Gaiole in Chianti Hotel Accommodation

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Tonight
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Where to stay in Gaiole in Chianti?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Gaiole in Chianti on Hotels.com. These Gaiole in Chianti hotels consistently deliver on quality, location and traveller experience. Last updated on 9 November 2026.
A swimming pool with a view of a historic building surrounded by olive trees.

1. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (105 reviews)
Experience authentic Tuscan charm at this farm stay featuring its own winery and restaurant. Take a refreshing dip in the seasonal pool, stroll through lush gardens, or enjoy local wines on the terrace. Free WiFi and parking make exploring nearby Meleto Castle effortless.
The price is NZ$247
includes taxes & fees
9 Nov - 10 Nov
Castello di Meleto
A stone building with a yellow sign reading "b&b erioico".

2. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
Charming affittacamere surrounded by Chianti's rolling hills, offering complimentary WiFi and buffet breakfast each morning. The garden and terrace provide peaceful spots to savour local wines after visiting nearby Medieval Tower of Barbischio and town stadium.
The price is NZ$271
includes taxes & fees
9 Nov - 10 Nov
L' Eroico
A traditional stone building with a garden featuring geometric hedges and potted plants.

3. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
9.6 out of 10, Exceptional, (50 reviews)
Immerse yourself in the Chianti countryside at this charming farm stay. Just moments from the historic Badia a Coltibuono and local stadium, this retreat offers a refreshing seasonal outdoor pool and restaurant. Free parking makes exploring the region effortless.
The price is NZ$339
includes taxes & fees
11 Nov - 12 Nov
Badia a Coltibuono
A pool with a statue in the center, surrounded by trees and hills.

4. Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
8.6 out of 10, Excellent, (39 reviews)
Set amid Chianti vineyards, this charming farm stay offers rustic luxury with 2 outdoor pools and a full-service spa. Sample local cuisine at the restaurant after tennis or rooftop relaxation. Nearby Cantalici Winery beckons, with Florence just 70 minutes away.
The price is NZ$329
includes taxes & fees
9 Nov - 10 Nov
Borgo Casa al Vento
A living room with a sofa, armchairs, a coffee table with a book, a TV on a wooden cabinet, and a painting of a beach scene.

5. Agriturismo Vinci Banchelli

Agriturismo Vinci Banchelli
Gaiole In Chianti
The price is NZ$334
includes taxes & fees
8 Dec - 9 Dec
Agriturismo Vinci Banchelli
A stone building with a tiled roof, surrounded by greenery and a clear sky.

6. Brolio Agriroom

Brolio Agriroom
Gaiole in Chianti
8.8 out of 10, Excellent, (11 reviews)
Savour authentic Tuscany at this B&B with winery, restaurant, and bar in Gaiole in Chianti. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Castle of Brolio and San Felice Winery.
The price is NZ$186
includes taxes & fees
19 Nov - 20 Nov
Brolio Agriroom
A swimming pool with a colorful inflatable ring and a water fountain.

7. Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
9.0 out of 10, Wonderful, (2 reviews)
Immerse yourself in Chianti's beauty at this countryside farm stay featuring an attached winery for tasting local vintages. After swimming in the outdoor pool or relaxing in the spa pool, enjoy meals at the restaurant while Meleto Castle waits nearby to explore.
The price is NZ$197
includes taxes & fees
9 Nov - 10 Nov
Agriturismo Crocino in Chianti
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

8. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (219 reviews)
Escape to Chianti's wine country at this elegant resort featuring 2 outdoor pools and an on-site winery. After tasting local vintages, enjoy meals at the restaurant or drinks on the terrace. Near Chianti Sculpture Park with free breakfast, WiFi, and parking.
The price is NZ$548
includes taxes & fees
16 Nov - 17 Nov
Dievole Wine Resort
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

9. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
8.4 out of 10, Very good, (23 reviews)
The price is NZ$543
includes taxes & fees
9 Nov - 10 Nov
Chapter Chianti, a Member of Design Hotels
A spa area with stone walls, a white massage chair, and a potted plant.

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (306 reviews)
Relax on the rooftop terrace overlooking the Chianti countryside at this historic hotel with indoor and outdoor pools. After a spa treatment, savour local cuisine at La Perla del Palazzo restaurant or visit nearby wineries.
The price is NZ$222
includes taxes & fees
1 Dec - 2 Dec
Palazzo Leopoldo Dimora Storica & Spa
A spa area with a stone ceiling, a pool, and two sun loungers.

11. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (198 reviews)
Escape to Radda in Chianti, where this spa hotel offers rejuvenating hot stone treatments and facials near Castello di Radda Winery. Enjoy 2 restaurants, a poolside bar, and fitness centre after exploring Volpaia.
The price is NZ$156
includes taxes & fees
1 Dec - 2 Dec
Hotel Palazzo San niccolò & Spa
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

12. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (581 reviews)
The price is NZ$143
includes taxes & fees
9 Nov - 10 Nov
La Certosa di Pontignano - Place of Charme
A rustic stone wall with a window, a potted plant, a bust sculpture, and a table with a magazine.

13. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
9.8 out of 10, Exceptional, (149 reviews)
Immerse in Chianti country at this farm stay featuring a winery where you can savour local vintages. Near Castello di Radda Winery and Volpaia, this retreat offers international cuisine, garden spaces, and complimentary breakfast that guests consistently praise.
The price is NZ$431
includes taxes & fees
10 Nov - 11 Nov
Tenuta CorteDomina
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

14. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
Nestled in Castellina in Chianti, this B&B offers an attached winery and Italian cuisine at Osteria di Fonterutoli restaurant. Mazzei Winery sits nearby, with Walls of Monteriggioni just a short drive from this charming retreat.
The price is NZ$321
includes taxes & fees
9 Nov - 10 Nov
Castello di Fonterutoli Wine Resort
An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

15. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (250 reviews)
Immerse yourself in Chianti's rolling landscapes from this luxurious retreat with an outdoor pool and poolside bar. Just minutes from Castellina Fortress, enjoy 2 restaurants and free breakfast after exploring nearby archaeological treasures.
The price is NZ$928
includes taxes & fees
9 Nov - 10 Nov
Borgo Vescine
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

16. The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (24 reviews)
Escape to this luxurious Castelnuovo Berardenga retreat featuring 2 restaurants and a welcoming bar. Enjoy complimentary breakfast, WiFi, and parking while indulging in spa services like deep-tissue massages near Chianti Sculpture Park.
The price is NZ$911
includes taxes & fees
15 Nov - 16 Nov
The Club House
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

17. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
Surrounded by Chianti countryside, this serene hotel with winery charms visitors with Italian cuisine at Il Cortile restaurant. Cool off in the outdoor pool, unwind in the spa pool, or sample local vintages at the bar after exploring nearby attractions.
The price is NZ$224
includes taxes & fees
12 Nov - 13 Nov
Belvedere di San Leonino
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

18. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (127 reviews)
The price is NZ$342
includes taxes & fees
9 Nov - 10 Nov
Castello La Leccia
A spacious lobby with a reception desk, seating area, and a large vase.

19. Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (221 reviews)
Just steps from Montevarchi-Terranuova Station, this cosy hotel offers free breakfast and WiFi. Enjoy drinks at the bar after visiting nearby Il Cassero, or maintain your workout routine in the 24-hour fitness centre.
The price is NZ$233
includes taxes & fees
9 Nov - 10 Nov
Hotel Valdarno
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

20. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (249 reviews)
Surrounded by beautiful countryside scenery, this Castellina in Chianti hotel offers Italian dining at Osteria di Casafrassi and a winery on-site. Enjoy free breakfast near Mazzei Winery, just 9 minutes from Monteriggioni Badesse Station.
The price is NZ$131
includes taxes & fees
18 Nov - 19 Nov
Hotel Casafrassi
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.
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A stone building with a yellow sign reading "b&b erioico".
L' Eroico

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
NZ$27 off
The price is NZ$542
for 2 nights, 1 room
NZ$271 per night
includes taxes & fees
L' Eroico

Check out pet-friendly hotels in Gaiole in Chianti

A swimming pool with a view of a historic building surrounded by olive trees.
Castello di Meleto

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (105)
The price is NZ$247
includes taxes & fees
9 Nov - 10 Nov
Castello di Meleto
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You can also stay at hotels with a pool in Gaiole in Chianti

A swimming pool with a view of a historic building surrounded by olive trees.
Castello di Meleto

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (105)
The price is NZ$247
includes taxes & fees
9 Nov - 10 Nov
Castello di Meleto
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.
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Go beyond your typical stay in Gaiole in Chianti

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When is the best time to visit Gaiole in Chianti?

