Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Cennina on Hotels.com. These Cennina hotels consistently deliver on quality, location and traveller experience. Last updated on 7 October 2026.
Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.
Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.
Minutes from Montevarchi-Terranuova Station, this inviting hotel offers a cosy bar/lounge and on-site cafe. Explore nearby Il Cassero and Accademia Valdarnese del Poggio Library with ease thanks to free WiFi and parking.
Minutes from Montevarchi-Terranuova Station, this inviting hotel offers a cosy bar/lounge and on-site cafe. Explore nearby Il Cassero and Accademia Valdarnese del Poggio Library with ease thanks to free WiFi and parking.
Just steps from Montevarchi-Terranuova Station, this cosy hotel offers free breakfast and WiFi. Enjoy drinks at the bar after visiting nearby Il Cassero, or maintain your workout routine in the 24-hour fitness centre.
Just steps from Montevarchi-Terranuova Station, this cosy hotel offers free breakfast and WiFi. Enjoy drinks at the bar after visiting nearby Il Cassero, or maintain your workout routine in the 24-hour fitness centre.
This Arezzo hotel features a full-service spa offering massages and facials. Enjoy drinks at the bar, snacks at the deli, or meals at the café. Located near Arezzo Equestrian Centre with free WiFi and parking for convenient exploration.
This Arezzo hotel features a full-service spa offering massages and facials. Enjoy drinks at the bar, snacks at the deli, or meals at the café. Located near Arezzo Equestrian Centre with free WiFi and parking for convenient exploration.
Set adjacent to a golf course in Bucine, this hotel offers a refreshing outdoor pool and fitness centre. Enjoy meals at Cucina Donnaluisa, drinks at the poolside bar, and unwind on the terrace. Villa a Sesta Polo Club and train station are nearby.
Set adjacent to a golf course in Bucine, this hotel offers a refreshing outdoor pool and fitness centre. Enjoy meals at Cucina Donnaluisa, drinks at the poolside bar, and unwind on the terrace. Villa a Sesta Polo Club and train station are nearby.
Discover this Montevarchi hotel just 5 minutes from the train station, offering free WiFi and parking. After a workout at the fitness centre, unwind on the terrace or grab a bite at the café. Il Cassero and Accademia Valdarnese are nearby.
Discover this Montevarchi hotel just 5 minutes from the train station, offering free WiFi and parking. After a workout at the fitness centre, unwind on the terrace or grab a bite at the café. Il Cassero and Accademia Valdarnese are nearby.
Escape to this charming Italian villa set among Tuscan vineyards. Cool off in the outdoor pool, savour local cuisine at Il Convito di Curina, then unwind with a massage. With free breakfast, WiFi and parking, plus easy access to Felsina, it's a perfect countryside retreat.
Escape to this charming Italian villa set among Tuscan vineyards. Cool off in the outdoor pool, savour local cuisine at Il Convito di Curina, then unwind with a massage. With free breakfast, WiFi and parking, plus easy access to Felsina, it's a perfect countryside retreat.
Discover peaceful relaxation at this Civitella in Val di Chiana retreat with free WiFi and parking. Nearby hiking trails beckon outdoor enthusiasts, while Sienese Gate and Virgin Mary with Child attractions are just a short drive from the cosy fireplace lobby.
Discover peaceful relaxation at this Civitella in Val di Chiana retreat with free WiFi and parking. Nearby hiking trails beckon outdoor enthusiasts, while Sienese Gate and Virgin Mary with Child attractions are just a short drive from the cosy fireplace lobby.
Escape to this charming wine resort in Gaiole in Chianti with a rooftop terrace overlooking the countryside. Near Meleto Castle, this retreat offers tennis courts, an outdoor pool, and on-site winery. Enjoy free breakfast and parking.
Escape to this charming wine resort in Gaiole in Chianti with a rooftop terrace overlooking the countryside. Near Meleto Castle, this retreat offers tennis courts, an outdoor pool, and on-site winery. Enjoy free breakfast and parking.
Experience pure relaxation at this Tuscan retreat with an outdoor pool and poolside bar. The on-site spa offers indulgent treatments while Ristorante Ultimo Mulino serves local cuisine. Near Gaiole in Chianti Stadium and Castello di Meleto Cantina, with free breakfast and parking.
Experience pure relaxation at this Tuscan retreat with an outdoor pool and poolside bar. The on-site spa offers indulgent treatments while Ristorante Ultimo Mulino serves local cuisine. Near Gaiole in Chianti Stadium and Castello di Meleto Cantina, with free breakfast and parking.
This countryside gem offers breathtaking views from its rooftop terrace. Enjoy the bar, tennis courts, and coffee shop after exploring nearby attractions. With free WiFi and parking, plus Monte San Savino Station just an 18-minute walk away.
