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Oct 5 - Oct 6
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Oct 6 - Oct 7
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Oct 9 - Oct 11
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Our top choices for Cennina hotels

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A historic stone building with a large arched window and a small balcony.
A stone archway leading to a window with a view of tall trees and a distant landscape.

1. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
$142 nightly
$165 total
Oct 29 - Oct 30
Total with taxes and fees
Castello di Tornano Wine Resort
A spacious lobby with a reception desk, seating area, and a large vase.
A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.
A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.
A patio with a round table and chairs, potted plants, and a view of the building's interior.

2. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
$114 nightly
$125 total
Oct 8 - Oct 9
Total with taxes and fees
Hotel Valdarno
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.
A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.
An aerial view of a villa surrounded by lush greenery and rolling hills.

3. Il Verreno

Il Verreno
Ambra
Canada
Minna
$221 nightly
$248 total
Oct 13 - Oct 14
Total with taxes and fees
Il Verreno
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 lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.
An aerial view of a property with a swimming pool, tennis court, and vineyard.

4. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
United States
Deanna
$107 nightly
$123 total
Oct 31 - Nov 1
Total with taxes and fees
Villa Curina Resort
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.
A rooftop terrace with outdoor seating, a pergola, and a view of hills.
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.

5. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
$73 nightly
$87 total
Oct 11 - Oct 12
Total with taxes and fees
Il Gentiluomo Hotel & SPA
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.

6. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
$116 nightly
$128 total
Oct 6 - Oct 7
Total with taxes and fees
Delta Hotel
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A stone building with a window and a light fixture.
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a wooden door, outdoor seating, and a pergola with vines.

7. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
$66 nightly
$77 total
Oct 18 - Oct 19
Total with taxes and fees
Agriturismo San Sano
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 narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.

8. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
$69 nightly
$76 total
Oct 6 - Oct 7
Total with taxes and fees
Fondaco del Moro
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
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.
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.

9. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
$203 nightly
$224 total
Oct 7 - Oct 8
Total with taxes and fees
Villa Sassolini Country Boutique Hotel
A buffet with various food items and utensils.
A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.
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 covered outdoor seating area with wicker furniture and a potted plant.

10. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
$105 nightly
$121 total
Oct 11 - Oct 12
Total with taxes and fees
Hotel Il Viandante
A stone building with outdoor seating and a pool in the background.
A stone house with a paved driveway and a lawn, surrounded by trees and a white car parked in front.
A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.
A bedroom with two beds, a chandelier, a leopard-print chair, and a small table with a vase.

11. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
$93 nightly
$103 total
Oct 11 - Oct 12
Total with taxes and fees
B&B Country House Poggio del Drago
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.

12. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United States
Andon
$270 nightly
$304 total
Oct 6 - Oct 7
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels
A hotel room with a bed, a desk with a laptop, a chair, a nightstand, and a view through the window.
A hotel with a sign reading "Michelangelo HOTEL".
A gym with cardio machines, weightlifting equipment, and dumbbells.
A hotel hallway with a polished floor, wooden doors, and a green exit sign.

13. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
$100 nightly
$114 total
Oct 6 - Oct 7
Total with taxes and fees
Hotel Michelangelo
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.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

14. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
$96 nightly
$115 total
Oct 19 - Oct 20
Total with taxes and fees
La Certosa di Pontignano
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 pool with a view of a mountainous landscape and a village in the background.
A dining area with a table set for a meal, a fireplace, and a wooden ceiling.

15. Cavarchino B&B

Cavarchino B&B
Gaiole in Chianti
Canada
Victor
$149 nightly
$173 total
Nov 4 - Nov 5
Total with taxes and fees
Cavarchino B&B
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.
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.
An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.

16. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Roberto
$75 nightly
$85 total
Nov 1 - Nov 2
Total with taxes and fees
Casale La Gora
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.
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.

17. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Ariel
$94 nightly
$112 total
Oct 22 - Oct 23
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel
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 rectangular swimming pool with a view of mountains in the background.
A stone-walled room with a sofa, a coat rack, and a window with curtains.

18. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
Canada
Heather
$413 nightly
$458 total
Oct 8 - Oct 9
Total with taxes and fees
Podere L'Aquila
A modern interior with a piano, dining area, and a large decorative animal statue.
A hotel room with a large bed, two bedside tables, a desk, a chair, and a window with curtains.
A reception desk with a modern design, a flat-screen TV, and a glass partition.
A hotel gym with stationary bikes, a treadmill, and dumbbells.

19. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
Italy
Marco
$65 nightly
$78 total
Nov 4 - Nov 5
Total with taxes and fees
B&B Hotel Arezzo
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.

20. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
$60 nightly
$73 total
Oct 6 - Oct 7
Total with taxes and fees
Hotel Casafrassi
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Top Cennina Hotel Reviews

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 13 hours ago
Four Points by Sheraton Siena
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"The entire estate was perfectly curated, every aspect was completely flawless. Food and wine…. 10/10. Best place we’ve ever stayed."
Timothy 4-night trip
Posted 20 hours ago
Fattoria di Vegi
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."
Victoria 6-night trip
Posted 3 days ago
Villa Scacciapensieri Boutique Hotel
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 3 days ago
Borgo Vescine
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 3 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Room clean large spacious staff friendly helpful good quiet location great views"
Tom 5-night trip
Posted 4 days ago
Il Chiostro del Carmine
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."
Scott 4-night trip
Posted 4 days ago
Borgo Scopeto Wine & Country Relais
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 6 days ago
La Certosa di Pontignano
Hotel Minerva

Hotel Minerva

10/10 Excellent
"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."
Michael 1-night trip
Posted 7 days ago
Hotel Minerva

More cheap stays in Cennina

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$52 nightly
$60 total
Nov 4 - Nov 5
Total with taxes and fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$70 nightly
$81 total
Nov 5 - Nov 6
Total with taxes and fees
7.8/10 Good! (446 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$85 nightly
$97 total
Nov 4 - Nov 5
Total with taxes and fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$92 nightly
$104 total
Nov 3 - Nov 4
Total with taxes and fees
8.8/10 Excellent! (109 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$152 nightly
$173 total
Oct 20 - Oct 21
Total with taxes and fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

Frequently asked questions

When is the best time to go to Cennina?
The best time to visit Cennina, Tuscany, is during the shoulder seasons of late spring (May to early June) and early autumn (September to October).These periods offer pleasant weather, with warm, sunny days ideal for exploring the Tuscan countryside without the intense heat and larger crowds of mid-summer. You'll find the vineyards and olive groves at their most beautiful, either bursting with new growth or rich with harvest colors. It's a great time for couples seeking a romantic getaway or travelers interested in culinary experiences, as local markets and festivals celebrating seasonal produce are common.For those who prioritize outdoor activities like hiking or cycling through the rolling hills, spring and autumn provide comfortable temperatures. You'll avoid the mid-day heat that can make these activities less enjoyable in July and August.
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 $60 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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