Gaiole in Chianti Holidays from £325

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Your Gaiole in Chianti Holiday

When a city getaway is calling, answer it with a Gaiole in Chianti holiday package. The neighbourhood of Badia Coltibuono, which is great for families, nature and walking, makes an excellent base for your adventures. Any trip to Gaiole in Chianti needs a well-crafted itinerary. Fill yours with famous sights like Castle of Brolio, Meleto Castle and Castello di Albola. Whoever you're going away with and whether your budget is big or small, your dream Gaiole in Chianti holiday is only clicks away with Expedia.

Top Gaiole in Chianti Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
Save 100% on your flight
£325
per person
24 Nov - 29 Nov
found 8 hours ago
Return flight included
London (LGW) to Florence (FLR)
7.6/10 Good! (1,001 reviews)
Clean, good location, free breakfast was good. Room was basic with no storage. Shower was small, dark and had no curtain or door, WiFi rarely worked.

Reviewed on 21 Sept 2026

Aurum Firenze

Aurum Firenze

Historic Centre of Florence
Save 100% on your flight
£338
per person
29 Nov - 4 Dec
found 12 hours ago
Return direct flight included
Edinburgh (EDI) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Good location, clean and helpful staff

Reviewed on 24 Sept 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
Save 100% on your flight
£407
per person
29 Nov - 4 Dec
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Option on the breakfast could have been better, but overall, we had a good experience

Reviewed on 24 Sept 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
Save 100% on your flight
£432
per person
29 Nov - 4 Dec
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)
L'Andana

L'Andana

Save 100% on your flight
£1,132
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.6/10 Exceptional! (94 reviews)
Excellent place

Reviewed on 9 Sept 2026

Gaiole in Chianti Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
1,100
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Siena Cathedral, Castle of Brolio and Monteriggioni Castle

Top hotels in Gaiole in Chianti

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
£334
21 Oct - 22 Oct
includes taxes & fees
9.6/10 Exceptional! (287 reviews)
"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."

Reviewed on 15 Sept 2026

Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Tornano Wine Resort

Castello di Tornano Wine Resort

Loc. Tornano Gaiole in Chianti SI
£133
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (126 reviews)
"We really like this place. Pool was very nice and staff were mostly helpful. Its a pretty good location to visit multiple areas as well. Room air conditioner did an ok job upstairs in bedroom loft but struggled to keep it cool in the sitting area on main level. The view from the tower is awesome ..."

Reviewed on 13 Aug 2026

Castello di Tornano Wine Resort
Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

Via Giovanni Agnelli 33 Florence FI
Fully refundableReserve now, pay when you stay
£146
23 Oct - 24 Oct
includes taxes & fees
8.8/10 Excellent! (164 reviews)
"Perfect Stay as expected, clean hotel, extremely attentive and friendly staff. Shuttle service to town was extremely helpful and easy to use."

Reviewed on 23 Sept 2026

Radisson Blu Hotel, Florence
See all 8,629 properties in Gaiole in Chianti
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.

Stay near popular Gaiole in Chianti attractions

Castle of Brolio

9.2/10 (44 reviews)
This ancestral seat of the Ricasoli family since 1141 stands as Italy's oldest winery, pivotal in Chianti Classico's development. Stroll through formal gardens before sampling estate wines in historic cellars.
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Meleto Castle

8.6/10 (10 reviews)
This 11th-century Tuscan fortress houses an unexpected 18th-century theatre among its medieval walls. Tour the historic wine cellars and conclude with a tasting of the estate's renowned Chianti Classico wines.
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Badia a Coltibuono

9.6/10 (12 reviews)
This 11th-century abbey turned winery showcases Tuscan history through frescoed rooms and gardens. Sample organic Chianti Classico wines and savour traditional cuisine made with estate-grown ingredients.
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Cantalici Winery

10.0/10 (1 review)
This 16th-century Tuscan estate crafts organic Chianti Classico using traditional methods. Tour the historic cellars before savouring wine and olive oil tastings with the Cantalici brothers.
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Gaiole in Chianti Stadium

This local sports venue serves as the athletic heart of Gaiole in Chianti. Visitors can catch regional football matches while experiencing authentic Italian community spirit.
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Castello di Meleto Cantina

This 11th-century castle invites you to explore noble rooms, ancient cellars, and an 18th-century theatre. Conclude your visit with a guided tasting of their renowned Chianti Classico wines in the atmospheric enoteca.
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Medieval Tower of Barbischio

8.0/10 (1 review)
This medieval watchtower once guarded Chianti's rolling hills as part of Florence's defensive network. Explore the ancient walls and savour panoramic countryside views from its strategic hilltop position.
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Church of San Sigismondo

This 1930s stone church houses a remarkable 1699 marble altar featuring the Madonna del Rosario. Visit in morning light to appreciate its medieval-inspired artworks and tranquil atmosphere.
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What to do in Gaiole in Chianti

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

£61
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

£19
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

£45
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
See all activities in Gaiole in Chianti

Frequently asked questions

How much does a Gaiole in Chianti travel package cost?
Starting from as low as £325, you can customize your Gaiole in Chianti package the way you want. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
If I'm not able to travel, can I cancel my Gaiole in Chianti travel package?
You sure can, and we're here to help. You may be able to amend or cancel your Gaiole in Chianti travel package at no cost if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, take a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Gaiole in Chianti?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got them all covered. Pick a combination that best fits you and watch your savings grow. Of course, a package deal is never one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotels across the globe, which lets you customize your Gaiole in Chianti getaway.
Does Expedia offer Book Now, Pay Later Gaiole in Chianti holidays?
Yes. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply select the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your next trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:
  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all budget sizes, so you can lock in that well-deserved holiday sooner.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this payment plan. Simply put down a small deposit on your escape and then start working on your travel itinerary.
Where should I stay in Gaiole in Chianti?
With fascinating attractions such as Castle of Brolio and Meleto Castle in this neighbourhood, look for a hotel positioned near either one. Badia a Coltibuono is another Gaiole in Chianti hot spot that draws the crowds.
What are the top hotels in Gaiole in Chianti?
Badia A Coltibuono and Castello Di Tornano are both sought-after options in the Badia Coltibuono neighbourhood. If you prefer to stay in the Vertine area, we recommend booking a few nights at Badia A Coltibuono or Castello Di Tornano.
How far in advance should I book my Gaiole in Chianti holiday?
Savvy travellers often book as early as possible. You can generally browse through international fares on Expedia up to a year before your intended flight. If you're booking at the last minute, don't stress. Cheap prices occasionally occur in the last weeks before departure.
What does an Expedia Gaiole in Chianti travel package include?
Hotels, flights and car rentals — we connect you to the best deals. All you have to do is decide on your favourite combination. After you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it easy to put together an amazing Gaiole in Chianti holiday.
What should I know before booking a Gaiole in Chianti travel package?
Bundling your bookings into a Gaiole in Chianti travel package is the easiest way to organise your trip. Not only that, you'll save big just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Gaiole in Chianti Expedia travel package?
You can, and with more than 550 airlines to pick from all over the world, you've got lots of choice. Take a look at the available options and find out which airline suits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.