This countryside gem offers breathtaking views from its rooftop terrace. Enjoy the bar, tennis courts, and coffee shop after exploring nearby attractions. With free WiFi and parking, plus Monte San Savino Station just an 18-minute walk away.
Wake up to regional cuisine at Lo Zafferano restaurant after a workout in the 24-hour fitness centre. Just a short drive from UCI Cinemas and Porta del Foro Museum, this hotel combines easy train access with free WiFi and parking.
Wake up to regional cuisine at Lo Zafferano restaurant after a workout in the 24-hour fitness centre. Just a short drive from UCI Cinemas and Porta del Foro Museum, this hotel combines easy train access with free WiFi and parking.
Set in Terranuova Bracciolini, this hotel offers convenient access to Il Cassero and the Valdarnese Library. Enjoy complimentary breakfast, WiFi, and parking, plus rejuvenate at the health club, grab a bite at the café, or relax with drinks at the bar.
Set in Terranuova Bracciolini, this hotel offers convenient access to Il Cassero and the Valdarnese Library. Enjoy complimentary breakfast, WiFi, and parking, plus rejuvenate at the health club, grab a bite at the café, or relax with drinks at the bar.
Panoramic vistas await at this Asciano hotel where an indoor pool, rooftop terrace, and spa massages refresh travel-weary bodies. Just minutes from Siena Circuit, enjoy free breakfast before exploring nearby attractions.
Panoramic vistas await at this Asciano hotel where an indoor pool, rooftop terrace, and spa massages refresh travel-weary bodies. Just minutes from Siena Circuit, enjoy free breakfast before exploring nearby attractions.
Nestled in Montevarchi, this Art Deco hotel offers indoor and outdoor pools plus a poolside bar. Enjoy deep-tissue massages at the spa, grab a bite at the café, then explore nearby natural attractions and Le Miccine from this countryside retreat.
Nestled in Montevarchi, this Art Deco hotel offers indoor and outdoor pools plus a poolside bar. Enjoy deep-tissue massages at the spa, grab a bite at the café, then explore nearby natural attractions and Le Miccine from this countryside retreat.
Immerse yourself in Tuscan countryside at this charming B&B offering hiking and mountain biking trails around the property. Just a short drive from Figline Valdarno Station and cultural landmarks, the seasonal outdoor pool provides refreshing relaxation after exploring.
Immerse yourself in Tuscan countryside at this charming B&B offering hiking and mountain biking trails around the property. Just a short drive from Figline Valdarno Station and cultural landmarks, the seasonal outdoor pool provides refreshing relaxation after exploring.
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.
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.
Characterful and restful rural property with good access to interesting hilltop towns in local area. Very welcoming and friendly couple running front of house and wine-tasting. Great experience - thank you both
Characterful and restful rural property with good access to interesting hilltop towns in local area. Very welcoming and friendly couple running front of house and wine-tasting. Great experience - thank you both
What a lovely find. A few nights away from busy London. We’ve had a relaxing 3 nights, staff are fabulous, helpful and happy.
Hotel is clean, lovely pool, delicious cocktails and plentiful breakfast.
What a lovely find. A few nights away from busy London. We’ve had a relaxing 3 nights, staff are fabulous, helpful and happy.
Hotel is clean, lovely pool, delicious cocktails and plentiful breakfast.
Arrived very late due to flight delay , communication and support from the hotel about late check in was fantastic and the owner even stayed until I arrived at 00.30.
Recommended.
Arrived very late due to flight delay , communication and support from the hotel about late check in was fantastic and the owner even stayed until I arrived at 00.30.
Recommended.
James
Reviewed October 30, 2025Reviewed October 30, 2025
Casale La Gora is absolutely stunning, with beautiful rooms and the most tranquil gardens. Francesca is a wonderful host who goes above and beyond to make you feel at home. The highlight of our stay was her incredible home baked cakes that she made for breakfast each day. We absolutely loved our stay and cannot wait to return.
Casale La Gora is absolutely stunning, with beautiful rooms and the most tranquil gardens. Francesca is a wonderful host who goes above and beyond to make you feel at home. The highlight of our stay was her incredible home baked cakes that she made for breakfast each day. We absolutely loved our stay and cannot wait to return.
Rhonda
Reviewed September 24, 2026Reviewed September 24, 2026
This place is surreal. We felt like we were on the set of the Name of the Rose. Sleeping in a real XIV century monastery, with its own church (with amazing frescoes), on a hill overlooking the grapes and olive trees dotted countryside...just unbelievable.
