Gaiole in Chianti Holidays from £303

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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.
Eden Rock Resort

Eden Rock Resort

Save 100% on your flight
£303
per person
13 Oct - 16 Oct
found 2 hours ago
Return flight included
London (LON) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!

Reviewed on 18 Jul 2026

Park Hotel Villa Ariston

Park Hotel Villa Ariston

Save 100% on your flight
£680
per person
17 Sept - 24 Sept
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
8.8/10 Excellent! (135 reviews)
Hotel Villa Barsanti

Hotel Villa Barsanti

Save 100% on your flight
£703
per person
17 Sept - 24 Sept
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
9.2/10 Wonderful! (47 reviews)
The hotel was lovely as usual. But most importantly, the staff were top-notch. Everyone at the hotel made it a place to want to come back to. It was a great hotel experience. And we send all the staff a big Gratzie!, Arrividerci.

Reviewed on 29 Jul 2023

Hotel Bencista

Hotel Bencista

Save 100% on your flight
£427
per person
17 Sept - 24 Sept
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
6.6/10 (32 reviews)
Terribile. Esperienza da incubo, ci hanno rovinato la serata. Arriviamo alle 18:00 per il check-in e non c’è nessuno. Nessun messaggio, nessuna email, nessun preavviso con il codice di accesso. Nulla. Siamo costrette a chiamare un numero, restando fuori con tutte le valigie, mentre una persona al telefono ci chiede i documenti prima ancora di darci il codice. Situazione già assurda. Entriamo finalmente in stanza e la televisione non funziona. Zero canali, completamente inutilizzabile. Richiamiamo il numero del check-in e la signorina ci passa un altro numero, dicendo che “ci avrebbero aiutato loro”. Chiamiamo e risponde una persona estremamente scortese e cafona, che invece di scusarsi per il disagio esordisce con: “Innanzitutto chi vi ha dato questo numero? Io non sono nel mio orario lavorativo, prenderò provvedimenti” e subito dopo: “Io non sono un tecnico della televisione”. Nessuna scusa. Nessuna disponibilità. Trattate come se i loro problemi aziendali fossero colpa nostra. A quel punto chiedo il rimborso per poter andare in un’altra struttura. Mi viene risposto che “non hanno potere decisionale” e che la manager mi avrebbe contattata il giorno dopo. Mai sentiti. Spariti. Zero professionalità, zero assistenza, zero rispetto per il cliente. State lontani mille miglia.

Reviewed on 27 Feb 2026

Columbus Urban Resort

Columbus Urban Resort

Campo di Marte
Save 100% on your flight
£456
per person
29 Oct - 4 Nov
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
9/10 Wonderful! (29 reviews)
A beautiful hotel. Staff were very friendly and helpful

Reviewed on 25 Jul 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
Fully refundableReserve now, pay when you stay
£332
9 Aug - 10 Aug
includes taxes & fees
9.6/10 Exceptional! (281 reviews)
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"

Reviewed on 4 Aug 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
Fully refundableReserve now, pay when you stay
£189
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (119 reviews)
"Beautiful one of a kind property. Great attentive staff all meals available. Clean and quiet."

Reviewed on 4 Aug 2026

Castello di Tornano Wine Resort
Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel

Localita La Ripresa di Vistareni Gaiole in Chianti SI
Fully refundableReserve now, pay when you stay
£129
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (162 reviews)
"Ac. Not working well Streets to get there not paved. Pitch black at night Staff at resto very rude!!"

Reviewed on 7 Aug 2026

Ultimo Mulino Wellness Country Hotel
See all 8,634 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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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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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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PoggioBrandani

This Tuscan winery showcases Chianti's rich heritage through exceptional wines and olive oils. Enjoy a guided tasting paired with local delicacies after touring the winemaking museum.
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What to do in Gaiole in Chianti

Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

£16
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

£44
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
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
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 £303, 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.