Castiglioncello del Trinoro

Travel Guide

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
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Precise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

4 out of 5
Via di S. Martino snc Montepulciano SI
$98 nightly
The price is $113 total per night from Nov 13 to Nov 14
$113 total
Nov 13 - Nov 14
Total with taxes and fees
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge), and daily housekeeping. Popular attractions Colonna del Marzocco and Palazzo ...
9.2/10 Wonderful! (152 reviews)
"Property was a little hard to find but just needs better signage. Once we got there, the property is beautiful, staff was excellent, price was reasonable, city center was walkable distance. Would definitely stay there again and would recommend it to others."

Reviewed on Nov 2, 2026

Nuovo Etruria Resort
Hotel Villa Ricci

Hotel Villa Ricci

3 out of 5
Viale Giuseppe di Vittorio 51 Chianciano Terme SI
$67 nightly
The price is $77 total per night from Nov 6 to Nov 7
$77 total
Nov 6 - Nov 7
Total with taxes and fees
Book a stay at this spa hotel in Chianciano Terme. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Terme Sant'Elena and Chianciano Art ...
8.2/10 Very Good! (242 reviews)
"It's a lovely hotel, but it is the staff that make it truly special. Attentive and cheerful, I felt well looked after from the moment I walked in. Wonderful stay, I'll definitely be back."

Reviewed on Oct 18, 2026

Hotel Villa Ricci
See all 3,633 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.
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
Stay at this apartment in Montalcino. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
Corte Francigena - Apartments
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...
9/10 Wonderful! (105 reviews)
"Hotel had beautiful views and amenities like breakfast and spa were amazing."

Reviewed on Nov 2, 2026

Casanova - Panoramic Rooms and Suites
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions Enoteca Di Ghino and Artemisia ...
9.4/10 Exceptional! (170 reviews)
"Great place to stay. Perfect location. Wonderful breakfast. Nice room. Underground parking could be a bit nicer, but they are actively working on it. Great place."

Reviewed on Nov 3, 2026

Hotel San Gregorio
See all 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.

Things to do

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$28
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

$39
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine

Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine

$90
per adult
Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine
See all activities in Castiglioncello del Trinoro

Frequently asked questions

When is the best time to visit Castiglioncello del Trinoro?
The best time to visit Castiglioncello del Trinoro is from May through September, when the climate is pleasant for exploring. For fewer crowds and better value, the quieter months of November through February are a good bet, offering a more tranquil experience with cooler temperatures.
Can I book a refundable hotel in Castiglioncello del Trinoro?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Castiglioncello del Trinoro by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Castiglioncello del Trinoro with Expedia?
Expedia makes it easier to plan your Castiglioncello del Trinoro trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Castiglioncello del Trinoro?
The best choice depends on your travel style. Hotels in Castiglioncello del Trinoro can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Castiglioncello del Trinoro trip on Expedia?
Once you've booked your Castiglioncello del Trinoro trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Castiglioncello del Trinoro trip?
Expedia offers customer support before, during, and after your Castiglioncello del Trinoro trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Castiglioncello del Trinoro?
If it's your first trip to Castiglioncello del Trinoro, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Castiglioncello del Trinoro hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Castiglioncello del Trinoro hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Castiglioncello del Trinoro

A panoramic view of a historic town with a prominent castle on a hill, surrounded by residential buildings and a mix of green fields and roads.

Sarteano

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