Castiglioncello del Trinoro Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Castiglioncello del Trinoro

Price found within the past 48 hours. Click for updated prices.
Hotel Santa Maria Novella

Hotel Santa Maria Novella

4 out of 5
Historic Centre of Florence
Price was €982, price is now €671 per person
€671
per person
25 Aug - 30 Aug
found 10 hours ago
Return flight included
London (LON) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Loved the location and the rooftop view of the plaza especially during sunset. They accommodated us from when we arrived to calling us a taxi when we left for the train station. They held our luggage when we were walking around before our departure for the train. Excellent service and great breakfast.

Reviewed on 9 Jul 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,225, price is now €722 per person
€722
per person
10 Aug - 17 Aug
found 21 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (570 reviews)
Wonderful stay, attentive staff, very clean room. The spa facilities are very high quality and had a lovely massage. Good choices for breakfast. I would certainly recommend staying here, the spa was a particular highlight that is free for guests to use.

Reviewed on 2 Jul 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was €2,389, price is now €1,435 per person
€1,435
per person
10 Aug - 15 Aug
just found
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on 19 Jun 2026

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was €1,525, price is now €929 per person
€929
per person
25 Aug - 30 Aug
found 10 hours ago
Return flight included
London (LON) to Florence (FLR)
9.8/10 Exceptional! (1,008 reviews)
Wonderful!!!

Reviewed on 9 Jul 2026

Il Malaspina

Il Malaspina

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,235, price is now €795 per person
€795
per person
10 Aug - 17 Aug
found 21 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.8/10 Exceptional! (147 reviews)
Súper recomendado 10/10

Reviewed on 8 Jul 2026

Top hotels in Castiglioncello del Trinoro

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is €538 per night from 5 Aug to 6 Aug
€538
5 Aug - 6 Aug
includes taxes & fees
9.6/10 Exceptional! (148 reviews)
"It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)"

Reviewed on 19 Jun 2026

Precise Tale Poggio Alla Sala
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
Fully refundableReserve now, pay when you stay
The price is €181 per night from 5 Aug to 6 Aug
€181
5 Aug - 6 Aug
includes taxes & fees
9.4/10 Exceptional! (365 reviews)
"."

Reviewed on 17 Jun 2026

Hotel Corsignano
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
The price is €186 per night from 15 Jul to 16 Jul
€186
15 Jul - 16 Jul
includes taxes & fees
9.2/10 Wonderful! (92 reviews)
"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, ..."

Reviewed on 7 Jul 2026

Casanova - Panoramic Rooms and Suites
See all 3,695 properties in Castiglioncello del Trinoro
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.

What to do in Castiglioncello del Trinoro

Montepulciano Gran Tour

Montepulciano Gran Tour

€15
per adult
Montepulciano Gran Tour
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

€94
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montalcino, Pienza & Montepulciano Wine & Food Tour

Val d’Orcia Wine Tour with Lunch & Brunello

€119
per adult
84% of travellers recommend
Val d’Orcia Wine Tour with Lunch & Brunello
See all activities in Castiglioncello del Trinoro

Frequently asked questions

How much does a Castiglioncello del Trinoro holiday package cost?
Offering great value package deals from €671 on Expedia, you'll be pleasantly surprised at how much a holiday to Castiglioncello del Trinoro costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Castiglioncello del Trinoro?
Plan your getaway for the off-peak season and you're likely to score cheap Castiglioncello del Trinoro holiday packages. Remember that school holiday periods and major events and festivals can impact prices, so do some research before booking.
How many days is enough for Castiglioncello del Trinoro?
Typically, a handful of days is enough to go to the top attractions during your Castiglioncello del Trinoro holiday. However, if you prefer to have more time to kick back or take day trips, consider extending your itinerary.
How to find the best Castiglioncello del Trinoro package deals?
Begin your search for a Castiglioncello del Trinoro package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Castiglioncello del Trinoro package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Castiglioncello del Trinoro escape underway.
Is it cheaper to book a Castiglioncello del Trinoro holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalised Castiglioncello del Trinoro holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Castiglioncello del Trinoro?
If you've got your Castiglioncello del Trinoro holiday dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Castiglioncello del Trinoro?

  1. Pick your dates: What you want to do in Castiglioncello del Trinoro and your favourite season will help you decide when to get away.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your accommodation will likely be the largest expense during your trip to Castiglioncello del Trinoro.
  3. Decide how long to go for: Now that you're up to speed on Castiglioncello del Trinoro, you can figure out the perfect length of your holiday. Pull together a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Castiglioncello del Trinoro holiday package that brings all your bookings together.

Explore a world of travel with Expedia

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