Top 10 Hotels in Pianella (from $64) 2026 - Competitive Prices

A lush green landscape with a swimming pool, a tall tree, and a stone building.

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Our top choices for Pianella 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 aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

1. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

$98 nightly

$117 total

Oct 19 - Oct 20

Total with taxes and fees

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

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

2. Agriturismo San Sano

Gaiole in Chianti

Glen

$66 nightly

$78 total

Oct 21 - Oct 22

Total with taxes and fees

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 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.

3. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

$144 nightly

$167 total

Oct 29 - Oct 30

Total with taxes and fees

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.

4. Precise House Montaperti Siena

Asciano

Dieter

$98 nightly

$115 total

Oct 23 - Oct 24

Total with taxes and fees

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

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.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

5. Hotel Casafrassi

Castellina in Chianti

Rita

$61 nightly

$74 total

Sep 30 - Oct 1

Total with taxes and fees

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

A modern living room with a glass coffee table, white sofas, and decorative plants.

A hotel entrance with a sign reading "HOTEL EXPO".

6. Hotel Executive

Scacciapensieri

Susan

$74 nightly

$87 total

Oct 25 - Oct 26

Total with taxes and fees

A courtyard with a lemon tree, potted plants, and a building with arched windows.

A swimming pool surrounded by lush greenery and a stone pathway.

A large, historic building with a covered patio and a well-maintained garden.

A room with a large window offering a view of a landscaped garden with trees and a pathway.

7. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

$160 nightly

$182 total

Oct 22 - Oct 23

Total with taxes and fees

A table set for dining with a scenic view of rolling hills and distant mountains.

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

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.

8. Castello di Leonina Relais

Asciano

Meghan

$121 nightly

$140 total

Oct 15 - Oct 16

Total with taxes and fees

A table set for breakfast with a scenic view of hills and a cloudy sky.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

9. Palazzo di Valli

Siena

Payton

$154 nightly

$175 total

Oct 21 - Oct 22

Total with taxes and fees

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

10. Four Points by Sheraton Siena

Scacciapensieri

Ralph

$148 nightly

$168 total

Oct 25 - Oct 26

Total with taxes and fees

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

A bar area with a white countertop, clear chairs, and shelves of liquor bottles.

A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

11. Hotel Italia

Camollia

Shaji

$104 nightly

$120 total

Oct 26 - Oct 27

Total with taxes and fees

A pathway lined with trees and a large pot in the center.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

A breakfast buffet with pastries and a coffee machine.

12. Villa Montarioso

Montarioso

Michael

$81 nightly

$95 total

Oct 12 - Oct 13

Total with taxes and fees

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

A table set for breakfast with various dishes, drinks, and a newspaper.

A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

13. Hotel Le Fontanelle

Castelnuovo Berardenga

Cristina

$462 nightly

$520 total

Oct 11 - Oct 12

Total with taxes and fees

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

14. Hotel Chiusarelli

Siena City Centre

Scott

$128 nightly

$146 total

Oct 28 - Oct 29

Total with taxes and fees

A modern hotel lobby with glass-top tables, a magazine, and a small plant.

A conference room with rows of chairs, a projector, a whiteboard, and a podium.

A modern waiting area with white chairs, glass tables, and a reception desk.

A hotel room with a bed, bedside tables, a desk with a chair, a television, and a window with curtains.

15. Best Western Hotel San Marco

Siena

C.K.

$102 nightly

$118 total

Oct 4 - Oct 5

Total with taxes and fees

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.

16. Sangallo Park Hotel

Vico Alto

Linda

$99 nightly

$115 total

Oct 25 - Oct 26

Total with taxes and fees

A bathroom with a window view of a historic building and a tiled roof.

A bedroom with a large bed, a mirror, and a painting on the wall.

A modern living room with a sofa, a wooden dining table with chairs, a glass door leading outside, and a wall with floral artwork.

An outdoor patio with tables and chairs, surrounded by planters and umbrellas.

