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

Compare and book 5 Star hotels in Pianella, Castelnuovo Berardenga

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pianella 5 Star Hotels

Tonight
6 Sep - 7 Sep
Tomorrow
7 Sep - 8 Sep
Next weekend
11 Sep - 13 Sep
In two weeks
18 Sep - 20 Sep

Our top choices for Pianella 5-star hotels

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.
A grand entrance with a revolving door, potted plants, and a classic stone facade.
A spacious lobby with a high ceiling, ornate columns, and a central chandelier. There are multiple seating areas with chairs and tables, and a large potted plant in the center.

1. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
16.246.648 ₫
18.174.217 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Grand Hotel Continental Siena – Starhotels Collezione
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 stone building with outdoor seating and a garden with roses.

2. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
19.716.271 ₫
21.990.802 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Borgo San Felice Resort
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

3. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Talib
68.153.310 ₫
75.271.545 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Castiglion del Bosco, A Rosewood Hotel
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
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.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
10.408.869 ₫
11.752.660 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.
An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.

5. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Vicente
24.237.795 ₫
26.903.898 ₫ total
includes taxes & fees
6 Oct - 7 Oct
COMO Castello Del Nero
A large building with multiple rooms, surrounded by a field of lavender.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

6. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Hannah
16.145.879 ₫
18.063.371 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Borgo Scopeto Wine & Country Relais
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A bar area with a high ceiling, wooden beams, and a bar counter with stools.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
A modern living room with a white sofa, armchairs, and a coffee table.

7. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
7.269.686 ₫
8.178.397 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Chapter Chianti, a Member of Design Hotels
A stone building with arched windows, a grassy courtyard, and outdoor seating.
An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.
A person relaxing in a clear pool surrounded by natural scenery.

8. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United Kingdom
Anthony
9.714.945 ₫
10.928.762 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Pieve Aldina - Relais & Châteaux
A bed with white bedding and a decorative headboard with a floral pattern.
A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.
A dining area with a wooden table set for four, surrounded by bamboo chairs.
An aerial view of a historic building with a central tower, surrounded by lush greenery and a swimming pool.

9. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
11.053.228 ₫
12.461.455 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hotel Certosa Di Maggiano
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 table set for breakfast with various dishes, drinks, and a newspaper.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

10. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
Canada
Briana
14.830.160 ₫
16.616.080 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Hotel Le Fontanelle
A hotel with a pool, outdoor seating, and a mountainous backdrop.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.

11. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
51.493.612 ₫
56.703.554 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Castello di Casole, A Belmond Hotel, Tuscany
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.
A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

12. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
23.791.701 ₫
26.413.194 ₫ total
includes taxes & fees
11 Sept - 12 Sept
Borgo Vescine
A swimming pool with lounge chairs and a person in a patterned dress.
A stone staircase with candles and a sign reading "CANTINA".
An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.

13. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
17.486.900 ₫
19.538.493 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Castel Monastero - The Leading Hotels of the World
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

14. The Club House

The Club House
Castelnuovo Berardenga
United States
Karla
23.429.593 ₫
26.075.457 ₫ total
includes taxes & fees
27 Sept - 28 Sept
The Club House
A stone villa with a swimming pool, outdoor seating, and a scenic sunset view.
A large, historic building with multiple wings and a courtyard.
A cozy living room with a fireplace, a clock, and a sofa.
An open doorway leading to a living room with a sofa, a coffee table, and a lamp.

15. Podere Cavalbianco

Podere Cavalbianco
Monte San Savino
United States
Edith
Podere Cavalbianco
A dining area with a long table set for breakfast, featuring bread, pastries, and fruit.
A cozy living area with wicker sofas, a coffee table, and a brick wall.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone building with multiple windows.
A restaurant with brick arches, wooden tables, and a piano.

16. Agriturismo San Fabiano

Agriturismo San Fabiano
Monteroni d'Arbia
United States
James
Agriturismo San Fabiano
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pianella.
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
7.214.613 ₫
8.087.526 ₫ total
8 Sept - 9 Sept
includes taxes & fees
Hotel Athena
Four Points by Sheraton Siena

Four Points by Sheraton Siena

Via Antonio Lombardi 41 Siena SI
5.179.652 ₫
5.849.069 ₫ total
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (603 reviews)
Four Points by Sheraton Siena
Palazzo Ravizza

Palazzo Ravizza

Pian dei Mantellini 34 Siena SI
7.159.430 ₫
8.026.946 ₫ total
10 Sept - 11 Sept
includes taxes & fees
9.4/10 Exceptional! (854 reviews)
Palazzo Ravizza
Still don't see what you're looking for?
See all properties in Pianella.
You can also use these popular filters to refine your search.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Pianella

Check out Siena Circuit and Castle of Brolio—just a couple of the sights around Pianella.

See all hotels in Pianella
A lush green landscape with a swimming pool, a tall tree, and a stone building.
Photo by Michael Pennick

Top Pianella Hotel Reviews

Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 1 day ago
Borgo San Felice Resort
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Such a beautiful and quiet property. The staff were so friendly and accommodating. The food and drinks were delicious and we enjoyed the spa as well!"
Hannah 3-night trip
Posted 5 days ago
Borgo Scopeto Wine & Country Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Great location, beautiful rooms, wonderful staff!"
Lisa 1-night trip
Posted 9 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 1 month ago
Castello di Spaltenna- Small Luxury Hotels of the World
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 2 months ago
Castiglion del Bosco, A Rosewood Hotel

Explore a world of travel with Expedia