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Sep 30 - Oct 1
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Oct 1 - Oct 2
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Oct 2 - Oct 4
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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.
A historic stone building with a large arched window and a small balcony.
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
$143 nightly
$166 total
Oct 29 - Oct 30
Total with taxes and fees
Castello di Tornano Wine Resort
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 hotel room with a bed, a TV, a desk, and a mirror.
A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.

2. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
$109 nightly
$120 total
Oct 1 - Oct 2
Total with taxes and fees
Delta Hotel
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 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.

3. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
$115 nightly
$126 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 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.
A poolside area with a swimming pool, lounge chairs, and a grassy lawn.

4. Il Verreno

Il Verreno
Ambra
Canada
Minna
$223 nightly
$250 total
Oct 13 - Oct 14
Total with taxes and fees
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 narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.
A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

5. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
$70 nightly
$77 total
Oct 5 - Oct 6
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 pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a window and a light fixture.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

6. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
$68 nightly
$80 total
Oct 21 - Oct 22
Total with taxes and fees
Agriturismo San Sano
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.
An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.
An indoor dining area with tables set for two, large windows, and potted plants.

7. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
$205 nightly
$225 total
Oct 1 - Oct 2
Total with taxes and fees
Villa Sassolini Country Boutique Hotel
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.

8. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
United States
Deanna
$139 nightly
$158 total
Oct 4 - Oct 5
Total with taxes and fees
Villa Curina Resort
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A reception area with a wooden ceiling, a reception desk, and seating.
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.

9. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
$272 nightly
$306 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 gym with cardio machines, weightlifting equipment, and dumbbells.
A hotel hallway with a polished floor, wooden doors, and a green exit sign.
A hotel with a sign reading "Michelangelo HOTEL".

10. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
$101 nightly
$115 total
Oct 6 - Oct 7
Total with taxes and fees
Hotel Michelangelo
A buffet with various food items and utensils.
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".
A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.

11. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
$105 nightly
$122 total
Oct 20 - Oct 21
Total with taxes and fees
Hotel Il Viandante
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.

12. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
$98 nightly
$117 total
Oct 19 - Oct 20
Total with taxes and fees
La Certosa di Pontignano
A stone building with outdoor seating and a pool in the background.
A dining table set with various foods, including meats, cheeses, and fruits.
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.

13. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
$99 nightly
$109 total
Oct 4 - Oct 5
Total with taxes and fees
B&B Country House Poggio del Drago
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
A rooftop terrace with outdoor seating, a pergola, and a view of hills.
A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.
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.

14. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
$73 nightly
$87 total
Oct 5 - Oct 6
Total with taxes and fees
Il Gentiluomo Hotel & SPA
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.
An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.
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.

15. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Roberto
$106 nightly
$119 total
Oct 28 - Oct 29
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.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

16. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Samantha
$94 nightly
$113 total
Oct 21 - Oct 22
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 building with a balcony, potted plants, and a view of distant hills.
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.

17. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
Canada
Heather
$397 nightly
$442 total
Oct 5 - Oct 6
Total with taxes and fees
Podere L'Aquila
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
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.

18. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Rita
$61 nightly
$74 total
Oct 4 - Oct 5
Total with taxes and fees
Hotel Casafrassi
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 hotel gym with stationary bikes, a treadmill, and dumbbells.
A modern hotel room with a dining area, seating, and a flat-screen TV.

19. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
Italy
Marco
$63 nightly
$77 total
Oct 19 - Oct 20
Total with taxes and fees
B&B Hotel Arezzo
A terrace with multiple sun loungers and a scenic view of green fields and hills.
An indoor swimming pool with lounge chairs and a view of the countryside.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.
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
$98 nightly
$114 total
Oct 23 - Oct 24
Total with taxes and fees
Precise House Montaperti Siena
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Top Cennina Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 22 hours ago
Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 1 day 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 3 days ago
Hotel Minerva
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

8/10 Good
"Staff are nice!"
GUANGMIN 2-night trip
Posted 3 days ago
Borgo Scopeto Wine & Country Relais
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 3 days ago
Hu Norcenni Girasole Village
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."
Reid 2-night trip
Posted 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."
Scott 2-night trip
Posted 5 days ago
Hotel Chiusarelli
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 5 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"Amazing"
Glen 2-night trip
Posted 7 days ago
Castello di Leonina Relais

More cheap stays in Cennina

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$58 nightly
$69 total
Oct 29 - Oct 30
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
$124 nightly
$142 total
Oct 1 - Oct 2
Total with taxes and fees
7.8/10 Good! (442 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$146 nightly
$166 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$154 nightly
$174 total
Oct 20 - Oct 21
Total with taxes and fees
Castello di Bossi
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$155 nightly
$176 total
Oct 24 - Oct 25
Total with taxes and fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
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 $69 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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