We stay in one the celle, which is a 3 bedroom apartment on 2 floors, with your own private garden...yes, that's correct. Simply unheard of.
The location is great too (Siena is a short drive away).
The only setbacks were breakfast, very...
This place is surreal. We felt like we were on the set of the Name of the Rose. Sleeping in a real XIV century monastery, with its own church (with amazing frescoes), on a hill overlooking the grapes and olive trees dotted countryside...just unbelievable.
We stay in one the celle, which is a 3 bedroom apartment on 2 floors, with your own private garden...yes, that's correct. Simply unheard of.
The location is great too (Siena is a short drive away).
The only setbacks were breakfast, very...
I just loveeee this castle. If I could, I should live there. I stayed for 2 nights, one outside the castle and the other inside the construction. Loved both. If you go to Tuscany, make sure you spend some nights in this hotel. The breakfast is gread. The food the same. There is a bar too. the pool is not heated. Love, love, love!!!
I just loveeee this castle. If I could, I should live there. I stayed for 2 nights, one outside the castle and the other inside the construction. Loved both. If you go to Tuscany, make sure you spend some nights in this hotel. The breakfast is gread. The food the same. There is a bar too. the pool is not heated. Love, love, love!!!
A gorgeous small (only 14 rooms?) boutique hotel, tucked away in a wooded valley, between Gaiole and Radda-in-Chianti, Only a 5-10 minute drive from both towns, but could be on another planet, it is so tranquil. Lovely public areas and rooms, with an outdoor pool (early in the season, so too cold to use when we stayed), jacuzzi and sauna. A nice restaurant on site, so you don't need to worry about drink/driving with all the wonderful local wines on offer. Staff were unfailingly friendly and...
A gorgeous small (only 14 rooms?) boutique hotel, tucked away in a wooded valley, between Gaiole and Radda-in-Chianti, Only a 5-10 minute drive from both towns, but could be on another planet, it is so tranquil. Lovely public areas and rooms, with an outdoor pool (early in the season, so too cold to use when we stayed), jacuzzi and sauna. A nice restaurant on site, so you don't need to worry about drink/driving with all the wonderful local wines on offer. Staff were unfailingly friendly and...
You can find top hotels in Cennina from £57 with options to suit your budget and needs. To find an affordable hotel in Cennina that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Cennina hotels?
Discover great deals on Cennina hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Cennina hotels.
Can I book Cennina hotels with free cancellation?
In order to book a refundable Cennina hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Cennina?
For hotels in central Cennina, check out Il Bosso di Toscana and Agriturismo Il Sole Verde. Travellers love Il Bosso di Toscana for its location, as well as the free full breakfast, playground and free parking this bed & breakfast offers. Agriturismo Il Sole Verde is another popular central farm stay with an outdoor pool, a terrace and a playground.
Find out more about Cennina
Whispers of History: Unveiling the Timeless Charm of Cennina
Nestled in the heart of Tuscany, Cennina is a hidden gem that enchants with its rustic charm and breathtaking landscapes. This quaint village offers a serene escape, surrounded by rolling hills and vineyards that define the Chianti region, just a stone's throw from Siena. Visitors can explore medieval architecture, savour exquisite local wines, and indulge in authentic Tuscan cuisine. Cennina’s tranquil atmosphere and stunning vistas create the perfect backdrop for romantic getaways or peaceful retreats, making it an ideal destination for those seeking an off-the-beaten-path experience in the idyllic Tuscan countryside.
Discover great hotels in Cennina
Cennina offers a variety of accommodation options, from charming villas with spacious living areas to comfortable resorts featuring modern amenities. Enjoy well-appointed rooms, private baths, and picturesque views typical of Tuscany. For a unique experience, consider villa rentals or hostels in nearby Siena for budget-friendly stays. Here are some of the best hotels in Cennina that our travellers love:
Agriturismo Tenuta Lupinariopens in new window: Agriturismo Tenuta Lupinari is a charming agritourism property that offers a unique winery-themed vacation experience. This delightful lodging is particularly appealing to leisure travellers seeking a family-friendly atmosphere. Key amenities include a free crib and pet-friendly policies, making it a welcoming choice for those travelling with pets. The property's standout feature is its easily accessible vineyard, allowing guests to immerse themselves in the local wine culture. This hotel has received enthusiastic praise for its warm hospitality and inviting ambience, ensuring a relaxing and memorable getaway in the heart of Tuscany.
Il Verrenoopens in new window: Il Verreno is an adventure-lover's paradise, perfectly suited for those seeking a hot spring-themed escape. This hotel features natural hot springs nearby, enhancing the relaxation experience after a day of exciting activities like hiking, fishing, and horseback riding. With amenities tailored for families, such as highchairs and childcare options, the property caters to those looking for a vibrant family vacation. The hotel is celebrated for its engaging recreational offerings and picturesque setting, making it an excellent choice for travellers eager to combine relaxation with adventure.
