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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

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Our top choices for Castiglioncello del Trinoro hotels

Deluxe Double Room

The Monteleone

The Monteleone
Monteleone d'Orvieto
9.8 out of 10, Exceptional, (10 reviews)
"What a great find! A beautifully renovated property in a charming area of Umbria. There were many types of rooms to choose from. Our room was spacious and modern yet comfortable. Anna at reception was so friendly and helpful! The buffet breakfast included many choices of pastries, fruit, and hot and cold choices. I highly recommend a stay at the Monteleone!"
United States
Douglas
The price is CA $225
CA $247 total
includes taxes & fees
Jun 2 - Jun 3
The Monteleone
Exterior

Agriturismo Il Sentiero

Agriturismo Il Sentiero
Acquapendente
8.2 out of 10, Very good, (50 reviews)
"Quite vlean place and friendly owners"
United States
Volkan
The price is CA $86
CA $95 total
includes taxes & fees
May 20 - May 21
Agriturismo Il Sentiero
Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (108 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
The price is CA $302
CA $337 total
includes taxes & fees
Jun 17 - Jun 18
Borgo Sant'Ambrogio Resort
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (385 reviews)
"The staff were friendly and very helpful & accommodating. The beds were comfortable and the breakfast was abundant and good options. A great place to stay."
United States
Mark
The price is CA $183
CA $214 total
includes taxes & fees
Jun 17 - Jun 18
SI Montalcino Hotel
Superior Triple Room | Balcony

La Gustea Hotel & Cucina

La Gustea Hotel & Cucina
4.0 star property
Sarteano
9.0 out of 10, Wonderful, (37 reviews)
"The staff was friendly and helpful"
United States
carol
The price is CA $168
CA $191 total
includes taxes & fees
May 20 - May 21
La Gustea Hotel & Cucina
Deluxe Villa, 4 Bedrooms, Private Pool, Valley View

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais
Torrita di Siena
The price is CA $303
CA $336 total
includes taxes & fees
May 22 - May 23
Villa Tiberini Wine Relais
Seasonal outdoor pool

AGRITURISMO SANT'AGOSTINO

AGRITURISMO SANT'AGOSTINO
San Giovanni d'Asso
The price is CA $188
CA $207 total
includes taxes & fees
Jun 7 - Jun 8
AGRITURISMO SANT'AGOSTINO
Front of property

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (159 reviews)
"Beautiful hotel, near to Montalcino and a lot winerys, very calm and charm the property Good breakfast Staff very kindly and attentive I recommend!!!!"
Mexico
Orlando Santini
The price is CA $307
CA $350 total
includes taxes & fees
Jun 11 - Jun 12
Podere Brizio
Seasonal outdoor pool

Hotel Forum

Hotel Forum
4.0 star property
Foiano della Chiana
8.2 out of 10, Very good, (74 reviews)
"Great pool"
United States
Hassan
The price is CA $166
CA $187 total
includes taxes & fees
May 21 - May 22
Hotel Forum
Outdoor pool, sun loungers

Convento San Bartolomeo

Convento San Bartolomeo
Piancastagnaio
9.8 out of 10, Exceptional, (49 reviews)
"Very nice historic property. "
United States
Harrison
The price is CA $204
CA $231 total
includes taxes & fees
Jun 14 - Jun 15
Convento San Bartolomeo
Indoor pool, open 9:00 AM to midnight, sun loungers

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (215 reviews)
"Excellent stay!"
United States
Rodolfo
The price is CA $106
CA $123 total
includes taxes & fees
Jun 14 - Jun 15
Albergo San Biagio
Sundeck

Santa Caterina Hotel & Bike

Santa Caterina Hotel & Bike
3.0 star property
Chianciano Terme
9.6 out of 10, Exceptional, (98 reviews)
"Used as an overnight stop to S Italy, this hotel was very convenient for the A1 and excellent value for money. The owner/manager is welcoming, helpful and speaks good English. Generous breakfast with delicious fresh pasties made by the owners brother."
United Kingdom
M Roderick
The price is CA $108
CA $124 total
includes taxes & fees
Jun 3 - Jun 4
Santa Caterina Hotel & Bike
Couples treatment rooms, massages

Residenza Dei Ricci Relais

Residenza Dei Ricci Relais
Chiusi
10.0 out of 10, Exceptional, (38 reviews)
"Very nice B&B"
United States
chi
The price is CA $219
CA $251 total
includes taxes & fees
May 25 - May 26
Residenza Dei Ricci Relais
Hiking

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (86 reviews)
"A beautiful place! Breathtaking "
United States
Anabel
The price is CA $166
CA $188 total
includes taxes & fees
Jun 15 - Jun 16
Palazzo Brandano
Couples treatment rooms, sauna, hot tub, hot springs, Turkish bath

Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat
5.0 star property
San Casciano dei Bagni
9.4 out of 10, Exceptional, (193 reviews)
"The spa was refreshing and dinning was wonderful and the service was amazing both at dinner and breakfast. "
United States
Jenny Roman
The price is CA $516
CA $574 total
includes taxes & fees
May 25 - May 26
Fonteverde Lifestyle & Thermal Retreat
Aerial view

La Torre ai Mari

La Torre ai Mari
3.0 star property
Sarteano
9.6 out of 10, Exceptional, (28 reviews)
"The owner is very nice, the place is clean and quiet. Small but nice pool, great for hot days. No aircon and need of a car to eat (restaurant is closed) are the only two minor items."
Spain
Marco
The price is CA $160
CA $182 total
includes taxes & fees
Jun 3 - Jun 4
La Torre ai Mari
Lobby sitting area

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (122 reviews)
"Great countryside stay"
Canada
Josh
The price is CA $354
CA $395 total
includes taxes & fees
Jun 3 - Jun 4
Tenuta Santo Pietro
View from property

Casale Serena 1912

Casale Serena 1912
Fabro
9.4 out of 10, Exceptional, (32 reviews)
"excellent experience"
United States
wayne
The price is CA $245
CA $270 total
includes taxes & fees
May 20 - May 21
Casale Serena 1912
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (40 reviews)
"Super stay !! "
Canada
Patryk
The price is CA $195
CA $221 total
includes taxes & fees
May 25 - May 26
Fattoria Pieve a Salti
Lunch and dinner served, local cuisine

Locanda In Tuscany

Locanda In Tuscany
Castiglione d'Orcia
9.8 out of 10, Exceptional, (21 reviews)
"Our stay at Locanda in Tuscany was nothing short of spectacular. Nestled in the heart of the Tuscan countryside, the hotel offers breathtaking views that capture the essence of this picturesque region. The staff were exceptional, anticipating our needs and promptly responding to all our requests, from arranging wine tastings to making dining reservations. The rooms were beautifully appointed with luxurious amenities that blended seamlessly with the rustic charm of the surroundings. Our daughter...
India
Shashidhar
The price is CA $343
CA $384 total
includes taxes & fees
May 24 - May 25
Locanda In Tuscany
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.
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Top Castiglioncello del Trinoro Hotel Reviews

L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"The spa is so wonderful and relaxing. Staff at the desk and the restaurant were very helpful, warm and professional. "
Rajive 1-night trip
Posted 6 hours ago
L'Orto delle Terme

More cheap stays in Castiglioncello del Trinoro

Albergo Le Macinaie

Albergo Le Macinaie

Loc. Prato Le Macinaie Castel del Piano GR
The price is CA $45 per night from May 20 to May 21
CA $45
CA $53 total
May 20 - May 21
includes taxes & fees

Frequently asked questions

What is the best area to stay in Castiglioncello Del Trinoro?
The best area to stay in Castiglioncello Del Trinoro is within the historic village itself, particularly around the central piazza.

This hilltop village offers a truly unique and tranquil experience. It's a small, pedestrian-friendly area with narrow cobblestone streets, traditional stone buildings, and breathtaking views of the Val d'Orcia countryside. The village is compact, and everything is within easy walking distance, including the local restaurant and artisan shops.

For couples seeking a romantic and secluded escape, staying directly in Castiglioncello Del Trinoro is perfect. You'll enjoy quiet evenings, stunning sunsets over the rolling hills, and the chance to truly disconnect. The village's charm lies in its untouched beauty and the opportunity for leisurely strolls through ancient pathways.

Families with older children who appreciate history and natural beauty will also find this area appealing. The car-free environment makes it relaxing to explore, and the surrounding landscape offers opportunities for gentle walks and enjoying the Tuscan scenery.
When is the best time to go to Castiglioncello Del Trinoro?
The best time to visit Castiglioncello Del Trinoro is during the spring (late April to early June) and autumn (September to October) months.

These periods offer the most pleasant weather, with warm days and cooler evenings, ideal for exploring the Tuscan countryside. The landscape is particularly beautiful, with spring bringing wildflowers and autumn offering the rich colours of the harvest season. These shoulder seasons also mean fewer crowds compared to the peak summer months, allowing for a more relaxed experience.

Couples looking for a romantic getaway will find these times great for enjoying long walks, vineyard tours, and al fresco dining without the intense summer heat. The quieter atmosphere of spring and autumn lends itself well to a peaceful and intimate escape.

For those interested in local culture and traditions, the autumn months coincide with various harvest festivals in the region, celebrating grapes, olives, and truffles.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Castiglioncello del Trinoro.
How can I save on a Castiglioncello del Trinoro hotel booking with Expedia?
Members always get our best prices. Find our best Castiglioncello del Trinoro hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Castiglioncello del Trinoro hotel?
Prices for hotels in Castiglioncello del Trinoro often vary, but you can find a great deal from CA $53 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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