17. Siena Vip

Siena City Centre

Luis

$108 nightly

$124 total

Oct 21 - Oct 22

Total with taxes and fees

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

A brick building with three windows, a round blue window, and a sign on the wall.

18. Borgo Grondaie

Siena

Simon

$99 nightly

$115 total

Oct 29 - Oct 30

Total with taxes and fees

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A rustic stone building with a garden in front.

A poolside area with lounge chairs and a view of the night sky.

19. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

$124 nightly

$143 total

Oct 15 - Oct 16

Total with taxes and fees

An outdoor dining area with wicker chairs, a table set with a bowl of chips, a wine glass, and a menu.

A hotel room with a bed, two chairs, a window with a view of a cityscape, and a radiator.

A building with a red and white facade, a balcony with a blue flag, and a red awning over the entrance.

A building with a pink awning and a garden with red and white flowers.

20. Villa Elda Boutique Hotel

San Prospero

Brian

$124 nightly

$142 total

Oct 17 - Oct 18

Total with taxes and fees

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Head to Siena Circuit and Castle of Brolio—just two of the sights around Pianella.

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Top Pianella Hotel Reviews

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."

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."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

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."

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."

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."

La Certosa di Pontignano

10/10 Excellent

"Everything about this property is wonderful from the lodging to the staff!"

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!!"

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."

More cheap stays in Pianella

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)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

$113 nightly

$130 total

Oct 29 - Oct 30

Total with taxes and fees

7.8/10 Good! (442 reviews)

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)

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)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

$154 nightly

$175 total

Oct 20 - Oct 21

Total with taxes and fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

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Frequently asked questions

What is the best area to stay in Pianella?

The best area to stay in Pianella is directly within the village itself, or in one of the surrounding agriturismos (farm stays) located in the Chianti Classico hills.For couples seeking a romantic and relaxing getaway, staying within the charming village of Pianella offers a delightful experience. You'll find a selection of quaint accommodations, often with views of the rolling vineyards. The village provides easy access to local eateries and is a peaceful base for exploring the Chianti region's wineries and historic towns.Travelers looking for a tranquil escape and an authentic Tuscan experience will appreciate the agriturismos located just outside Pianella. These properties typically offer spacious rooms or apartments, often with swimming pools and opportunities to enjoy the rural landscape.

When is the best time to go to Pianella?

The best time to visit Pianella is during the spring (April to early June) and autumn (September to October) when the weather is pleasant for exploring the Tuscan countryside.Spring offers mild temperatures, blooming wildflowers, and fewer crowds than the peak summer months. It's an ideal time for couples or solo travelers who enjoy outdoor activities like hiking or cycling through the vineyards and olive groves, and for visiting local wineries without the rush.Autumn provides comfortable temperatures, the rich colors of the changing foliage, and the excitement of the grape harvest season. This period is superb for those who appreciate culinary experiences, as many local festivals celebrate wine and olive oil.

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 Pianella.

How much is the nightly rate at a Pianella hotel?

Prices for hotels in Pianella 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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Find hotels in Pianella from $64

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Pianella

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pianella hotels

1. La Certosa di Pontignano

2. Agriturismo San Sano

3. Castello di Tornano Wine Resort

4. Precise House Montaperti Siena

5. Hotel Casafrassi

6. Hotel Executive

7. Villa Scacciapensieri Boutique Hotel

8. Castello di Leonina Relais

9. Palazzo di Valli

10. Four Points by Sheraton Siena

11. Hotel Italia

12. Villa Montarioso

13. Hotel Le Fontanelle

14. Hotel Chiusarelli

15. Best Western Hotel San Marco

16. Sangallo Park Hotel

17. Siena Vip

18. Borgo Grondaie

19. Belvedere di San Leonino

20. Villa Elda Boutique Hotel

Learn more about Pianella

Top Pianella Hotel Reviews

Fattoria di Vegi

Hotel Minerva

Borgo Scopeto Wine & Country Relais

Hu Norcenni Girasole Village

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

La Certosa di Pontignano

Hotel Athena

Villa Ermellina Siena, a Tribute Portfolio Hotel

More cheap stays in Pianella

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

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