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Featured Castellina in Chianti Family Hotels

Querceto di Castellina

Querceto di Castellina

Località Querceto 9 Castellina in Chianti SI
Stay at this country house in Castellina in Chianti. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Il Molino di Grace Winery and Pieve ...
Querceto di Castellina
Tenuta Di Ricavo

Tenuta Di Ricavo

4 out of 5
Località Ricavo, 4 Castellina in Chianti SI
Book a stay at this business-friendly hotel in Castellina in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Casa Emma and Isole ...
Tenuta Di Ricavo
Hotel Casafrassi Wine Resort

Hotel Casafrassi Wine Resort

4 out of 5
loc. Casafrassi - via chiantigiana, 40 Castellina in Chianti SI
Stay at this hotel in Castellina in Chianti. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Mazzei Winery and Walls of Monteriggioni ...
Hotel Casafrassi Wine Resort
Belvedere di San Leonino

Belvedere di San Leonino

4 out of 5
Loc. S. Leonino Castellina in Chianti SI
Stay at this hotel in Castellina in Chianti. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mazzei Winery and Walls of Monteriggioni ...
Belvedere di San Leonino
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Pietrafitta Società Agricola a r.l Castellina in Chianti SI
Book a stay at this family-friendly farm stay in Castellina in Chianti. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Casa Vinicola ...
Borgo di Pietrafitta Relais
Borgo Sicelle

Borgo Sicelle

Localita Sicelle 59 Barberino Tavarnelle SI
Book a stay at this family-friendly residence in Barberino Tavarnelle. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Buondonno Winery ...
Borgo Sicelle
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Via Puccini 4 Castellina in Chianti SI
Fully refundableReserve now, pay when you stay
Stay at this B&B in Castellina in Chianti. Enjoy free WiFi, an attached winery, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Castello di Fonterutoli Wine Resort
Collelungo

Collelungo

Loc. Collelungo 12/14 Castellina in Chianti SI
Stay at this farm stay in Castellina in Chianti. Enjoy free WiFi, an outdoor pool, and an attached winery. Popular attractions Archaeological Museum of Chianti ...
Collelungo
Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi

3 out of 5
Via Fiorentina 89 Castellina in Chianti SI
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Castellina in Chianti. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff ...
Hotel Colle Etrusco Salivolpi
Riserva di Fizzano Residence

Riserva di Fizzano Residence

3 out of 5
Localita Fizzano Castellina in Chianti SI
Book a stay at this family-friendly residence in Castellina in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lilliano Estate ...
Riserva di Fizzano Residence
Villa Cristina

Villa Cristina

Via Fiorentina 34 Castellina in Chianti SI
Stay at this affittacamere in Castellina in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Casa Vinicola Luigi Cecchi and Castellina ...
Villa Cristina
See all 15,222 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.

Hotels with Pools in Castellina in Chianti

Locanda le Piazze

Locanda le Piazze

4 out of 5
Localita Le Piazze 41 Castellina in Chianti SI
Book a stay at this luxury hotel in Castellina in Chianti. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (182 reviews)
Absolutely gorgeous property!

Reviewed on Sep 29, 2025

Locanda le Piazze
Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi

3 out of 5
Via Fiorentina 89 Castellina in Chianti SI
Book a stay at this business-friendly hotel in Castellina in Chianti. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff ...
9.4/10 Exceptional! (109 reviews)
We felt at home it was great, the location was very easy to get around , the staff was friendly, beautiful rooms all clean and comfortable.

Reviewed on Oct 26, 2025

Hotel Colle Etrusco Salivolpi
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Pietrafitta Società Agricola a r.l Castellina in Chianti SI
Book a stay at this family-friendly farm stay in Castellina in Chianti. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Casa Vinicola ...
9.2/10 Wonderful! (168 reviews)
Great place to stay , beautyfull with very spot on the Hill !! Thank you for you kind!

Reviewed on Oct 8, 2025

Borgo di Pietrafitta Relais
See all 15,222 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.

Hotels With Connecting Rooms in Castellina in Chianti

Hotel Casafrassi Wine Resort

Hotel Casafrassi Wine Resort

4 out of 5
loc. Casafrassi - via chiantigiana, 40 Castellina in Chianti SI
Stay at this hotel in Castellina in Chianti. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Mazzei Winery and Walls of Monteriggioni ...
Hotel Casafrassi Wine Resort
See all 15,222 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.