is excellent and the hotel is beautiful. Breakfast is delicious and is served in the most magnificent dining room. Best of all are all the staff who are friendly and go out of their way to be charming and to help in any way they can. Thank you again; we will, of course, return soon."
A verified traveller stayed at Bernini Palace
Posted 2 days ago
Bernini Palace