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

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Check availability on Sinalunga 5 Star Hotels

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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.
A hallway with a checkered floor, arched windows, and a chandelier.
A large estate with a swimming pool, surrounded by lush greenery and hills.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

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

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
lynda
$620 nightly
$691 total
Oct 25 - Oct 26
Total with taxes and fees
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
$330 nightly
$370 total
Nov 9 - Nov 10
Total with taxes and fees
Grand Hotel Continental Siena – Starhotels Collezione
A stone building with a pool overlooking a mountainous landscape.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.
Vineyard
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
$575 nightly
$644 total
Nov 9 - Nov 10
Total with taxes and fees
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 cozy lounge area with a green sofa, a wooden coffee table, wicker chairs, and a view of a lush landscape through an arched doorway.
A spacious dining area with high ceilings and ornate ceiling decorations, featuring multiple tables set for dining.
A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.

4. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Joseph
$614 nightly
$683 total
Oct 11 - Oct 12
Total with taxes and fees
Precise Tale Poggio Alla Sala
A historic stone building with multiple windows and a courtyard.
A pool area with lounge chairs and a service person attending to a guest.
A stone building with outdoor seating and a garden with roses.
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
$636 nightly
$710 total
Oct 11 - Oct 12
Total with taxes and fees
Borgo San Felice Resort
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
A compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.
A modern living room with a white sofa, armchairs, and a coffee table.

6. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United States
Andon
$269 nightly
$302 total
Oct 14 - Oct 15
Total with taxes and fees
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 stone building with a garden, tall trees, and a clear blue sky.
A sunlit patio with a glass roof, stone walls, and outdoor seating.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
Canada
Sonja
$330 nightly
$375 total
Oct 30 - Oct 31
Total with taxes and fees
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.
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.
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 States
Mohammed
$1,679 nightly
$1,858 total
Oct 18 - Oct 19
Total with taxes and fees
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.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
An arched brick corridor leading to a dining area with tables set for a meal.

9. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Scott
$360 nightly
$408 total
Nov 5 - Nov 6
Total with taxes and fees
Borgo Scopeto Wine & Country Relais
A terrace with sun loungers, stone walls, and potted plants.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A pool area with lounge chairs, a hot tub, and a view of mountains.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

10. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
MICHELLE
$244 nightly
$277 total
Oct 25 - Oct 26
Total with taxes and fees
Monastero di Cortona Hotel & Spa
A hotel room with a large bed, a vanity with a mirror, and a green archway.
A dining area with round tables, chairs, chandeliers, and large windows with curtains.
A covered outdoor seating area with a pool in the background.
A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

11. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
$259 nightly
$292 total
Nov 9 - Nov 10
Total with taxes and fees
Hotel Certosa Di Maggiano
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A person standing at the entrance of a building with a stone staircase leading up to a door.
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.

12. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
$360 nightly
$401 total
Nov 8 - Nov 9
Total with taxes and fees
Il Falconiere - Relais e Chateaux
A swimming pool with lounge chairs and a person in a patterned dress.
A stone staircase with candles and a sign reading "CANTINA".
A person performing a yoga pose in a grassy area with a historic building in the background.
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
$463 nightly
$521 total
Nov 9 - Nov 10
Total with taxes and fees
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.
A bar area with green walls, wooden stools, and a bar counter.

14. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
United States
Anna
$367 nightly
$409 total
Nov 2 - Nov 3
Total with taxes and fees
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 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.
A table set for breakfast with various dishes, drinks, and a newspaper.

15. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
$455 nightly
$512 total
Oct 29 - Oct 30
Total with taxes and fees
Hotel Le Fontanelle
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
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
$124 nightly
$140 total
Nov 8 - Nov 9
Total with taxes and fees
Borgo Sant'Ambrogio Resort
A couple in a hot spring with a large rock formation in the background.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.
A person in a white robe standing in a bamboo garden.
A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.

17. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
$836 nightly
$925 total
Oct 21 - Oct 22
Total with taxes and fees
ADLER Thermae
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.
A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

18. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
$307 nightly
$349 total
Nov 8 - Nov 9
Total with taxes and fees
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 historic stone building with arched doorways and a courtyard at twilight.
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

19. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
United Kingdom
Frithjof
$343 nightly
$382 total
Nov 9 - Nov 10
Total with taxes and fees
Relais La Corte dei Papi
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.

20. Podere Cavalbianco

Podere Cavalbianco
Monte San Savino
United States
Edith
Podere Cavalbianco
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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 Sinalunga.
Hotel Executive

Hotel Executive

Via Nazareno Orlandi 32 Siena SI
$65 nightly
$75 total
Nov 1 - Nov 2
Total with taxes and fees
8.4/10 Very Good! (555 reviews)
Hotel Executive
NH Siena

NH Siena

Piazza La Lizza 1 Siena SI
$102 nightly
$115 total
Nov 5 - Nov 6
Total with taxes and fees
NH Siena
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
$119 nightly
$135 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (1,008 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.

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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Great, peaceful place to stay. Gorgeous property with pools and spa. Could use another food option but otherwise excellent."
Brett 3-night trip
Posted 2 days ago
Precise Tale Poggio Alla Sala
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."
JOHN 3-night trip
Posted 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Nice and quiet excellent hospitality"
Mohammed 2-night trip
Posted 3 days ago
Castiglion del Bosco, A Rosewood Hotel
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 7 days ago
Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Sinalunga

Ready for an incredible adventure? Add further enjoyment on your next trip to Sinalunga by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Sinalunga so popular in the last year. There's no reason to delay a getaway to Sinalunga any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Reserve one of our 5-star hotels in Sinalunga and indulge in the finer things in life for a while. You deserve the great vacation you're dreaming about.

5-Star Hotels in Sinalunga

You'll have a fantastic time at one of these 5-star hotels. Highly-rated eateries, concierges, and in-room massages are all at the ready. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. How do you want to relax? A concierge to help you pick out your next adventure? A deep-tissue massage to help your cares fall away? Comfortable beds, lip-smacking main courses, and even space for your family pet in some cases...these hotels will astonish you. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

You won't sleep and order room service the entire time, though. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Sinalunga are waiting for you to rest up after a busy day.

Make Your Escape

The results are in, and Sinalunga 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. Your great getaway is just a mouse-click away. Decide on one of the 5-star hotels in Sinalunga today and decompress in total tranquility tomorrow.

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