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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 building with a tower, surrounded by people dining at tables with candles.

1. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
$142 nightly
$165 total
Oct 26 - Oct 27
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 long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.
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.

3. Il Verreno

Il Verreno
Ambra
Canada
Minna
$221 nightly
$247 total
Oct 13 - Oct 14
Total with taxes and fees
Il Verreno
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.

4. 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.
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.

5. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
$203 nightly
$224 total
Oct 5 - Oct 6
Total with taxes and fees
Villa Sassolini Country Boutique Hotel
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 bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.
A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.

6. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
$108 nightly
$119 total
Oct 5 - Oct 6
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 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.
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
$73 nightly
$87 total
Oct 12 - Oct 13
Total with taxes and fees
Il Gentiluomo Hotel & SPA
A stone building with multiple windows and a central entrance.
A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.
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.

8. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
$69 nightly
$76 total
Oct 5 - Oct 6
Total with taxes and fees
Fondaco del Moro
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 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.

9. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
$104 nightly
$120 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Il Viandante
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 lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.
A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.

10. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
United States
Deanna
$110 nightly
$125 total
Oct 31 - Nov 1
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.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.
A modern living room with a white sofa, armchairs, and a coffee table.

11. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
$270 nightly
$304 total
Oct 6 - Oct 7
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels
A person pouring a liquid from a bottle into a glass.
A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.
A modern building with a glass facade, a car parked in front, and a well-lit entrance area.
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.

12. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
$121 nightly
$137 total
Oct 13 - Oct 14
Total with taxes and fees
Moody smart & comfy Hotel
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 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.

13. 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 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.

14. 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.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
An interior corridor with arches, columns, and a brick wall.

15. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
$87 nightly
$105 total
Nov 2 - Nov 3
Total with taxes and fees
La Certosa di Pontignano
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
$75 nightly
$85 total
Nov 1 - Nov 2
Total with taxes and fees
Casale La Gora
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 stone-walled room with a sofa, a coat rack, and a window with curtains.
A stone building with a balcony, potted plants, and a view of distant hills.

17. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
Canada
Heather
$394 nightly
$438 total
Oct 7 - Oct 8
Total with taxes and fees
Podere L'Aquila
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.

18. 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 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 gym with stationary bikes, a treadmill, and dumbbells.

19. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
Italy
Marco
$67 nightly
$80 total
Oct 16 - Oct 17
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
$83 nightly
$98 total
Nov 1 - Nov 2
Total with taxes and fees
Precise House Montaperti Siena
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Top Cennina Hotel Reviews

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 less than an hour ago
Castello di Spaltenna- Small Luxury Hotels of the World
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 1 day ago
Borgo Scopeto Wine & Country Relais
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."
Elizabeth 1-night trip
Posted 2 days ago
Fattoria di Vegi
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 3 days ago
Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 3 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 4 days ago
Hotel Minerva
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 5 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 5 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 7 days ago
Hotel Chiusarelli

More cheap stays in Cennina

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$54 nightly
$62 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
$96 nightly
$109 total
Nov 2 - Nov 3
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
$102 nightly
$115 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (445 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$124 nightly
$140 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (108 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 $62 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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