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Check prices for these dates

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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Our top choices for Cennina hotels

A buffet with various food items and utensils.
A covered outdoor seating area with wicker furniture and a potted plant.
A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.
A hotel entrance with a sign reading "HOTEL il Viandante".

1. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
£87
includes taxes & fees
18 Oct - 19 Oct
Hotel Il Viandante
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
An aerial view of a villa surrounded by lush greenery and rolling hills.
A poolside area with a swimming pool, lounge chairs, and a grassy lawn.
An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

2. Il Verreno

Il Verreno
Ambra
Canada
Minna
£173
includes taxes & fees
20 Oct - 21 Oct
Il Verreno
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 hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.
A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

3. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
£90
includes taxes & fees
15 Oct - 16 Oct
Hotel Valdarno
A stone building with multiple windows and a central entrance.
A terrace with a sofa and cushions, overlooking a cityscape and mountains.
A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.
A dining area with a table set for two, white chairs, and a stone-patterned floor.

4. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
£57
includes taxes & fees
12 Oct - 13 Oct
Fondaco del Moro
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 wooden door, outdoor seating, and a pergola with vines.
A stone building with a window and a light fixture.

5. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
£64
includes taxes & fees
18 Oct - 19 Oct
Agriturismo San Sano
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.
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.

6. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
£178
includes taxes & fees
16 Oct - 17 Oct
Villa Sassolini Country Boutique Hotel
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 rooftop terrace with outdoor seating, a pergola, and a view of hills.

7. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
£65
includes taxes & fees
16 Oct - 17 Oct
Il Gentiluomo Hotel & SPA
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.
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 modern bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.
A hotel room with a bed, a TV, a desk, and a mirror.

8. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
£96
includes taxes & fees
24 Oct - 25 Oct
Delta Hotel
A villa with a swimming pool, outdoor seating, and a tennis court.
A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.
A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.
A lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.

9. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
United States
Deanna
£92
includes taxes & fees
20 Oct - 21 Oct
Villa Curina Resort
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A stone building with a tower, surrounded by people dining at tables with candles.
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.

10. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
£133
includes taxes & fees
25 Oct - 26 Oct
Castello di Tornano Wine Resort
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 rustic outdoor setting with a stone building, round tables, and outdoor seating.
A compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.

11. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United States
Andon
£229
includes taxes & fees
12 Oct - 13 Oct
Chapter Chianti, a Member of Design Hotels
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
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.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

12. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Ariel
£82
includes taxes & fees
22 Oct - 23 Oct
Ultimo Mulino Wellness Country Hotel
A stone building with a tiled roof, surrounded by a well-maintained garden and a view of rolling hills.
A stone building with a tiled roof, a stone pathway, and a well-maintained lawn.
A dining area with a table set for a meal, a fireplace, and a wooden ceiling.
A stone building with a tiled roof, surrounded by a well-maintained garden with potted plants and a pathway.

13. Cavarchino B&B

Cavarchino B&B
Gaiole in Chianti
Canada
Victor
£130
includes taxes & fees
1 Nov - 2 Nov
Cavarchino B&B
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 interior corridor with arches, columns, and a brick wall.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

14. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
£86
includes taxes & fees
2 Nov - 3 Nov
La Certosa di Pontignano - Place of Charme
An outdoor patio area with wicker furniture, a table, and a lamp.
A hallway with a wooden floor, a small table with a vase, and a light fixture on the ceiling.
A room with a white counter, a bowl of fruit, a plant in a gold pot, and a mirror reflecting a plant and a window with curtains.
A neatly made bed with a pink quilt, two rolled towels, and a bedside table with a lamp.

15. Il Monte

Il Monte
Monte San Savino
United States
Thomas
£79
includes taxes & fees
16 Oct - 17 Oct
Il Monte
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.
A building with a beige facade, arched windows, and a small balcony.
A patio area with a gravel path, wooden chairs, and a table. There is a building with a stone wall and a door.
A poolside area with lounge chairs and a swimming pool.

16. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Roberto
£62
includes taxes & fees
1 Nov - 2 Nov
Casale La Gora
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.

17. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
£55
includes taxes & fees
12 Oct - 13 Oct
Hotel Casafrassi
A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.
A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.
A table set with wine glasses and a candle, viewed through a window with string lights.
A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

18. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
£106
includes taxes & fees
8 Nov - 9 Nov
Tenuta CorteDomina
A modern interior with a piano, dining area, and a large decorative animal statue.
A hotel gym with stationary bikes, a treadmill, and dumbbells.
A reception desk with a modern design, a flat-screen TV, and a glass partition.
A hotel room with a large bed, two bedside tables, a desk, a chair, and a window with curtains.

19. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
Italy
Marco
£57
includes taxes & fees
8 Nov - 9 Nov
B&B Hotel Arezzo
A terrace with multiple sun loungers and a scenic view of green fields and hills.
A spa room with a reception desk, a massage chair, and a window with blinds.
An indoor swimming pool with lounge chairs and a view of the countryside.
A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.

20. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
£76
includes taxes & fees
11 Nov - 12 Nov
Precise House Montaperti Siena
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Top Cennina Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."
Ralph 2-night trip
Posted 17 hours ago
Hotel Italia
Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."
Katharine 3-night trip
Posted 20 hours ago
Il Chiostro del Carmine
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful hotel in the city center with free parking which can be difficult to find. The staff was terrific"
Mark 3-night trip
Posted 1 day ago
Palazzo Ravizza
Hotel Athena

Hotel Athena

10/10 Excellent
"Lovely hotel in Siena. Well located for exploring on foot with the main Palazzo and the Duomo no more than 15 minutes away. Really enjoyed the rooftop patio!"
Hillaine 3-night trip
Posted 2 days ago
Hotel Athena
Hotel Continentale

Hotel Continentale

10/10 Excellent
"Clean and good breakfast"
Ervin 1-night trip
Posted 3 days ago
Hotel Continentale
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 4 days ago
Fattoria di Vegi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."
Louise 4-night trip
Posted 4 days ago
Borgo Scopeto Wine & Country Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."
JOHN 3-night trip
Posted 5 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 6 days ago
Four Points by Sheraton Siena

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 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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