Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Castellina in Chianti on Hotels.com. These Castellina in Chianti hotels consistently deliver on quality, location and traveller experience. Last updated on .
Castellina in Chianti Hotel Accommodation
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Castellina in Chianti?




1. Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco Salivolpi



2. Palazzo Squarcialupi
Palazzo Squarcialupi



3. Borgo di Pietrafitta Relais
Borgo di Pietrafitta Relais



4. Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort



5. Castello La Leccia
Castello La Leccia



6. Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites
Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites



7. Locanda le Piazze
Locanda le Piazze



8. Villa Casalecchi Country Hotel
Villa Casalecchi Country Hotel



9. Fattoria di Vegi
Fattoria di Vegi



10. Riserva di Fizzano Residence
Riserva di Fizzano Residence



11. Collelungo
Collelungo



12. Albergo Il Colombaio
Albergo Il Colombaio



13. Belvedere di San Leonino
Belvedere di San Leonino



14. Hotel Casafrassi
Hotel Casafrassi



15. Residenzia del Sogno
Residenzia del Sogno



16. Mariani Bed & Breakfast
Mariani Bed & Breakfast



17. PODERE 1384
PODERE 1384



18. Casa Vacanze Squarcialupi
Casa Vacanze Squarcialupi



19. La Certosa di Pontignano
La Certosa di Pontignano



20. Hotel Italia
Hotel ItaliaCheck out pet-friendly hotels in Castellina in Chianti




Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites
Agritourism Villa [EXACT MATCH] Godenano - Pool & SuitesYou may also like hotels with pools in Castellina in Chianti




Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites
Agritourism Villa [EXACT MATCH] Godenano - Pool & SuitesYou can also stay at hotels with a spa in Castellina in Chianti
Go beyond your typical stay in Castellina in Chianti
Our prices for hotels in Castellina in Chianti are cheapest in February
Price trends for hotels in Castellina in Chianti
Top landmarks in Castellina in Chianti
Buondonno Winery
Castellina Fortress
Lilliano Estate Winery
Casa Vinicola Luigi Cecchi
Walls of Monteriggioni
Archaeological Museum of Chianti
Mazzei Winery
Casina di Cornia Winery
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 Walls of Monteriggioni 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
Villa Neroli
"My cousin and I were on a month trip with many stops in 4 countries. Florence was our 2nd last stop. Villa Nerolli was my favorite overall stay. It was so very relaxing with the scents of roses, bamboo, jasmine and wisteria everywhere. Simply beautiful and a symphony for all the senses. The food, service, pool, and drinks were fabulous 💖 I hope to make it back one day 🙏"
Hotel Horto Convento
"The staff at the front desk were amazing especially M who worked in the afternoon. Only recommendation is to upgrade rooms with new mattresses."
c-hotels Ambasciatori
"It’s so convenient to all the amenities, just right across from the train station, it’s not a small hotel. Breakfast buffet is not smart either."
The Social Hub Florence Lavagnini
"The suite was great but its terrace amazing. No need to fight for a bed by the pool in the afternoon, we could lie there. Room service dinner from the Osteria below excellent and a nice choice of evening bars top and bottom of the building. Replenishing creamer and mini bar a little haphazard but very minor in the scheme of things."
Hotel Paris
"Great location. Near the Duomo and train station. Rooms were small but clean. A/C worked great."
Plus Florence - Hostel
"This was a GREAT stay. The hotel is very complete, with lots of amenities, and everything was very clean and well maintained. We had a really good experience and would definitely stay here again. My only downside was that the bed was quite hard for my preference, but other than that, everything was great!"
Hotel Albani Firenze
"Great breakfast! Great location. Friendly staff and room good size"
Grand Hotel Cavour
"Lovely hotel and great position in Florence. Staff were friendly and helpful. Breakfast was lovely plenty of choice. Wouldn’t hesitate to stay there again. Perfect for the usual sightseeing !"
The Social Hub Florence Belfiore
"Everything was perfect. Center of town, helpful staff who helped with activities around town and getting taxis. Highly recommended for anyone visiting!"
Frequently asked questions
Find out more about Castellina in Chianti
Unveiling Castellina in Chianti: A Hidden Gem Amidst Rolling Hills and Enchanted Forests
Discover the enchanting charm of Castellina in Chianti in Tuscany, Italy. Nestled amidst rolling Chianti hills, this quaint town boasts a captivating blend of ancient history and natural splendour. Wander through its medieval streets, savour local Chianti wines, and admire panoramic views of the lush countryside and verdant forests. A delightful retreat for culture and nature enthusiasts alike, Castellina in Chianti offers an immersive experience into the heart of Tuscany's famed wine region, promising memories that will linger long after your visit.
Discover great hotels near Castellina in Chianti
Castellina in Chianti offers a range of charming countryside hotels and cosy bed and breakfasts nestled among scenic Tuscan vineyards, ideal for a relaxed escape in the heart of Chianti. Here are some of the best hotels near Castellina in Chianti that our travelers love:
- Villa Di CapoventoOpens in a new window: This luxurious 5-star agritourism property has an impeccable guest rating and offers a refined, boutique experience in the heart of the Tuscan countryside. The property captivates with its lush, serene grounds and high-end dining experiences, ensuring a smooth and memorable stay for leisure travellers. Guests can savour curated local experiences and relish gourmet meals in an elegant setting. The star attractions include meticulously maintained landscapes, distinctive architectural charm, and an ambience that epitomises luxury. The property stands out for its express check-in and personalised services that cater specifically to those seeking a high-quality, stylish escape.
- Villa Sant'Uberto Country InnOpens in a new window: This elegant 4-star BedBreakfast getaway is designed for leisure travellers who appreciate a refined, relaxed atmosphere combined with top-notch culinary delights. With a commendable guest rating, the hotel offers an inviting environment where guests can enjoy a traditional breakfast experience and curated local experiences. The property features beautifully designed spaces with modern comforts, ensuring a seamless journey from arrival to departure. The focus on luxury, coupled with thoughtful amenities, promises a memorable and distinctive stay in the heart of Tuscany.
- Borgo VescineOpens in a new window: This sophisticated 4-star hotel is perfect for adventure-seeking romantics who desire both excitement and indulgence. Boasting an outstanding guest rating and a stylish setting, the property features a range of premium amenities including a spa, an outdoor pool with sun loungers and umbrellas, and exclusive culinary experiences. The striking architectural design and express check-in enhance the high-end ambience. The property offers curated experiences that blend adventure with luxury, ensuring every moment is impeccably crafted for a memorable stay.
Where to stay near Castellina in Chianti
Siena, in San Gimignano, in Radda in Chianti are standout options near Castellina in Chianti. Siena impresses with its cathedral, monuments and art; San Gimignano enchants with its historical, hilly charm and cultural sites; Radda in Chianti offers a romantic small-town vibe amidst Chianti vineyards and countryside. For first-time visitors, Siena is best suited for an immersive experience.
- SienaOpens in a new window: Siena is a vibrant destination perfect for travellers who love exploring rich history. Enjoy the majestic Siena Cathedral and the charming atmosphere of Piazza del Campo, both must-see places when you’re here. Siena’s blend of historical monuments and art scene makes it a delightful base for cultural strolls, relaxed café breaks and winery visits. The local tours provide a unique insight into its centuries-old traditions, ensuring an engaging and memorable stay.
- San GimignanoOpens in a new window: San Gimignano offers a picturesque escape with its historical charm and lovely countryside setting. The town’s unique medieval vibe is evident in must-see spots like Piazza Duomo and Piazza della Cisterna, where every step tells a tale of the past. With its small-town feel, you can enjoy leisurely walks, cosy cafés and visits to local museums, making it an inviting place to experience authentic Italian culture without the rush.
