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
9 Oct - 16 Oct
found 1 day ago
Return direct flight included
Luxembourg (LUX) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Hotel is well located but in a very busy street, HORRIBLE BREAKFAST SERVICE, but with a nice view

Reviewed on 6 Aug 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
9 Oct - 16 Oct
found 1 day ago
Return direct flight included
Luxembourg (LUX) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on 6 Jun 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
per person
9 Oct - 16 Oct
found 1 day ago
Return direct flight included
Luxembourg (LUX) to Florence (FLR)
10/10 Exceptional! (1 review)
Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
per person
9 Oct - 16 Oct
found 1 day ago
Return direct flight included
Luxembourg (LUX) to Florence (FLR)
9.2/10 Wonderful! (967 reviews)
The hotel was wonderful! The staff were friendly and helpful. The room was clean and comfortable. We were lucky to have a balcony overlooking the Arno River. It was spectacular at night! The bar and restaurant made dining easy and the food / service was excellent! I highly recommend this hotel to visitors!

Reviewed on 8 Aug 2025

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
per person
9 Oct - 16 Oct
found 1 day ago
Return direct flight included
Luxembourg (LUX) to Florence (FLR)
9.4/10 Exceptional! (569 reviews)
We stayed at Palazzo Lorenzo for 3 nights in July. I can’t fault this hotel. It’s quaint and very quiet mainly due to its location being on the outskirts of the city (15 mins walk) The T2 tram is nearby which brings you direct to the airport. Hotel staff were at hand if needed and breakfast had an extensive buffet choice no matter what your dietary requirements were. I would definitely recommend this hotel.

Reviewed on 28 Jul 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 Colours and Flavours 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 €700 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.