Gaiole in Chianti Holidays

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Top Flight + Hotel Deals in Gaiole in Chianti

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
30 Oct - 1 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Air conditioner was excellent!!!

Reviewed on 11 Aug 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
30 Oct - 1 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
After a long day of sightseeing, we had the spa all to ourself for an hour to rejuvenate. Very professional, friendly front desk staff. Nice clean room with efficient housekeeping staff.

Reviewed on 12 Aug 2025

Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

3 out of 5
Historic Centre of Florence
per person
30 Oct - 1 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (193 reviews)
There was no staff on-site when we arrived, but we had been in touch with the hotel via WhatsApp all day, and they were super helpful and friendly! Entering the building was very easy, but the 3-person elevator was just a little squished. The room was as expected - the only downside was that the shower was only cold water (after running it for a few minutes) and the sink in the bathroom was only hot water! The room was warm when we entered, but we turned the air conditioning up and it was perfect by the time we arrived back for bed. All-in-all, it was a good stay overnight!

Reviewed on 22 Jun 2025

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
per person
30 Oct - 1 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (388 reviews)
Great place to stay near Florence, it’s quite and relaxing. The pool is great.

Reviewed on 31 Jul 2025

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
per person
30 Oct - 1 Nov
found 21 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
Our stay at the Bernini Palace was truly unforgettable. The hotel, set in a gorgeous 15th-century palace, felt like stepping back in time but with every modern comfort. From the moment we arrived, the staff made us feel so welcome and cared for. Our room was elegant and comfortable, with beautiful touches that made it feel special. Breakfast in the stunning hall, under frescoed ceilings, was one of the highlights of our trip.

Reviewed on 9 Aug 2025

Top hotels in Gaiole in Chianti

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (241 reviews)
"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during ..."

Reviewed on 16 Jul 2025

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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
9/10 Wonderful! (88 reviews)
"Beautiful property in a stunning location! Would have been nice to have some sort of gathering area indoors as we were multiple pe"

Reviewed on 29 May 2025

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Castello di Tornano Wine Resort
Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel

4 out of 5
Localita La Ripresa di Vistareni, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (130 reviews)
"Such a classic Tuscany location. Beautiful old Watermill turned into a hotel so it is very rustic. Cell phone service on the area is not good but WiFi seemed fine. Pools were nice but not too big and not a lot of space to accommodate all guests. Enjoyed the breakfast. Staff were helpful."

Reviewed on 30 Jul 2025

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Ultimo Mulino Wellness Country Hotel
See all 8,791 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.

Popular places to visit

Medieval Tower of Barbischio

Find out about the history of Gaiole in Chianti when you spend time at Medieval Tower of Barbischio. Discover the beautiful countryside in this quaint area or enjoy its local tours.

Medieval Tower of Barbischio

Church of San Sigismondo

You can find out about the history of Gaiole in Chianti with a stop at Church of San Sigismondo. Discover the beautiful countryside and wineries in this quaint area.

Church of San Sigismondo

What to do in Gaiole in Chianti

Brolio Castle

Small-Group Chianti Trip with Wine Tasting from Siena

€180
per adult
Small-Group Chianti Trip with Wine Tasting from Siena
Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

€49
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Chianti Wineries Tour with 7 Wine Tastings from Florence

Chianti Wineries Tour with 7 Wine Tastings from Florence

€86
per adult
Chianti Wineries Tour with 7 Wine Tastings from Florence
See all activities in Gaiole in Chianti

Frequently asked questions

How much does a Gaiole in Chianti holiday package cost?
You'll find cheap prices from €324 on Expedia for your Gaiole in Chianti break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Gaiole in Chianti costs.
What are the cheapest months to go to Gaiole in Chianti?
The off-season is the best time to head to Gaiole in Chianti if you're hoping to keep costs down. Another tip for getting cheap Gaiole in Chianti holiday packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Gaiole in Chianti?
With about 3 days, you'll have plenty of time to visit popular neighbourhoods such as Badia Coltibuono and Vertine during your Gaiole in Chianti holiday. Be sure to also add PoggioBrandani and Castle of Brolio to your must-do list. Up for some more adventures? Consider venturing outside of Gaiole in Chianti on day trips and tours.
Is it worth booking a holiday package to Gaiole in Chianti?
Gaiole in Chianti has everything you need for an amazing getaway — walking trails, cycling and bars and pubs are just the start. Whether you want to check out attractions such as Meleto Castle and Badia a Coltibuono, or take the path less traveled, you'll find plenty to experience on your Gaiole in Chianti holiday.
How to find the best Gaiole in Chianti package deals?
Start your search for a Gaiole in Chianti package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Gaiole in Chianti package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Gaiole in Chianti escape off to a flying start.
Is it cheaper to book a Gaiole in Chianti holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging accommodation and flights separately. Better still, you can customise your Gaiole in Chianti trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Gaiole in Chianti?
If you're considering an impromptu Gaiole in Chianti adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Gaiole in Chianti?

  1. Pick your travel dates: The things you want to do in Gaiole in Chianti and your favourite season can help you decide when to get away.
  2. Budget wisely: Besides the price of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may arise during your trip to Gaiole in Chianti.
  3. Decide how long to go away for: Now that you're up to speed on Gaiole in Chianti, you can figure out the right length of your holiday. Put together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Gaiole in Chianti holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.