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

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Check availability on Gaiole in Chianti 4 Star Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sep
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

Our top choices for Gaiole in Chianti 4-star hotels

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
A spacious, modern hotel lobby with a high ceiling, large windows, and a mix of seating areas including a sofa and chairs.
A modern, well-lit hallway with a wooden floor, white walls, and potted plants.
A modern outdoor dining area with white furniture and a pool in the background.

1. Italiana Hotels Florence

Italiana Hotels Florence
Florence
Canada
Daniela
2.753.608 ₫
3.451.920 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Italiana Hotels Florence
A modern lounge area with a sofa, dining table, chairs, and a view of outdoor umbrellas and a pool.
A spacious lobby with multiple seating areas, a bar, and a mezzanine level with a view of the bar.
A modern hotel lobby with a central seating area, a kitchen in the background, and a marble wall with a mural.
A modern interior with high ceilings, dark columns, and a seating area with tables and chairs.

2. Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence
Florence
Canada
Umesh
4.174.589 ₫
5.015.000 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Radisson Blu Hotel, Florence
An outdoor dining area with tables and chairs, surrounded by a brick wall and greenery.
A breakfast bar with a rustic brick wall, a large cityscape painting, and a tiled floor.
A hotel room with a bed, a painting of a landscape, a nightstand, and a window with curtains.
A hotel named 'HOTEL ATHENA' with a sign indicating a 4-star rating.

3. Hotel Athena

Hotel Athena
Siena Historical Center
United States
Diane
4.943.593 ₫
5.589.007 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Hotel Athena
A spacious living room with a high ceiling, comfortable seating, and large windows offering a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and buildings.
A formal garden with geometric hedges, statues, and urns on pedestals.
An outdoor dining area with tables set for a meal, surrounded by chairs and a garden view.

4. Villa Olmi Firenze

Villa Olmi Firenze
Bagno a Ripoli
United Kingdom
kenya
5.877.382 ₫
6.616.174 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Villa Olmi Firenze
A rock garden with various succulents and plants.
A modern reception area with a wooden reception desk, a laptop, and a potted plant.
A modern bedroom with a large bed, a nightstand, a chair, and a TV.
A modern hotel lobby with a curved reception desk, seating areas, and large windows.

5. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
Canada
Shalayna
1.868.678 ₫
2.236.811 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Hotel Toscana Ambassador
A table with breakfast items and a wicker chair, overlooking a scenic landscape.
A bar area with a counter, bottles, and glasses.
A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.
A courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.

6. Palazzo Ravizza

Palazzo Ravizza
Siena Historical Center
United States
XUESHENG
5.355.476 ₫
6.042.168 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Palazzo Ravizza
A hotel room with a bed, a TV, a sofa, a coffee table, and a view of the city.
A spacious dining area with multiple round tables set for dining, surrounded by patterned chairs.
A multi-story building with a symmetrical facade, featuring a central entrance with a canopy and a sign above it.
A modern hotel room with a large bed, a flat-screen TV, a coffee table, and a seating area with two chairs.

7. NH Siena

NH Siena
Siena Historical Center
United States
Dean
2.856.298 ₫
3.292.982 ₫ total
includes taxes & fees
31 Aug - 1 Sept
NH Siena
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

8. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
Australia
Raul
3.930.156 ₫
4.474.225 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Four Points by Sheraton Siena
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A hotel entrance with a sign reading "HOTEL EXPO".
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.
An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

9. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
2.933.171 ₫
3.377.572 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hotel Executive
A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.
A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.
A swimming pool with a wooden deck, lounge chairs, and umbrellas.
A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

10. Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
United States
Katherine
6.097.097 ₫
6.857.861 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Villa Ermellina Siena, a Tribute Portfolio Hotel
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

11. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Sara
5.761.757 ₫
6.549.409 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Hotel Borgo San Luigi
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.
A table with breakfast items, a clear view of the countryside, and a white umbrella.
A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

12. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
United States
Lauren
3.830.155 ₫
4.394.436 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Villa I Barronci Resort & Spa
A balcony with a table set for breakfast, overlooking a cityscape with historic buildings and a river.
A hotel with a classic architectural style, featuring a ground floor with a large entrance and a visible restaurant sign.
A lobby with a reception desk, a staircase, a bar area, and a seating area with a potted plant.
A room with a white tufted sofa set, a marble coffee table, and a stained glass window.

