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Our top choices for Cennina hotels

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 stone building with a wooden door, outdoor seating, and a pergola with vines.

1. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
$66 nightly
$78 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.
An indoor dining area with tables set for two, large windows, and potted plants.
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.

2. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
$212 nightly
$234 total
Oct 6 - Oct 7
Total with taxes and fees
Villa Sassolini Country Boutique Hotel
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A stone archway leading to a window with a view of tall trees and a distant landscape.
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.

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
$143 nightly
$167 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 hotel room with a bed, a TV, a desk, and a mirror.
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.

4. 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 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.

5. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
$115 nightly
$127 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 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.

6. Il Verreno

Il Verreno
Ambra
Canada
Minna
$223 nightly
$250 total
Oct 12 - Oct 13
Total with taxes and fees
Il Verreno
A stone building with multiple windows and a central entrance.
A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.
A terrace with a sofa and cushions, overlooking a cityscape and mountains.
A dining area with a table set for two, white chairs, and a stone-patterned floor.

7. 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 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 reception area with a wooden ceiling, a reception desk, and seating.

8. 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 with a sign reading "Michelangelo HOTEL".
A hotel hallway with a polished floor, wooden doors, and a green exit sign.

9. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
$101 nightly
$115 total
Oct 7 - Oct 8
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.

10. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
$106 nightly
$122 total
Oct 11 - Oct 12
Total with taxes and fees
Hotel Il Viandante
A person pouring a liquid from a bottle into a glass.
A modern building with a glass facade, a car parked in front, and a well-lit entrance area.
A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.
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.

11. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
$122 nightly
$138 total
Oct 14 - Oct 15
Total with taxes and fees
Moody smart & comfy Hotel
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 bedroom with two beds, a chandelier, a leopard-print chair, and a small table with a vase.
A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.

12. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
$95 nightly
$105 total
Oct 1 - Oct 2
Total with taxes and fees
B&B Country House Poggio del Drago
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 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.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

13. 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 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.

14. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
$74 nightly
$88 total
Oct 5 - Oct 6
Total with taxes and fees
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.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

15. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Samantha
$85 nightly
$103 total
Oct 26 - Oct 27
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel
A dining area with tables set for meals, chairs, and a window with a view.
A bed with a plaid bedspread, a metal headboard, and two wall-mounted lamps.
A bedroom with a bed, bedside tables, a wall-mounted shelf, and a door.
A bathroom with a white sink, a mirror with a circular frame, and a shelf with toiletries.

16. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
$79 nightly
$87 total
Oct 8 - Oct 9
Total with taxes and fees
Boutique Hotel Fox's Inn
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 building with arched windows, a courtyard with a pond, and a metal fence.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.

17. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Rita
$61 nightly
$74 total
Oct 1 - Oct 2
Total with taxes and fees
Hotel Casafrassi
A modern interior with a piano, dining area, and a large decorative animal statue.
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.
A hotel room with a large bed, two bedside tables, a desk, a chair, and a window with curtains.

18. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
Italy
Marco
$68 nightly
$81 total
Oct 11 - Oct 12
Total with taxes and fees
B&B Hotel Arezzo
A terrace with multiple sun loungers and a scenic view of green fields and hills.
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.
A spa room with a reception desk, a massage chair, and a window with blinds.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

19. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
$98 nightly
$115 total
Oct 23 - Oct 24
Total with taxes and fees
Precise House Montaperti Siena
A historic stone building with multiple windows and a courtyard.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.
A pool area with lounge chairs and a service person attending to a guest.
A stone building with outdoor seating and a garden with roses.

20. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
$651 nightly
$728 total
Oct 25 - Oct 26
Total with taxes and fees
Borgo San Felice Resort
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Top Cennina Hotel Reviews

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 11 hours ago
La Certosa di Pontignano
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"We had a lovely night stay at this villa in September. It is a 900 year-old hunting lodge that has been converted to spacious rooms many with balconies. The views are incredible, the rooms have been renovated with character fixtures, but includes excellent air-conditioning. The view from the pool was out of a storybook. Staff was attentive and very nice to deal with. The grounds have endless opportunities for photos at every turn. Try to explore the grounds a little - including the painters studio with is exquisite. It has only been open four months so there are a few bugs but overall, the stay was excellent. The one area they need to improve however is the food. The selections are pretty limited and the quality was not to the standard of the property. My recommendation is have the breakfast on site and lunch by the pool, but try the surrounding towns for dinner. Castellini in Chianti is a small town 15 minutes away with great choices. One Belvedere and their sister property Locanda are both within 2 kms and have high end dining. Overall I highly recommend this villa for a unique Tuscan experience."
Peter 2-night trip
Posted 16 hours ago
Fattoria di Vegi
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 2 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 2 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 2 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 4 days ago
Hotel Chiusarelli
Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"
Lynne 3-night trip
Posted 5 days ago
Hotel Athena
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

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
$167 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
$175 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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