Our prices for hotels in Gaiole in Chianti are cheapest in February

Price trends for hotels in Gaiole in Chianti

Pricing is based on two traveller single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 14°C / low 7°C. Sunny most days.
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November, no crowd data, average high temperature 14 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 10 degrees Celsius, average low temperature 3 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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February, no crowd data, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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March, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 18 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Gaiole in Chianti

Castle of Brolio

9.2/10 (44 reviews)
If you're planning a bit of sightseeing during your trip, head to Castle of Brolio – just one of the landmarks located 4 mi (6.5 km) from central Gaiole in Chianti.
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Learn more about Gaiole in Chianti

Admired for its wineries and castle, Gaiole in Chianti features attractions such as Meleto Castle and Badia a Coltibuono. The city has something for everyone including sights like Cantalici Winery and Castle of Brolio within a rural setting.

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

Check out reviews of Gaiole in Chianti hotels guests love

A swimming pool with a view of a historic building surrounded by olive trees.
Castello di Meleto

Castello di Meleto

Castello di Meleto
Gaiole in Chianti

10/10 Exceptional

Beautiful, unique, special, relaxing. I would absolutely stay there again...it was a highlight of our trip.
New Zealand
Anonymous traveller
Reviewed July 28, 2013
Castello di Meleto

Frequently Asked Questions

How much does a hotel room cost in Gaiole in Chianti?

You can find top hotels in Gaiole in Chianti from NZ$130 with options to suit your budget and needs. If you're after an affordable hotel in Gaiole in Chianti that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Gaiole in Chianti hotels?

Discover great deals on Gaiole in Chianti hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Gaiole in Chianti hotels.

Can I book Gaiole in Chianti hotels with free cancellation?

It's easy to book a refundable Gaiole in Chianti hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are the top-rated luxury hotels in Gaiole in Chianti?

One of the most popular luxury hotels in Gaiole in Chianti is Castello di Tornano Wine Resort. Castello di Tornano Wine Resort is a luxury farm stay with a high guest rating amongst our travellers, and it offers an outdoor pool, an outdoor tennis court and private wine tours.

What are some top pet-friendly hotels in Gaiole in Chianti?

Our travellers' top pet-friendly hotels in Gaiole in Chianti include:

You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Gaiole in Chianti.

What are some of the best hotels in Gaiole in Chianti for couples?

Stay at a top-rated Gaiole in Chianti romantic hotel and make the most of your couple's holiday. Our travellers love Castello di Tornano Wine Resort, a farm stay with a restaurant. Another romantic hotel with top reviews is Badia a Coltibuono. This farm stay offers a restaurant for a perfect stay. Use the "Traveller experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Gaiole in Chianti for couples on Hotels.com.

What are some of the best kid-friendly hotels in Gaiole in Chianti?

Some of the best Gaiole in Chianti hotels for kids include Agriturismo San Sano, Hotel Le Pozze Di Lecchi, and Agriturismo Crocino in Chianti. Agriturismo San Sano is a kid-friendly hotel with a guest score of 9.8 out of 10 offering family-friendly amenities like a seasonal outdoor pool and a playground, plus highchairs in guestrooms. Check out Hotel Le Pozze Di Lecchi with a guest score of 9.2. This popular hotel has an outdoor pool and a garden-view restaurant as well as highchairs in the guestrooms. Agriturismo Crocino in Chianti is another good option with an outdoor pool. Explore more kid-friendly hotels in Gaiole in Chianti by using our "Family friendly" filter in your search on Hotels.com.

What are the top Gaiole in Chianti hotels with a pool?

For a little extra luxury, discover some of the best Gaiole in Chianti hotels with a pool. Cavarchino B&B is a great bed & breakfast with an outdoor pool and a guest rating of 10 out of 10. Podere L'Aquila is a popular country house that features 2 outdoor pools along with a winery. To find more stays in Gaiole in Chianti with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".

What are some of the best Gaiole in Chianti hotels with free parking?

If you're exploring by car, finding a great Gaiole in Chianti hotel with free parking is a win. Our travellers' favourites include:

What are some popular hotels in central Gaiole in Chianti?

For hotels in central Gaiole in Chianti, check out Cavarchino B&B and L' Eroico. Travellers love Cavarchino B&B for its location, as well as the outdoor pool, free buffet breakfast and terrace this bed & breakfast offers. L' Eroico is another popular central affittacamere with a free buffet breakfast and a terrace, plus free WiFi in the guestrooms.