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Sep 23 - Sep 24
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Sep 24 - Sep 25
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Sep 25 - Sep 27
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Oct 2 - Oct 4

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Our top choices for Cennina hotels

A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
A poolside area with a swimming pool, lounge chairs, and a grassy lawn.
An aerial view of a villa surrounded by lush greenery and rolling hills.
An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

1. Il Verreno

Il Verreno
Ambra
Canada
Minna
CA $316
CA $354 total
includes taxes & fees
Oct 12 - Oct 13
Il Verreno
A stone building with multiple windows and a central entrance.
A dining area with a table set for two, white chairs, and a stone-patterned floor.
A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.
A terrace with a sofa and cushions, overlooking a cityscape and mountains.

2. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
CA $99
CA $109 total
includes taxes & fees
Sep 24 - Sep 25
Fondaco del Moro
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A historic stone building with a large arched window and a small balcony.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone building with a tower, surrounded by people dining at tables with candles.

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Austin
CA $215
CA $249 total
includes taxes & fees
Oct 19 - Oct 20
Castello di Tornano Wine Resort
A terrace with stone arches, green plants, and a table set for dining with a scenic mountain view.
A stone house with a tiled roof, surrounded by greenery and a gravel path.
A stone-walled room with a sofa, a coat rack, and a window with curtains.
A stone building with a balcony, potted plants, and a view of distant hills.

4. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
Canada
Heather
CA $235
CA $656 total
includes taxes & fees
Sep 27 - Sep 28
Podere L'Aquila
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A bar area with a high ceiling, wooden beams, and a bar counter with stools.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.

5. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
CA $386
CA $435 total
includes taxes & fees
Oct 8 - Oct 9
Chapter Chianti, a Member of Design Hotels
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
An interior corridor with arches, columns, and a brick wall.

6. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Roberto
CA $136
CA $163 total
includes taxes & fees
Oct 19 - Oct 20
La Certosa di Pontignano
A spacious lobby with a reception desk, seating area, and a large vase.
A modern hotel lobby with a curved reception desk, seating area, and a bar.
A patio with a round table and chairs, potted plants, and a view of the building's interior.
A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

7. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
CA $154
CA $170 total
includes taxes & fees
Sep 26 - Sep 27
Hotel Valdarno
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.
A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.
A modern kitchen with a built-in microwave, sink, and stove. There is a dining area with a table and chairs, and a window with blinds.
A hotel room with a bed, a TV, a desk, and a mirror.

8. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
CA $184
CA $203 total
includes taxes & fees
Sep 24 - Sep 25
Delta Hotel
A person pouring a liquid from a bottle into a glass.
A modern interior with a blue chair, a yellow chair, and a brown sofa. There is a glass door leading to an outdoor area with chairs and plants.
A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.
A modern building with a glass facade, a car parked in front, and a well-lit entrance area.

9. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
CA $147
CA $166 total
includes taxes & fees
Oct 24 - Oct 25
Moody smart & comfy Hotel
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.
A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.
An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.

10. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
CA $297
CA $327 total
includes taxes & fees
Oct 16 - Oct 17
Villa Sassolini Country Boutique Hotel
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a window and a light fixture.
A stone building with a wooden door, outdoor seating, and a pergola with vines.

11. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
CA $96
CA $112 total
includes taxes & fees
Oct 18 - Oct 19
Agriturismo San Sano
A stone building with outdoor seating and a pool in the background.
A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.
A stone house with a paved driveway and a lawn, surrounded by trees and a white car parked in front.
A bedroom with two beds, a chandelier, a leopard-print chair, and a small table with a vase.

12. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
CA $157
CA $173 total
includes taxes & fees
Oct 4 - Oct 5
B&B Country House Poggio del Drago
A buffet with various food items and utensils.
A covered outdoor seating area with wicker furniture and a potted plant.
A hotel room with a large bed, bedside tables, a nightstand, a vase with flowers, a tray with pastries, a teapot, and a glass of orange juice.
A hotel entrance with a sign reading "HOTEL il Viandante".

13. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
CA $128
CA $173 total
includes taxes & fees
Oct 5 - Oct 6
Hotel Il Viandante
A villa with a swimming pool, outdoor seating, and a tennis court.
A lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.
A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.
An aerial view of a property with a swimming pool, tennis court, and vineyard.

14. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
United States
Deanna
CA $225
CA $254 total
includes taxes & fees
Sep 24 - Sep 25
Villa Curina Resort
A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.
A bedroom with a large bed, bedside lamps, a chair, and a chandelier.
A minimalist room with a wooden desk, two chairs, a mirror, and a vase with flowers.
A room with a wooden door, a white cabinet with a book and candles, and two framed pictures on the wall.

15. Villa Barberino

Villa Barberino
Meleto
United Kingdom
Claire
CA $203
CA $223 total
includes taxes & fees
Oct 24 - Oct 25
Villa Barberino
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

16. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
CA $553
CA $625 total
includes taxes & fees
Oct 21 - Oct 22
Castello di Spaltenna- Small Luxury Hotels of the World
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.
A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.
A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

17. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
CA $93
CA $112 total
includes taxes & fees
Sep 27 - Sep 28
Il Gentiluomo Hotel & SPA
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

18. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Samantha
CA $148
CA $175 total
includes taxes & fees
Oct 21 - Oct 22
Ultimo Mulino Wellness Country Hotel
An outdoor dining area with a pool, potted plants, and umbrellas.
A villa with a swimming pool, outdoor seating, and a garden.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A restaurant with a table set for two, overlooking a scenic landscape.

19. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
CA $236
CA $309 total
includes taxes & fees
Oct 23 - Oct 24
Relais Vignale & Spa
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A pathway leading to a pool area with lounge chairs and umbrellas.
A sunroom with wooden flooring, tables with green tablecloths, and hanging plants.
A stone building with a clear view of a lush green landscape, including trees and a distant mountain range.

20. Le Lappe

Le Lappe
Cavriglia
Canada
William
CA $592
CA $654 total
includes taxes & fees
Sep 29 - Sep 30
Le Lappe
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Top Cennina Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Got a lot of great help from the staff !"
Peter 3-night trip
Posted 2 hours ago
Hotel Chiusarelli
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"All aspects were superb and I highly recommend Vegi to friends, family and others. Beautiful locale and facility aesthetics, very well appointed, and excellent service."
Robin 5-night trip
Posted 7 hours ago
Fattoria di Vegi
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Perfect can’t fault it. Maybe a bigger train/bus at peak times would help. Lovely restaurant, bars, ice cream. Clean swimming pools. Good, kind, friendly staff. Safe place. Clean accommodation. Peaceful environment. Must take mosquito treatment as they’re bad out here. Lovely bonus is the pump at the pools to pump donuts up. Can’t fault it. Will 100000% return."
Sade 3-night trip
Posted 2 days ago
Hu Norcenni Girasole Village
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely historic hotel, certainly captured the essence of the period it was built in. Room was spacious, beds very comfortable and considering the average temp was 35 degrees for the 3 nights we stayed, the air conditioning worked well enough. C The"
Mark 3-night trip
Posted 3 days ago
Palazzo Ravizza
NH Siena

NH Siena

10/10 Excellent
"El hotel está fuera de las murallas de la ciudad, fuera de la zona restringida para autos, pero cerca de las atracciones de la parte histórica de la ciudad."
Hugo 1-night trip
Posted 5 days ago
NH Siena
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This resort was simply beautiful! We stayed in the grand room as there were 5 of us, and it was much bigger than I expected! Three bedrooms, 3 washrooms, huge living room - it was great! As we had 2 kids, we had to use the family pool, which was conveniently close to our room. No bar at the pool, but there was a QR code to order drinks and food. There were towels at the pool as well. The staff were very kind and helpful. We appreciated the welcome gift of wine, juice, and snacks too! The breakfast buffet was lovely with lots of variety of hot and cold items. Would highly recommend this resort."
Geeta 1-night trip
Posted 5 days ago
Borgo Scopeto Wine & Country Relais
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 7 days ago
Villa Scacciapensieri Boutique Hotel
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
Roberto 2-night trip
Posted 7 days ago
La Certosa di Pontignano
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."
Lilianne 2-night trip
Posted 7 days ago
Grand Hotel Continental Siena – Starhotels Collezione

More cheap stays in Cennina

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
CA $134
CA $155 total
Sep 30 - Oct 1
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 $139
CA $161 total
Sep 27 - Sep 28
includes taxes & fees
7.8/10 Good! (440 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
CA $207
CA $236 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
CA $215
CA $244 total
Sep 30 - Oct 1
includes taxes & fees
10/10 Exceptional! (49 reviews)
Torre del Fuggisole
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
CA $122
CA $268 total
Oct 20 - Oct 21
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta 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 $109 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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