- Radda in ChiantiOpens in a new window: Radda in Chianti is a quaint retreat ideal for those seeking a romantic and relaxed atmosphere. Nestled in the heart of the countryside, it’s perfect for enjoying serene scenery, local winery tours and peaceful strolls through its charming streets. The small-town vibe, combined with cosy coffee spots and a touch of spa indulgence, offers a refreshing break that captures the essence of rural Tuscany.
Things to do in Castellina in Chianti
Discover the charm of Castellina in Chianti, where rolling hills and lush forests invite leisurely hikes and birdwatching. Enjoy refreshing swims in tranquil spots and experience the beauty of the countryside, making this small town a delightful retreat for travellers seeking nature and relaxation.
- Verrazzano CastleOpens in a new window – Nestled in the scenic hills of Tuscany, Verrazzano Castle invites you to explore its ancient walls and absorb the breathtaking countryside views. As you wander through its grounds, you can appreciate the rich history and architecture that define this striking castle.
- Monteriggioni CastleOpens in a new window – Step into a piece of history at Monteriggioni Castle, a well-preserved fortress that showcases medieval architecture. You can stroll along its ramparts and enjoy panoramic views of the surrounding landscape, making it a perfect spot for photography enthusiasts.
- Meleto CastleOpens in a new window – Venture to Meleto Castle and discover its charming gardens and historic interiors. The castle offers a glimpse into the past, surrounded by lush forests and hills, creating a serene atmosphere for exploration and relaxation.
- Museo del Cristallo di Colle di Val d'ElsaOpens in a new window – Dive into the fascinating world of glassmaking at the Museo del Cristallo di Colle di Val d'Elsa. This museum showcases exquisite crystal pieces, providing insight into the craftsmanship and artistry that define this local industry.
- Piazza del CampoOpens in a new window – Experience the heart of Siena at Piazza del Campo, a beautifully designed square known for its unique shell shape. Here, you can enjoy a leisurely stroll, savour local delicacies at nearby cafes, or simply soak in the lively atmosphere.
4 tips for savvy savings when booking a hotel in Castellina in Chianti
- Book for the cheapest times: The most affordable time to visit Castellina in Chianti is during January, February, and November, when hotel prices are generally lower. For an enriching experience that allows you to explore the charming landmarks and cultural highlights of the area, a stay of at least 3 to 4 days is recommended. During your visit, you can enjoy the delightful wineries, picturesque countryside, and serene forests, making it a great value for money option for those on a budget. The hilly terrain and small-town atmosphere offer a relaxing escape, perfect for birdwatching or swimming, ensuring a memorable cultural experience.
- Look for last-minute deals on Hotels.com: Castellina in Chianti travellers may discover attractive hotel deals on Hotels.com by checking the DealsOpens in a new window section, where discounted rates could be available near your travel date. By visiting the Last-Minute Deals section, you’re more likely to see special promotions if rooms become available or if prices drop. Additionally, the Smart Shopping tool via the app allows you to compare hotel prices and amenities, ensuring you stay informed about potential savings.
- Be flexible with dates: Prices may fluctuate based on various factors, including the hotel's location, star rating, and the time of year. Therefore, being flexible with your travel dates could help you find a more favourable rate for your stay at a hotel in Castellina in Chianti. For those in search of distinctive accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we will inform you if the price for your chosen dates is above or below the average. If the price appears to be on the higher side, we may suggest alternative dates that could lead you to a more appealing rate.
- Consider your location: Hotels near the city centre usually tend to cost more, but with Castellina in Chianti's excellent public transport links, you might find a more affordable independent hotel further afield that remains well connected. For those wishing to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often excellent value for money. Opting for these alternative destinations could offer a more authentic and budget-friendly experience.
Best time to go to Castellina in Chianti
Castellina in Chianti experiences its lowest average temperature in January, at 40.8°F (4.9°C), while July is the hottest month, with an average temperature of 75.9°F (24.4°C). November is usually the wettest month. April, July, and August are the peak travel months in Castellina in Chianti, attracting a higher number of tourists. During this peak period, the weather is sunny to mostly sunny, accompanied by no to light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.
Keep exploring
- Winery Hotels in Siena
- Business Hotels in Chianti Region
- Hotels with Parking in San Gimignano
- Badesse Hotels
- Pet-Friendly Hotels in Castelnuovo Berardenga
- Hotels with Parking in Siena
- Winery Hotels in Castellina in Chianti
- Pet-Friendly Hotels in Sovicille
- Winery Hotels in Colle di Val d'Elsa
- Hotels near Barberino Val d'Elsa Station
- Winery Hotels in Gaiole in Chianti
- Poggibonsi Hotels
- Montefioralle Hotels
- Hotels near Castello di Albola
- Hotels near Isole e Olena Winery
- Winery Hotels in Radda in Chianti
- Luxury Hotels in San Gimignano
- Hotels near Meleto Castle
- Hotels with Free Breakfast in Val d'Elsa
- Barberino Tavarnelle Hotels
- Colle di Val d'Elsa Hotels
- Winery Hotels in Chianti Region
- Villas in Greve in Chianti
- Cheap Hotels in Siena
- Apartments in Val d'Elsa
- Gay friendly Hotels in Tavarnelle Val di Pesa
- Casone Hotels
- Hotels with a Pool in Greve in Chianti
- Quercegrossa Hotels
- Hotels with Free Breakfast in Siena
- Pet-Friendly Hotels in Siena
- Apartments in Greve in Chianti
- Le Tolfe Hotels
- Winery Hotels in Impruneta
- Hotels near Piazza Matteotti
- Greve in Chianti Hotels
- Family Hotels in Impruneta
- Hotels with a Pool in Siena
- Country Houses in San Gimignano
- Winery Hotels in San Gimignano
- Hotels near Le Caldane Thermal Baths
- Hotels with a Pool in Castellina in Chianti
- Hotels near Sentierelsa Trail
- B&B in Siena
- Winery Hotels in Certaldo
- Magliano Hotels
- Badia a Passignano Hotels
- Monteriggioni Hotels
- Castellina Scalo Hotels
- 4 Star Hotels in Siena
- La Villa Hotels
- Sambuca Hotels
- Strove Hotels
- Hotels with a Gym in Siena
- Pet-Friendly Hotels in San Gimignano
- Hotels with a Pool in Chianti Region
- 3 Star Hotels in Siena
- Family Hotels in Radda in Chianti
- Hotels with Parking in Colle di Val d'Elsa
- Hotels with a Gym in San Gimignano
- Hotels near Leonetto Comparini Anatomy Museum
- Hotels near Verrazzano Castle
- Luxury Hotels in Siena
- Resorts & Hotels with Spas in Radda in Chianti
- Petrognano Hotels
- Gaiole in Chianti Hotels
- Radda in Chianti Hotels
- Lecchi Hotels
- Vertine Hotels
- Hotels with a Pool in San Gimignano
- Guest Houses in Castelnuovo Berardenga
- Hotels with a Pool in Barberino Val d'Elsa
- Hotels with Parking in Panzano in Chianti
