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Sep 29 - Sep 30
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Sep 30 - Oct 1
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Oct 2 - Oct 4
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Our top choices for Cennina hotels

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 aerial view of a villa surrounded by lush greenery and rolling hills.
A poolside area with a swimming pool, lounge chairs, and a grassy lawn.

1. Il Verreno

Il Verreno
Ambra
Canada
Minna
$223 nightly
$250 total
Oct 12 - Oct 13
Total with taxes and fees
Il Verreno
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
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.
An indoor dining area with tables set for two, large windows, and potted plants.

2. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
$213 nightly
$234 total
Oct 15 - Oct 16
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 stone building with a tower, surrounded by people dining at tables with candles.
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
Austin
$144 nightly
$167 total
Oct 29 - Oct 30
Total with taxes and fees
Castello di Tornano Wine Resort
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 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.

4. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
$70 nightly
$77 total
Oct 1 - Oct 2
Total with taxes and fees
Fondaco del Moro
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.

5. 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 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.

6. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
$117 nightly
$129 total
Oct 24 - Oct 25
Total with taxes and fees
Hotel Valdarno
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A stone building with a window and a light fixture.

7. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
$67 nightly
$78 total
Oct 18 - Oct 19
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 bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.
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.

8. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
$109 nightly
$120 total
Oct 5 - Oct 6
Total with taxes and fees
Delta Hotel
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 hotel lobby with a reception desk, seating areas, and a dining area.
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 6 - Oct 7
Total with taxes and fees
Hotel Michelangelo
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
$158 nightly
$179 total
Oct 29 - Oct 30
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 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
$273 nightly
$307 total
Oct 6 - Oct 7
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels
A stone building with outdoor seating and a pool in the background.
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.
A dining table set with various foods, including meats, cheeses, and fruits.

12. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
$106 nightly
$116 total
Oct 4 - Oct 5
Total with taxes and fees
B&B Country House Poggio del Drago
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 glass table with a sandwich and a drink, a yellow sofa, and a fireplace with flames.
A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.

13. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
$123 nightly
$139 total
Oct 1 - Oct 2
Total with taxes and fees
Moody smart & comfy Hotel
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.

14. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
$106 nightly
$122 total
Oct 5 - Oct 6
Total with taxes and fees
Hotel Il Viandante
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
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.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

15. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Samantha
$85 nightly
$103 total
Oct 25 - Oct 26
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A stone building with a garden, tall trees, and a clear blue sky.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

16. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
$336 nightly
$380 total
Oct 30 - Oct 31
Total with taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

17. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
$292 nightly
$331 total
Oct 27 - Oct 28
Total with taxes and fees
Dievole Wine Resort
A historic stone building with multiple windows and a courtyard.
A pool area with lounge chairs and a service person attending to a guest.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.
A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

18. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
$645 nightly
$721 total
Oct 25 - Oct 26
Total with taxes and fees
Borgo San Felice Resort
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 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 hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

19. 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 dining area with tables set for meals, chairs, and a window with a view.
A bathroom with a white sink, a mirror with a circular frame, and a shelf with toiletries.
A bedroom with a bed, bedside tables, a wall-mounted shelf, and a door.
A bed with a plaid bedspread, a metal headboard, and two wall-mounted lamps.

20. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
$81 nightly
$90 total
Oct 9 - Oct 10
Total with taxes and fees
Boutique Hotel Fox's Inn
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Top Cennina Hotel Reviews

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"10/10 - we loved every bit of our stay at Fattoria di Vegi. The hotel is beautiful with great views across the Tuscan hills, an amazing pool, the rooms and decor are wonderful and we also loved the food at the restaurant. We would highly recommend this hotel to anybody visiting the area and will definitely be coming back."
Matthew 1-night trip
Posted 20 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 23 hours ago
Hotel Minerva
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

8/10 Good
"Staff are nice!"
GUANGMIN 2-night trip
Posted 1 day 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 2 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 3 days ago
Hotel Chiusarelli
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Everything about this property is wonderful from the lodging to the staff!"
Leslie 2-night trip
Posted 3 days ago
La Certosa di Pontignano
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 4 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 4 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
$53 nightly
$64 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
$112 nightly
$129 total
Sep 30 - Oct 1
Total with taxes and fees
7.8/10 Good! (442 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$144 nightly
$164 total
Oct 29 - Oct 30
Total with taxes and fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$151 nightly
$172 total
Sep 30 - Oct 1
Total with taxes and fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
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
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 $64 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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