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Aug 9 - Aug 10
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Aug 10 - Aug 11
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Aug 14 - Aug 16
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Aug 21 - Aug 23

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Our top choices for Cennina hotels

Breakfast included
Hotel
Villa a Sesta Polo Club
Reserve now, pay later
Airport shuttle included

1. Il Verreno

Il Verreno
Ambra
United Kingdom
Ji Young
CA $360
CA $403 total
includes taxes & fees
Aug 12 - Aug 13
Il Verreno

2. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
CA $128
CA $173 total
includes taxes & fees
Sep 9 - Sep 10
Hotel Il Viandante

3. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
CA $156
CA $172 total
includes taxes & fees
Aug 14 - Aug 15
Hotel Valdarno

4. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Edyta
CA $102
CA $125 total
includes taxes & fees
Sep 8 - Sep 9
La Certosa di Pontignano

5. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
CA $237
CA $659 total
includes taxes & fees
Aug 23 - Aug 24
Podere L'Aquila

6. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
CA $99
CA $118 total
includes taxes & fees
Aug 17 - Aug 18
Il Gentiluomo Hotel & SPA

7. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
United States
Paula
CA $184
CA $209 total
includes taxes & fees
Aug 27 - Aug 28
Agriturismo San Sano

8. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
CA $156
CA $172 total
includes taxes & fees
Aug 10 - Aug 11
Delta Hotel

9. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Austin
CA $311
CA $355 total
includes taxes & fees
Aug 25 - Aug 26
Castello di Tornano Wine Resort

10. Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
United States
David
CA $345
CA $385 total
includes taxes & fees
Sep 8 - Sep 9
Palazzo Tiglio - A Small Luxury Hotels of the World

11. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
CA $397
CA $436 total
includes taxes & fees
Aug 11 - Aug 12
Villa Sassolini Country Boutique Hotel

12. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
United States
Hannah
CA $209
CA $243 total
includes taxes & fees
Sep 1 - Sep 2
Ultimo Mulino Wellness Country Hotel

13. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
CA $195
CA $224 total
includes taxes & fees
Sep 1 - Sep 2
Castello di Leonina Relais

14. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
CA $548
CA $612 total
includes taxes & fees
Aug 12 - Aug 13
Chapter Chianti, a Member of Design Hotels

15. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
United States
Rory
CA $466
CA $526 total
includes taxes & fees
Aug 25 - Aug 26
Dievole Wine Resort

16. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
Canada
tera
CA $254
CA $328 total
includes taxes & fees
Sep 5 - Sep 6
Relais Vignale & Spa

17. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
United States
Lin
CA $216
CA $247 total
includes taxes & fees
Aug 31 - Sep 1
Palazzo Leopoldo Dimora Storica & Spa

18. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
borjan
CA $122
CA $142 total
includes taxes & fees
Aug 22 - Aug 23
Palace Hotel Due Ponti

19. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
United States
Peter
CA $111
CA $125 total
includes taxes & fees
Aug 11 - Aug 12
Palagina la cascina

20. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
United States
Alejandro
CA $172
CA $196 total
includes taxes & fees
Aug 27 - Aug 28
Borgo di Pietrafitta Relais
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Top Cennina Hotel Reviews

 Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Two things that really made our stay at the Palazzo Ravizza exceptional were the charming terrace with a view of the Tuscan countryside, and the included continental breakfast offered in the morning, including plenty of drip coffee! ☕️ Our room was also undeniably European, with a painted ceiling and rustic furniture. The AC was sufficient, considering the daytime high on our visit was 100°. Service from the staff was very helpful, and they even called a taxi for us. The shower was hot with strong water pressure. The architecture of the hotel had some historic charm as well, with leaded glass doors, black and white marble floors, and vaulted ceilings in the public spaces. But that terrace... 😍"
Chris 1-night trip
Posted 2 days ago
Palazzo Ravizza
Hotel Athena

Hotel Athena

10/10 Excellent
"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer stay"
Richard 7-night trip
Posted 2 days ago
Hotel Athena
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"Location was great - 5 mins to the bus station and town centre. Staff were friendly and helpful. Room was comfortable. Only issue we faced was with the hairdryer - attached to the wall in the bathroom - it kept cutting out. Luckily one of the team were able to bring a portable one - but was a bit of a pain. Would defo recommend if you are in Siena."
linda 5-night trip
Posted 3 days ago
Hotel Chiusarelli
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."
Nicholas 7-night trip
Posted 4 days ago
Borgo Scopeto Wine & Country Relais
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."
Frederic 4-night trip
Posted 5 days ago
La Certosa di Pontignano
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Very enjoyable stay"
Nigel 3-night trip
Posted 7 days ago
Villa Scacciapensieri Boutique Hotel
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Absolutely loved the outdoor patio and dining spaces. Our room was lovely and comfortable too. Staff was very helpful with restaurant recommendations, taxis and basic questions."
Katherine 3-night trip
Posted 8 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Castello di Leonina Relais

Castello di Leonina Relais

8/10 Good
"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."
Anthony 2-night trip
Posted 1 month ago
Castello di Leonina Relais

More cheap stays in Cennina

Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
CA $125
CA $145 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (104 reviews)
Albergo Centrale
Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
CA $134
CA $155 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
CA $135
CA $157 total
Aug 10 - Aug 11
includes taxes & fees
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
CA $154
CA $178 total
Aug 10 - Aug 11
includes taxes & fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
CA $192
CA $345 total
Sep 8 - Sep 9
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence

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 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 $118 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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