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Check availability on Montegrossi 5 Star Hotels

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Montegrossi 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 hallway with high ceilings, ornate columns, and a central chandelier. There are seating areas with tables and chairs, and a large potted plant in the middle.
A grand entrance with a revolving door, potted plants, and a classic stone facade.

1. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
13.423.409 ₫
15.061.064 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Grand Hotel Continental Siena – Starhotels Collezione
A historic stone building with multiple windows and a courtyard.
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.
A stone building with outdoor seating and a garden with roses.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

2. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
18.792.772 ₫
20.967.364 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Borgo San Felice Resort
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 tables and chairs, a chef preparing food, and a scenic view in the background.
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.

3. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
20.693.795 ₫
22.999.427 ₫ total
includes taxes & fees
30 Oct - 31 Oct
COMO Castello Del Nero
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A modern living room with a white sofa, armchairs, and a coffee table.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
A reception area with a wooden ceiling, a reception desk, and seating.

4. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
7.087.560 ₫
7.973.505 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Chapter Chianti, a Member of Design Hotels
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
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.
A stone building with a garden, tall trees, and a clear blue sky.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
8.698.208 ₫
9.863.226 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A large building with multiple rooms, surrounded by a field of lavender.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
An arched brick corridor leading to a dining area with tables set for a meal.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

6. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
Canada
GUANGMIN
13.919.158 ₫
15.606.389 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Borgo Scopeto Wine & Country Relais
A hotel room with a large bed, a vanity with a mirror, and a green archway.
An arched hallway with a marble reception desk, potted plants, and a staircase in the background.
A dining area with round tables, chairs, chandeliers, and large windows with curtains.
A covered outdoor seating area with a pool in the background.

7. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
10.148.097 ₫
11.458.222 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Hotel Certosa Di Maggiano
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 bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

8. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
9.471.342 ₫
10.654.669 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Pieve Aldina - Relais & Châteaux
A swimming pool with lounge chairs and a person in a patterned dress.
A person performing a yoga pose in a grassy area with a historic building in the background.
A stone staircase with candles and a sign reading "CANTINA".
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.

9. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
16.236.955 ₫
18.155.966 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Castel Monastero - The Leading Hotels of the World
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

10. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
13.627.444 ₫
15.226.440 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Borgo Vescine
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
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 pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

11. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
14.458.622 ₫
16.199.799 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Hotel Le Fontanelle
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.
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.

12. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
18.826.330 ₫
21.004.278 ₫ total
includes taxes & fees
20 Oct - 21 Oct
The Club House
A stone villa with a swimming pool, outdoor seating, and a scenic sunset view.
A cozy living room with a fireplace, a clock, and a sofa.
An arched stone corridor leading to a room with a billiards table, a lamp, and a view of the outdoors.
A large, historic building with multiple wings and a courtyard.

13. 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 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.
A cozy living area with wicker sofas, a coffee table, and a brick wall.

14. Agriturismo San Fabiano

Agriturismo San Fabiano
Monteroni d'Arbia
United States
James
Agriturismo San Fabiano
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Explore similar 4-star hotels

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

Hotel Executive

Via Nazareno Orlandi 32 Siena SI
2.641.593 ₫
3.053.557 ₫ total
25 Oct - 26 Oct
includes taxes & fees
Hotel Executive
NH Siena

NH Siena

Piazza La Lizza 1 Siena SI
3.302.158 ₫
3.780.031 ₫ total
27 Oct - 28 Oct
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
NH Siena
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
4.537.112 ₫
5.138.480 ₫ total
30 Oct - 31 Oct
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Hotel Athena
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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.

Top Montegrossi Hotel Reviews

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

8/10 Good
"Staff are nice!"
GUANGMIN 2-night trip
Posted 2 days ago
Borgo Scopeto Wine & Country Relais
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
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 3 weeks ago
COMO Castello Del Nero

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