Agriturismo Tontenanoopens in new window: Agriturismo Tontenano is a delightful 3.0-star agritourism hotel that perfectly blends comfort with a pet-friendly atmosphere. This property is particularly suited for leisure travellers who appreciate a family-friendly setting. With amenities such as a children's pool, shared playground, and an arcade game room, the hotel ensures that younger guests are entertained. The inviting environment and thoughtful services create a relaxed atmosphere that is highly praised by visitors. This hotel stands out for its ability to provide a memorable experience that feels both homely and refreshing in the enchanting backdrop of Tuscany.
Top locations to stay in Cennina
Some of the best areas to stay in when visiting Cennina, Bucine, Tuscany, Italy, are Castelnuovo Berardenga, Radda in Chianti, and Gaiole in Chianti. Castelnuovo Berardenga boasts beautiful properties and rich history, Radda in Chianti offers charming medieval streets, and Gaiole in Chianti is known for its scenic vineyards. For first-time visitors, Radda in Chianti is particularly appealing.
Radda in Chiantiopens in new window: Radda in Chianti is an enchanting medieval village nestled in the heart of the Chianti wine region. Known for its stunning landscapes and vineyards, it's a fantastic base for wine lovers looking to explore local wineries and sample exquisite Chianti Classico. The cobbled streets are dotted with charming shops selling handmade crafts and local produce, making it a delightful spot for leisurely shopping. Don’t miss the chance to visit the picturesque churches and enjoy the vibrant cultural scene, which often features local events and festivals throughout the year.
Gaiole in Chiantiopens in new window: Gaiole in Chianti is a lovely village that offers a taste of authentic Tuscan life. Surrounded by rolling hills and vineyards, it's perfect for those looking to explore the beautiful countryside. The area is well-known for its cycling routes, making it a great choice for outdoor enthusiasts. Additionally, Gaiole boasts a rich history with its ancient castles and stunning landscapes that are ideal for photography and peaceful walks. This quaint village has a relaxed atmosphere, allowing you to fully immerse yourself in the local culture.
Castelnuovo Berardengaopens in new window: Castelnuovo Berardenga is a charming town that provides a perfect blend of history and natural beauty. With its picturesque views and historic buildings, it's a fantastic place to unwind and explore the surrounding countryside. The town is well-connected to various wineries in the region, making it a great spot for wine tours. Visitors can enjoy local markets and artisan shops, providing an authentic taste of Tuscany. With beautiful scenery and a relaxed vibe, this area is ideal for leisurely strolls and enjoying the slower pace of life.
4 tips for savvy savings when booking a hotel in Cennina
Book for the cheapest times: For those seeking an affordable getaway, the best time to visit Cennina is during January, February, and November, when hotel prices are typically lower. A stay of at least 2 to 3 days is recommended to fully appreciate the town's key landmarks, rich history, vibrant culture, and stunning natural attractions. This budget-friendly approach allows travellers to enjoy great value for money while discovering the charm of Cennina. Additionally, it's worth noting that prices may drop during these months, making it an even more appealing option for those on a budget.
Look for last-minute deals on Hotels.com: To explore last-minute deals to Cennina, visit the Dealsopens in new window or Last-Minute Dealsopens in new window sections on Hotels.com, where you may discover discounted rates on hotels approaching your travel date. Additionally, consider enabling email alerts or push notifications from Hotels.com to stay informed about flash sales and special promotions, ensuring you’re more likely to see opportunities to save. The Smart Shoppingopens in new window tool available via the app allows you to compare hotel prices and amenities, helping you make informed decisions. If rooms become available or prices drop, you'll be among the first to know, facilitating your last-minute getaway.
Be flexible with dates: Prices may fluctuate depending on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Cennina. For those seeking unique accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we will inform you whether the price for your chosen dates is above or below average. If the price is on the higher side, we can suggest more affordable dates to enhance your chances of securing the best deal.
Consider your location: Staying closer to major attractions or city centres can offer convenience, but it often comes with a higher price tag. For more affordable options, you might consider hotels in less central areas or neighbourhoods, striking a balance between cost and accessibility to the sites you plan to visit. You could also explore independent hotels located further out, as they are usually more likely to be affordable and may provide a more authentic experience.
Best time to go to Cennina
Cennina experiences its lowest average temperature in January, at 39.0°F (3.9°C), while July is the hottest month, with an average temperature of 74.8°F (23.8°C). November is usually the wettest month. July to September are the peak travel months in Cennina, 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, January, February, and December tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.