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Oct 7 - Oct 8
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Oct 8 - Oct 9
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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 stone building with a tower, surrounded by people dining at tables with candles.
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
$152 nightly
$176 total
Oct 25 - Oct 26
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 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.
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.
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.
A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

3. Il Verreno

Il Verreno
Ambra
Canada
Minna
$220 nightly
$247 total
Oct 13 - Oct 14
Total with taxes and fees
Il Verreno
A villa with a swimming pool, outdoor seating, and a tennis court.
An aerial view of a property with a swimming pool, tennis court, and vineyard.
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.

4. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
United States
Deanna
$110 nightly
$125 total
Oct 13 - Oct 14
Total with taxes and fees
Villa Curina Resort
A stone building with multiple windows and a central entrance.
A terrace with a sofa and cushions, overlooking a cityscape and mountains.
A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.
A dining area with a table set for two, white chairs, and a stone-patterned floor.

5. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
$69 nightly
$76 total
Oct 9 - Oct 10
Total with taxes and fees
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 stone building with a wooden door, outdoor seating, and a pergola with vines.
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a window and a light fixture.

6. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
$66 nightly
$77 total
Nov 5 - Nov 6
Total with taxes and fees
Agriturismo San Sano
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 reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.
A hotel room with a bed, a TV, a desk, and a mirror.

7. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
$116 nightly
$127 total
Oct 15 - Oct 16
Total with taxes and fees
Delta Hotel
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
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.
A rooftop terrace with outdoor seating, a pergola, and a view of hills.

8. 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 buffet with various food items and utensils.
A hotel entrance with a sign reading "HOTEL il Viandante".
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.

9. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
$105 nightly
$121 total
Oct 22 - Oct 23
Total with taxes and fees
Hotel Il Viandante
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
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.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

10. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United States
Andon
$269 nightly
$303 total
Oct 13 - Oct 14
Total with taxes and fees
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.
An interior corridor with arches, columns, and a brick wall.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

11. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
$97 nightly
$116 total
Nov 2 - Nov 3
Total with taxes and fees
La Certosa di Pontignano
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
An indoor dining area with tables set for two, large windows, and potted plants.
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.

12. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
$203 nightly
$224 total
Oct 8 - Oct 9
Total with taxes and fees
Villa Sassolini Country Boutique Hotel
A hotel room with a bed, a desk with a laptop, a chair, a nightstand, and a view through the window.
A gym with cardio machines, weightlifting equipment, and dumbbells.
A hotel lobby with a reception desk, seating areas, and a dining area.
A hotel with a sign reading "Michelangelo HOTEL".

13. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
$107 nightly
$121 total
Oct 16 - Oct 17
Total with taxes and fees
Hotel Michelangelo
A terrace with stone arches, green plants, and a table set for dining with a scenic mountain view.
A stone-walled room with a sofa, a coat rack, and a window with curtains.
A rectangular swimming pool with a view of mountains in the background.
A stone building with a balcony, potted plants, and a view of distant hills.

14. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
Canada
Heather
$414 nightly
$460 total
Oct 10 - Oct 11
Total with taxes and fees
Podere L'Aquila
A stone building with a tiled roof, surrounded by a well-maintained garden and a view of rolling hills.
A dining area with a table set for a meal, a fireplace, and a wooden ceiling.
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.

15. Cavarchino B&B

Cavarchino B&B
Gaiole in Chianti
Canada
Victor
$147 nightly
$171 total
Nov 7 - Nov 8
Total with taxes and fees
Cavarchino B&B
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.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

16. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Ariel
$91 nightly
$109 total
Oct 18 - Oct 19
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel
A modern interior with a piano, dining area, and a large decorative animal statue.
A modern hotel room with a dining area, seating, and a flat-screen TV.
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.

17. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
Italy
Marco
$67 nightly
$81 total
Oct 16 - Oct 17
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 building with arched windows, a courtyard with a pond, and a metal fence.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

18. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
$60 nightly
$73 total
Oct 8 - Oct 9
Total with taxes and fees
Hotel Casafrassi
A table set for dining with a scenic view of rolling hills and distant mountains.
A courtyard with brick buildings, a column, and potted plants.
A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.
A brick building with a large arched entrance, a metal gate, and a wooden door.

19. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
$114 nightly
$132 total
Oct 27 - Oct 28
Total with taxes and fees
Castello di Leonina Relais
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.
An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.
A poolside area with lounge chairs and a swimming pool.

20. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Roberto
$73 nightly
$82 total
Nov 2 - Nov 3
Total with taxes and fees
Casale La Gora
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Top Cennina Hotel Reviews

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 1 day ago
Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

8/10 Good
"Concierge desk - Francesca - was off the charts! Was hoping for more modernized room with better views"
Christopher 4-night trip
Posted 2 days ago
Borgo Scopeto Wine & Country Relais
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"We spent four nights in Siena as a base for other tuscan adventures. Loved the authenticity of the piazza. The staff are exceptional and very attentive. The contential breakfast is well appointed and available coffee choices excellent. Don't miss sunset in the back garden bellicimo."
Kevin 4-night trip
Posted 2 days ago
Palazzo Ravizza
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 3 days 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 3 days ago
Fattoria di Vegi
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 5 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 5 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 6 days ago
Il Chiostro del Carmine
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 9 days ago
Hotel Minerva

More cheap stays in Cennina

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$58 nightly
$67 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$77 nightly
$88 total
Nov 4 - Nov 5
Total with taxes and fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$80 nightly
$91 total
Nov 7 - Nov 8
Total with taxes and fees
7.8/10 Good! (447 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$95 nightly
$108 total
Nov 3 - Nov 4
Total with taxes and fees
8.8/10 Excellent! (110 reviews)
Albergo Centrale
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
$135 nightly
$153 total
Oct 8 - Oct 9
Total with taxes and fees
Porta Pispini Residence
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$152 nightly
$172 total
Oct 20 - Oct 21
Total with taxes and fees
Castello di Bossi

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 $67 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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