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

Hotels in Pianella

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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 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.

1. La Certosa di Pontignano

Castelnuovo Berardenga

$98

$117 total

includes taxes & fees

Oct 19 - Oct 20

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 window and a light fixture.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

2. Agriturismo San Sano

Gaiole in Chianti

$74

$86 total

includes taxes & fees

Oct 21 - Oct 22

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 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 spacious living area with a wooden coffee table, a large potted plant, and a sofa.

3. Precise House Montaperti Siena

Asciano

$98

$115 total

includes taxes & fees

Oct 23 - Oct 24

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.

4. Castello di Tornano Wine Resort

Gaiole in Chianti

$143

$166 total

includes taxes & fees

Oct 29 - Oct 30

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

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

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

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

5. Palazzo di Valli

Siena

$153

$174 total

includes taxes & fees

Oct 21 - Oct 22

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

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

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

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

6. Hotel Executive

Scacciapensieri

$101

$117 total

includes taxes & fees

Oct 29 - Oct 30

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

A breakfast buffet with pastries and a coffee machine.

A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.

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

7. Villa Montarioso

Montarioso

$81

$94 total

includes taxes & fees

Oct 20 - Oct 21

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

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

A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

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

8. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

$192

$217 total

includes taxes & fees

Oct 19 - Oct 20

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

A courtyard with brick buildings, a column, and potted plants.

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.

9. Castello di Leonina Relais

Asciano

$143

$164 total

includes taxes & fees

Oct 19 - Oct 20

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

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

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

A building with arched windows, a courtyard with a pond, and a metal fence.

10. Hotel Casafrassi

Castellina in Chianti

$61

$74 total

includes taxes & fees

Oct 1 - Oct 2

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

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

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

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

11. Hotel Le Fontanelle

Castelnuovo Berardenga

$555

$622 total

includes taxes & fees

Oct 14 - Oct 15

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

A bathroom with a sink, mirror, and shower.

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

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

12. Sangallo Park Hotel

Vico Alto

$112

$129 total

includes taxes & fees

Oct 25 - Oct 26

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

A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

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."

13. Four Points by Sheraton Siena

Scacciapensieri

$148

$168 total

includes taxes & fees

Oct 27 - Oct 28

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

A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

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.

14. Hotel Italia

Camollia

$104

$120 total

includes taxes & fees

Oct 26 - Oct 27

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

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

A modern building with a sign reading 'HOTEL SAN MARCO.'

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

$102

$118 total

includes taxes & fees

Oct 4 - Oct 5

A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.

A breakfast table with various food items and drinks, including a pitcher of juice, a glass of milk, and a plate of toast.

A hotel room with a bed, a desk, a television, and a view of the city through large windows.

A room with blue chairs facing a window overlooking a cityscape with historic buildings.

16. Hotel Minerva

Siena City Centre

$120

$138 total

includes taxes & fees

Oct 25 - Oct 26

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

A person relaxing in a hot tub with a view of a building and trees in the background.

A rustic stone building with a garden in front.

17. Belvedere di San Leonino

Castellina in Chianti

$123

$142 total

includes taxes & fees

Oct 15 - Oct 16

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.

18. Siena Vip

Siena City Centre

$108

$123 total

includes taxes & fees

Oct 25 - Oct 26

A breakfast setting with a tiered tray of pastries, a teapot, cups, and a vase with a flower.

A hotel entrance with a sign reading 'HOTEL LAVILLA,' a gated entrance, and a pathway leading inside.

A grand staircase with ornate black railings, a black and gold mirror, and a wall adorned with keys.

An outdoor patio with white metal chairs and tables, a large umbrella, and potted plants.

19. La Villa di STR

Siena Historical Center

$155

$176 total

includes taxes & fees

Oct 24 - Oct 25

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

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

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

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.

20. Borgo Grondaie

Siena

$99

$115 total

includes taxes & fees

Oct 29 - Oct 30

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Go beyond your typical stay in Pianella

Learn more about Pianella

The region around Pianella is home to attractions such as Siena Circuit and Castle of Brolio.

See all hotels in Pianella

Check out reviews of Pianella hotels guests love

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

A courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.

A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.

A hotel room with a bed, a desk, a chair, a window with curtains, a lamp, and a view of the landscape.

Palazzo Ravizza

Siena Historical Center

10/10 Exceptional

Anonymous traveler

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

A dining table with a variety of food and drinks, a vase with flowers, and a view of an outdoor patio with chairs and umbrellas.

A room with two yellow sofas, a wooden floor, a large painting, a chandelier, and a patterned rug.

A bathroom with a large bathtub, wooden flooring, and a chandelier.

Relais degli Angeli

Siena City Centre

10/10 Exceptional

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

An outdoor courtyard with a brick wall, potted plants, and a tiled floor.

A table set for breakfast with croissants, a coffee cup, and a glass of juice.

An outdoor seating area with chairs and a table, overlooking a valley with a view of distant hills and a building.

A dining area with a wooden table, floral centerpiece, and a view of the garden through the window.

Hotel Santa Caterina

Siena

10/10 Exceptional

My husband and I stayed at the Santa Caterina for four nights. Normally we like to stay in the center of town, but I booked the Santa Caterina based on its reviews, and I'm so glad I did! The hotel is absolutely charming and it has a beautiful garden with a stunning view of the hills of Tuscany. The front desk staff, especially Lucio, couldn't have done more for us. The breakfast buffet was excellent and in the warmer months, can be eaten in the garden. It's just outside the Porta Romana,...

Ellen

Hotel Italia

Camollia

10/10 Exceptional

Mitch

Castello di Leonina Relais

Asciano

10/10 Exceptional

Jennifer

Best Western Hotel San Marco

Siena

10/10 Exceptional

Adriana

Belvedere di San Leonino

Castellina in Chianti

10/10 Exceptional

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

Siena Vip

Siena City Centre

10/10 Exceptional

Geoffrey

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

A view through a window with a metal frame, featuring a historic building with a dome and a tall tower.

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

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

Villa Elda Boutique Hotel

San Prospero

10/10 Exceptional

We enjoyed our recent stay at Hotel Villa Elda on our recent honeymoon in Tuscany. This small hotel is located a short walk (perhaps 10 minutes) from the historic center of Siena. We found the staff, including Riccardo and Sara, to be very helpful and pleasant during our stay. Riccardo provided excellent recommendations for meals, and Sara gave us easy and accurate directions to the next stop on our trip, as we headed towards the coast and the island of Elba. Thank you again! The hotel is...

Nick

A motorcycle parked in front of a brick building with arched doorways and a street lamp.

A brick building with arched doorways, multiple windows, and a central lantern.

A modern bedroom with a bed, bedside table, and a bench.

A high-ceilinged room with a large window offering a city view.

Torre del Fuggisole

Siena City Centre

10/10 Exceptional

Kristen M

Hotel Executive

Scacciapensieri

10/10 Exceptional

HENGJUN

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

A hallway with wooden flooring, a white door at the end, and a small table with a vase and a statue.

A bedroom with a large bed, a chandelier, a painting, a dining table with chairs, and a view through a window.

A hallway with wooden flooring, a statue on the left, and a 'BAR' sign in the distance.

La Dimora Dei Monaci

Siena City Centre

10/10 Exceptional

we stayed for 4 nights and used Seina as our base for our first visit to Tuscany. The owners were very helpful. They provided maps and information on all the local sights, plus some history of the town. One night we asked them to make dinner reservations and they had to call over 10 places due to a busy night. But they found us a great restaurant for dinner. Another day they provide a detailed schedule for buses to visit one of the towns we were interested in. The B&B is very close to the...

Alan