A hilltop town with historic buildings, lush green fields, and a clear blue sky.

Compare and book 5 Star hotels in Sinalunga, Tuscany

  • 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 Sinalunga 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 Sinalunga 5-star hotels

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A hallway with a checkered floor, arched windows, and a chandelier.
A large estate with a swimming pool, surrounded by lush greenery and hills.

1. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United Kingdom
Rushab
16.663.443 ₫
18.566.157 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Villa di Piazzano - Small Luxury Hotel of the World
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 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.

2. 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 stone building with a pool overlooking a mountainous landscape.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

3. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
18.817.471 ₫
20.994.533 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Castello di Velona Resort Thermal SPA & Winery
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A spacious dining area with high ceilings and ornate ceiling decorations, featuring multiple tables set for dining.

4. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Mark
15.409.873 ₫
17.128.049 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Precise Tale Poggio Alla Sala
A historic stone building with multiple windows and a courtyard.
A stone building with outdoor seating and a garden with roses.
A pool area with lounge chairs and a service person attending to a guest.
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.

5. 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 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.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

6. 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
7 Oct - 8 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.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
A stone building with a garden, tall trees, and a clear blue sky.
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.

7. 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 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 open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

8. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United Kingdom
Abdel
48.324.163 ₫
53.452.012 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Castiglion del Bosco, A Rosewood Hotel
A large building with multiple rooms, surrounded by a field of lavender.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

9. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
Canada
GUANGMIN
13.919.158 ₫
15.606.389 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Borgo Scopeto Wine & Country Relais
A terrace with sun loungers, stone walls, and potted plants.
A pool area with lounge chairs, a hot tub, and a view of mountains.
A narrow hallway with a stone wall and a clock.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

10. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United Kingdom
Alexander
6.497.294 ₫
7.383.275 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
A hotel room with a large bed, a vanity with a mirror, and a green archway.
A covered outdoor seating area with a pool in the background.
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.

11. 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 gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A person in a swimming pool with a view of trees and mountains through a window.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

12. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
10.546.772 ₫
11.837.701 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Il Falconiere - Relais e Chateaux
A swimming pool with lounge chairs and a person in a patterned dress.
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.
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.

13. 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 pool with a tree in the center, surrounded by a deck and a view of hills in the background.
Reception
A table set for dining with a scenic view of hills in the background.
Spa

14. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
United States
Anna
11.880.522 ₫
13.216.231 ₫ total
includes taxes & fees
25 Oct - 26 Oct
La Posta Hotel & Thermal Spa
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 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.

15. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
14.458.622 ₫
16.199.799 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Hotel Le Fontanelle
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A balcony with a view of a green landscape and a body of water.

16. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
United States
María
4.172.788 ₫
4.678.661 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Borgo Sant'Ambrogio Resort
A couple in a hot spring with a large rock formation in the background.
A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.
A person in a white robe standing in a bamboo garden.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

17. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
United Kingdom
Abdel
22.022.095 ₫
24.371.962 ₫ total
includes taxes & fees
19 Oct - 20 Oct
ADLER Thermae
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.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

18. 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 grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A long banquet table with gold candelabras, white flowers, and gold tableware.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
A historic stone building with arched doorways and a courtyard at twilight.

19. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
United Kingdom
Frithjof
9.156.689 ₫
10.308.609 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Relais La Corte dei Papi
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.

20. Podere Cavalbianco

Podere Cavalbianco
Monte San Savino
United States
Edith
Podere Cavalbianco
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 Sinalunga.
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
Still don't see what you're looking for?
See all properties in Sinalunga.
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 Sinalunga

This medieval hilltop town offers authentic Tuscan charm with its historic piazza and Renaissance-era Collegiate Church of San Martino. Enjoy local wines at family-run vineyards, then explore nearby Val d'Orcia's rolling landscapes or visit the thermal baths in Chianciano Terme.

See all hotels in Sinalunga
A historic town with a prominent church tower on a hill, surrounded by lush greenery and traditional buildings.

Top Sinalunga Hotel Reviews

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
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 3 days ago
Castello di Velona Resort Thermal SPA & Winery
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Great location, nice vineyards right out the door, lots of great restaurants nearby."
Lisa 2-night trip
Posted 4 days ago
Precise Tale Poggio Alla Sala
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 2 weeks ago
Castiglion del Bosco, A Rosewood Hotel

Explore a world of travel with Expedia