A stone castle with battlements overlooking a lush valley with vineyards.

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Check availability on Gaiole in Chianti 5 Star Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Gaiole in Chianti 5-star hotels

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
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.
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
Canada
Steven
₹31,906
₹35,735 total
includes taxes & fees
9 Nov - 10 Nov
Grand Hotel Continental Siena – Starhotels Collezione
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.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A sunlit patio with a glass roof, stone walls, and outdoor seating.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
₹31,326
₹35,522 total
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A hotel room with a large bed, a vanity with a mirror, and a green archway.
An outdoor dining area with tables and chairs, potted plants, and a tiled floor.
A view of a courtyard with a large tree, outdoor seating, and a building in the background.
An arched hallway with a marble reception desk, potted plants, and a staircase in the background.

3. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
₹24,293
₹27,361 total
includes taxes & fees
25 Nov - 26 Nov
Hotel Certosa Di Maggiano
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.
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.

4. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
₹68,744
₹76,469 total
includes taxes & fees
8 Nov - 9 Nov
COMO Castello Del Nero
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A modern living room with a white sofa, armchairs, and a coffee table.
A poolside area with lounge chairs and umbrellas.

5. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
Canada
Michael
₹25,525
₹28,716 total
includes taxes & fees
26 Oct - 27 Oct
Chapter Chianti, a Member of Design Hotels
A hotel with a pool, outdoor seating, and a mountainous backdrop.
A courtyard with a pool, outdoor seating, and a building with a tiled roof.
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.

6. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
₹86,147
₹94,974 total
includes taxes & fees
19 Nov - 20 Nov
Castello di Casole, A Belmond Hotel, Tuscany
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.
An arched brick corridor leading to a dining area with tables set for a meal.

7. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Scott
₹34,860
₹39,410 total
includes taxes & fees
3 Nov - 4 Nov
Borgo Scopeto Wine & Country Relais
An aerial view of a town with a large lake, surrounded by greenery and hills.
An arched entrance leading to a pool area with a decorative emblem on the wall.
A poolside area with lounge chairs and umbrellas, a stone building, and a large orange house with a tiled roof.
A table set for dining with a view of a lake and hills in the background.

8. Villa La Massa

Villa La Massa
Bagno a Ripoli
United Kingdom
Katie
₹64,973
₹72,321 total
includes taxes & fees
27 Oct - 28 Oct
Villa La Massa
A historic stone building with multiple windows and a courtyard.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.
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.

9. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
₹74,719
₹83,254 total
includes taxes & fees
26 Oct - 27 Oct
Borgo San Felice Resort
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.
A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

10. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Danilo
₹11,292
₹13,059 total
includes taxes & fees
30 Oct - 31 Oct
LHP Certaldo Resort
A stone building with a tiled roof, a staircase leading to an entrance, and a garden area with a table and chairs.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.
A person relaxing in a clear pool surrounded by natural scenery.
A stone building with arched windows, a grassy courtyard, and outdoor seating.

11. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
₹32,999
₹37,150 total
includes taxes & fees
1 Nov - 2 Nov
Pieve Aldina - Relais & Châteaux
A swimming pool with lounge chairs and a person in a patterned dress.
A courtyard with outdoor seating, stone buildings, and trees.
An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.
A stone staircase with candles and a sign reading "CANTINA".

12. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
₹48,778
₹54,720 total
includes taxes & fees
24 Nov - 25 Nov
Castel Monastero - The Leading Hotels of the World
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
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.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

13. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
₹55,747
₹62,385 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 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.
A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

14. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
₹33,901
₹38,355 total
includes taxes & fees
1 Nov - 2 Nov
The Club House
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.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
A bedroom with a bed, pillows, a lamp, and a mural of a cityscape on the wall.

15. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
₹40,787
₹45,716 total
includes taxes & fees
1 Nov - 2 Nov
Borgo Vescine
A stone villa with a swimming pool, outdoor seating, and a scenic sunset view.
A large, historic building with multiple wings and a courtyard.
An open doorway leading to a living room with a sofa, a coffee table, and a lamp.
A cozy living room with a fireplace, a clock, and a sofa.

16. 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 restaurant with brick arches, wooden tables, and a piano.
A view of a countryside landscape with rolling hills, a swimming pool, and a building with a tiled roof.

17. 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 Gaiole in Chianti.
Italiana Hotels Florence

Italiana Hotels Florence

Viale Europa 205 Florence FI
₹7,836
₹10,109 total
19 Nov - 20 Nov
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Italiana Hotels Florence
Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

Via Giovanni Agnelli 33 Florence FI
₹9,379
₹11,805 total
15 Nov - 16 Nov
includes taxes & fees
Radisson Blu Hotel, Florence
Villa Olmi Firenze

Villa Olmi Firenze

Via del Crocefisso del Lume 18 Bagno a Ripoli FI
₹10,761
₹12,369 total
8 Nov - 9 Nov
includes taxes & fees
Villa Olmi Firenze
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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 Gaiole in Chianti

Medieval stone buildings house family-run wine shops where you can taste Chianti Classico from surrounding vineyards. Join locals at Piazza Ricasoli's cafés before exploring L'Eroica cycling route that winds through nearby hilltop villages.

See all hotels in Gaiole in Chianti
A stone castle with battlements overlooking a lush valley with vineyards.

Top Gaiole in Chianti Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good
"Excellent location. Very nice service."
mauricio 1-night trip
Posted 2 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
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 2 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Gaiole in Chianti

Stay in Luxury: 5 Star Hotels in Gaiole in Chianti

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Gaiole in Chianti trip. You'll join the multitudes of holidaymakers who have made Gaiole in Chianti so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Gaiole in Chianti and indulge in the finer things in life for a while.

5-Star Hotels in Gaiole in Chianti

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. 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's on your agenda, the 5-star hotels in Gaiole in Chianti are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Gaiole in Chianti 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Gaiole in Chianti! Choose one of our Gaiole in Chianti 5-star hotels today and soothe yourself in luxe surroundings at your convenience.

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Frequently asked questions

What are the best 5-star hotels in Gaiole in Chianti?
Get ready for 5-star opulence at Castello di Spaltenna, Pieve Aldina or Borgo San Felice Resort. These are some of the most popular escapes in Gaiole in Chianti according to Expedia guest reviews. Choose one and enjoy a taste of the good life!
How much does it cost to stay in a 5-star hotel in Gaiole in Chianti?
The amount you pay for a 5-star hotel in Gaiole in Chianti can vary depending on when you decide to travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to score the best deal on a luxurious stay.
  • Search for the lowest price per night from ₹10,109
What makes a hotel 5 stars in Gaiole in Chianti?
From fine dining restaurants and all-day gyms to swimming pools and the finest bedding, the 5-star experience in Gaiole in Chianti is all about comfort and indulgence. But it calls for more than just top-notch perks to receive a 5-star rating. Accommodation must also provide extraordinary guest-centric services like in-room massage treatments, dry cleaning and laundry and concierge services.

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