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Our top choices for Cennina hotels

Chapter Chianti

Chapter Chianti
5.0 star property
Cavriglia
The price is CA $471
CA $527 total
includes taxes & fees
Jul 13 - Jul 14
Chapter Chianti

Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (140 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is CA $124
CA $144 total
includes taxes & fees
Jul 19 - Jul 20
Villa Montarioso

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (43 reviews)
"One of our favorite stays in Italy! Few number of rooms which makes it feel very relaxing and comfortable. Staff was friendly and helpful."
Canada
Yael
The price is CA $165
CA $190 total
includes taxes & fees
Jul 6 - Jul 7
Hotel Ristorante La Dama nella Vigna

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (96 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is CA $166
CA $189 total
includes taxes & fees
Jun 28 - Jun 29
Agriturismo San Sano

All'Ombra della Torre

All'Ombra della Torre
Siena City Centre
The price is CA $82
CA $97 total
includes taxes & fees
Jul 7 - Jul 8
All'Ombra della Torre

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (60 reviews)
"A little far away from Siena, but buses came by regularly and taxi's only cost about 12 Euros to get you to and from Siena."
United States
Jack
The price is CA $118
CA $137 total
includes taxes & fees
Jul 3 - Jul 4
Palace Hotel Due Ponti

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (546 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is CA $205
CA $239 total
includes taxes & fees
Jun 29 - Jun 30
La Certosa di Pontignano

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is CA $325
CA $371 total
includes taxes & fees
Jul 12 - Jul 13
Castello di Tornano Wine Resort

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (424 reviews)
"We had a blast, and the proprietors were fantastic. They had plenty of local knowledge and seemed to have a real passion for what they do. Plus the venue is wonderful, and they have the best patio with views of the Tuscan hills. Would recommend, and would stay again."
United States
John
The price is CA $202
CA $231 total
includes taxes & fees
Jul 23 - Jul 24
Palazzo di Valli

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (99 reviews)
"A hidden gem on the Via Francigena. We loved our stay after a day of walking from Siena. Delicious food too. "
United Kingdom
Charles
The price is CA $110
CA $129 total
includes taxes & fees
Jun 28 - Jun 29
Hotel Borgo Antico

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (197 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $430
CA $486 total
includes taxes & fees
Jul 15 - Jul 16
Dievole Wine Resort

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (51 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is CA $99
CA $109 total
includes taxes & fees
Jun 24 - Jun 25
Fondaco del Moro

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3 reviews)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
The price is CA $491
CA $547 total
includes taxes & fees
Jul 14 - Jul 15
Palazzo Tiglio - A Small Luxury Hotels of the World

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (122 reviews)
"Amazing hotel with beautiful territory"
United States
Igor
Palagina la cascina

Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (206 reviews)
"Amazing experience in nature and cozy atmosphere, breakfast is super, restaurant as well. "
Netherlands
OY
The price is CA $105
CA $121 total
includes taxes & fees
Jul 5 - Jul 6
Hotel Tenuta Il Burchio

Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (105 reviews)
"The views were spectacular along with the food"
United States
cory
The price is CA $983
CA $1,081 total
includes taxes & fees
Jul 2 - Jul 3
Il Borro - Relais & Châteaux

Hotel Casafrassi Wine Resort

Hotel Casafrassi Wine Resort
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (222 reviews)
"Incredible place to stay in the Chianti region. Beautiful grounds, amazing food, clean and comfortable rooms, and incredible staff. Location was perfect too! "
United States
Alex
The price is CA $87
CA $121 total
includes taxes & fees
Jun 29 - Jun 30
Hotel Casafrassi Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (217 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
The price is CA $297
CA $333 total
includes taxes & fees
Jun 28 - Jun 29
Castello di Fonterutoli Wine Resort

Hotel I Platani

Hotel I Platani
3.0 star property
Monteriggioni
8.8 out of 10, Excellent, (185 reviews)
"The staff was wonderful. Immensely nice person who made sure we had a safe, good time!!"
United States
Ann
The price is CA $118
CA $138 total
includes taxes & fees
Jun 28 - Jun 29
Hotel I Platani

Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (111 reviews)
"Amazing property with great staff."
United States
Samuel
The price is CA $394
CA $440 total
includes taxes & fees
Jul 15 - Jul 16
Castello La Leccia
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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Top Cennina Hotel Reviews

More cheap stays in Cennina

Frequently asked questions

What is the best area to stay in Cennina?
The best area to stay in Cennina is within the historic village itself, particularly around the main piazza or along the charming Via del Castello.

Cennina is a small, hilltop village that offers a truly authentic Tuscan experience. The main piazza is the heart of the village, often hosting local events, and the narrow, winding streets like Via del Castello lead to historic buildings and viewpoints with stunning views of the surrounding countryside. It's a place where you can easily walk everywhere, enjoying the quiet pace of village life.

For couples seeking a romantic and peaceful retreat, staying within the village centre is ideal. You'll find a selection of beautifully restored guesthouses and apartments, often with private terraces overlooking the olive groves and vineyards. It's superb for enjoying slow mornings, exploring local eateries, and taking leisurely strolls through the mediaeval streets.

Families looking for a relaxed holiday will also appreciate staying in Cennina. Many properties here offer more space than a typical hotel room, sometimes including small kitchens, which is convenient for preparing meals.
When is the best time to go to Cennina?
The best time to go to Cennina is during the shoulder seasons of May, June, September, and October.

These months offer pleasant weather, ideal for exploring the Tuscan countryside, with comfortable temperatures that aren't too hot or too cold. You'll find the landscape lush in spring and early summer, and the autumn brings the grape harvest and beautiful changing colours.

Couples looking for a romantic escape will appreciate the milder weather during these times, great for leisurely drives through vineyards, al fresco dining, and visiting local wineries without the intense heat of mid-summer. The fewer crowds also mean a more intimate experience at popular attractions.

Families will also find these periods more enjoyable, as the moderate temperatures are well-suited for outdoor activities like cycling, walking, or exploring nearby historic towns without the discomfort of peak summer heat.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cennina.
How can I save on a Cennina hotel booking with Expedia?
Members always get our best prices. Find our best Cennina hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Cennina hotel?
Prices for hotels in Cennina often vary, but you can find a great deal from CA $88 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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