13. Hotel Continentale

Hotel Continentale
Arezzo Centro Storico
Canada
Anthony
2.808.175 ₫
3.391.100 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Hotel Continentale
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.
A rooftop terrace with outdoor seating, a pergola, and a view of hills.
A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

14. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
1.931.022 ₫
2.305.389 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Il Gentiluomo Hotel & SPA
A person sitting in a corner of a room with tiled walls and a bench.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

15. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
United Kingdom
Ian
3.813.260 ₫
4.406.062 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Hotel Il Piccolo Castello
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.
A modern bar area with purple seating, a laptop on a shelf, and a wine display.
A modern hotel room with a bed, a desk, a chair, and a TV.
A modern living room with leather furniture, a glass coffee table, and a white brick wall.

16. Park Hotel Chianti

Park Hotel Chianti
Barberino Tavarnelle
United States
Laila
2.512.607 ₫
2.945.133 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Park Hotel Chianti
A spacious breakfast room with a modern design, featuring a wooden reception desk, comfortable seating, and a staircase leading to other areas.
A bar area with a wooden counter, seating, and large windows.
A restaurant with multiple tables, chairs, and a patterned wall.
A modern hotel room with a desk, chair, and a bed.

17. Hotel Minerva

Hotel Minerva
Arezzo
United States
John
2.552.574 ₫
2.807.832 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Hotel Minerva
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.
A swimming pool surrounded by lush greenery and a stone pathway.
A room with a large window offering a view of a landscaped garden with trees and a pathway.

18. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
5.932.311 ₫
6.676.596 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Villa Scacciapensieri Boutique Hotel
An outdoor dining area with tables, plates of food, and a pitcher of orange juice.
A buffet table with various food items, including eggs, meats, and vegetables, and a coffee machine in the background.
A hotel room with a bed, a sofa, a standing lamp, and a wall-mounted light fixture.
A hotel lobby with leather seating, a reception desk, and a bar area.

19. Hotel Ristorante Alcide

Hotel Ristorante Alcide
Poggibonsi
Canada
Mark
Hotel Ristorante Alcide
A clear swimming pool with a view of a lush green landscape and distant hills.
A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.
A garden with pink roses, a lawn, and a white umbrella.
A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.

20. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Aditi
5.744.454 ₫
6.500.164 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Villa Le Barone
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Gaiole in Chianti.
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
8.788.609 ₫
9.969.578 ₫ total
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (625 reviews)
Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
14.555.007 ₫
16.312.616 ₫ total
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (223 reviews)
Borgo Scopeto Wine & Country Relais
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13 Gaiole in Chianti SI
10.381.544 ₫
11.721.806 ₫ total
2 Sept - 3 Sept
includes taxes & fees
9.6/10 Exceptional! (281 reviews)
Castello di Spaltenna- Small Luxury Hotels of the World
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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

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Beautiful hotel"
Umesh 1-night trip
Posted 15 hours ago
Radisson Blu Hotel, Florence
Villa Pitiana

Villa Pitiana

10/10 Excellent
"Lovely room and gorgeous location. Best to have a car when coming as it is far away from major areas. Lots of in-house facilities and walks. Good for a relaxing break. We enjoyed family holiday, with visits to the pool and easy drive to Florence."
Rahul 2-night trip
Posted 2 days ago
Villa Pitiana
Villa Olmi Firenze

Villa Olmi Firenze

10/10 Excellent
"A romantic Tuscan dream! The hotel was beautiful, the staff couldn’t do enough for us and we can’t wait to come back!"
Stephanie 3-night trip
Posted 5 days ago
Villa Olmi Firenze

Frequently asked questions

What are the best 4-star hotels in Gaiole in Chianti?
Kick back and relax in 4-star hotel comfort at LUltimo Mulino. Rated highly by many of our guests, it comes with a swimming pool and spa facilities. Also consider Hotel Le Pozze Di Lecchi. A swimming pool and concierge services make this escape another popular pick in Gaiole in Chianti.
How much does it cost to stay in a 4-star hotel in Gaiole in Chianti?
To lock in a 4-star hotel in Gaiole in Chianti that's within your budget, use Expedia's filter tool. Browse the available options during your chosen dates and use our pricing filter to set your maximum rate. You can also list your results by the most wallet-friendly escape first.
  • Search for the lowest price from 9.969.578 ₫
What's the difference between 5-star and 4-star hotels in Gaiole in Chianti?
Offering a friendly traveller experience and upmarket décor, 4-star hotels are a terrific option for your Gaiole in Chianti holiday. These kinds of stays generally feature loads of useful amenities that make it easy to unpack and unwind — think pillowtop mattresses, restaurants and pools. Or enjoy even more lavishness at a 5-star hotel designed to spoil you with high-end perks and amenities. Concierge assistance, oversized bathrooms and world-class dining are typically featured at these swanky properties.

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