Top 10 Hotels in Castiglioncello del Trinoro (from $50) 2026 - Competitive Prices

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Our top choices for Castiglioncello del Trinoro hotels

An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.

A cozy lounge area with a green sofa, a wooden coffee table, wicker chairs, and a view of a lush landscape through an arched doorway.

A spacious dining area with high ceilings and ornate ceiling decorations, featuring multiple tables set for dining.

A large estate with multiple buildings, a swimming pool, and expansive green fields.

1. Precise Tale Poggio Alla Sala

Montepulciano

Georgina

$521 nightly

$580 total

Sep 28 - Sep 29

Total with taxes and fees

A terrace with sun loungers, stone walls, and potted plants.

A pool area with lounge chairs, a hot tub, and a view of mountains.

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

2. Monastero di Cortona Hotel & Spa

Cortona Old Town

Nicholas

$365 nightly

$410 total

Sep 27 - Sep 28

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.

A two-story building with a stone facade, arched windows, and a balcony.

A room with large arched windows, brick walls, and wooden beams. There are two purple chairs and a small table.

A stone building with a paved pathway leading to a circular stone feature. Tall, slender trees line the pathway.

3. Nuovo Etruria Resort

Montepulciano

Laura

$108 nightly

$124 total

Oct 6 - Oct 7

Total with taxes and fees

An aerial view of a large, clear blue pool surrounded by sun loungers and umbrellas, with a small pool area and a building adjacent to the pool.

A dining table set with plates, glasses, and cutlery, overlooking a scenic landscape with hills and trees.

A spacious living room with a grand piano, comfortable seating, and large windows allowing natural light.

A spa area with a central hot tub, stone walls, and white lanterns.

4. Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World

Manciano

Jessica

$470 nightly

$521 total

Sep 28 - Sep 29

Total with taxes and fees

A woman relaxing by a pool with a historic building in the background.

A two-story building with a symmetrical facade, surrounded by lush greenery and a well-maintained hedge.

A building with multiple balconies, outdoor seating with umbrellas, and a paved walkway.

A bar area with a bartender preparing a drink, a well-stocked bar with various bottles, and a television in the background.

5. Fonteverde Thermal Spa Resort Tuscany

San Casciano dei Bagni

Hani

$375 nightly

$417 total

Sep 13 - Sep 14

Total with taxes and fees

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A breakfast buffet with various food items and beverages.

A patio area with wicker furniture, a glass table, and a pool in the background.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

6. Hotel Corsignano

Pienza

Debora

$179 nightly

$197 total

Sep 13 - Sep 14

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.

A hallway with a checkered floor, arched windows, and a chandelier.

An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

7. Villa di Piazzano - Small Luxury Hotel of the World

Cortona

Rushab

$657 nightly

$732 total

Oct 10 - Oct 11

Total with taxes and fees

A covered outdoor bar area with white bar stools, a variety of bottles, and a fruit display.

A hotel room with a bed, a bedside table with a bottle of champagne, two glasses of champagne, a fruit bowl, and a candle.

An indoor swimming pool with a waterfall feature, lounge chairs, and a reception area.

A multi-story hotel with a central courtyard, large windows, and outdoor seating areas.

8. Grand Hotel Admiral Palace

Chianciano Terme

Norma

$104 nightly

$119 total

Sep 10 - Sep 11

Total with taxes and fees

A stone building with a pool overlooking a mountainous landscape.

A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

9. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Amy

$766 nightly

$854 total

Sep 27 - Sep 28

Total with taxes and fees

A villa with a swimming pool, surrounded by tall cypress trees and a mountainous backdrop.

A table set for a meal with clear glassware, a folded napkin, and a small vase with yellow flowers.

A rectangular swimming pool with a clear blue water surface, surrounded by lounge chairs and umbrellas, set against a backdrop of tall, slender trees and a well-maintained grassy area.

A garden pathway leading to a building with ivy-covered walls and outdoor seating areas.

10. Agriturismo La Sovana

Sarteano

Karen

$231 nightly

$259 total

Sep 30 - Oct 1

Total with taxes and fees

A couple in a hot spring with a large rock formation in the background.

A person in a white robe standing in a bamboo garden.

A hotel with a large building, a pool, and a landscaped garden.

A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

11. ADLER Thermae

San Quirico d'Orcia

Nataliya

$834 nightly

$923 total

Sep 30 - Oct 1

Total with taxes and fees

A rooftop terrace with outdoor seating and a scenic view of the countryside.

A bar area with wooden bar counters and stools.

An aerial view of a villa surrounded by dense forest, with a swimming pool and a red-roofed structure nearby.

A stone building with a covered outdoor seating area and a well-lit entrance.

12. La Torre ai Mari

Sarteano

tamika

$116 nightly

$133 total

Sep 10 - Sep 11

Total with taxes and fees

An indoor swimming pool with a central circular platform, large columns, and a stone wall.

A modern interior with a stone wall, a staircase, and a seating area.

A balcony with a view of a lush landscape, including trees and distant hills.

A modern hotel lobby with a stone wall, a seating area, and a glass partition.

13. Albergo San Biagio

Montepulciano

Emma

$80 nightly

$93 total

Sep 13 - Sep 14

Total with taxes and fees

An indoor swimming pool with a curved design, surrounded by lounge chairs and a modern ceiling with recessed lighting.

A revolving door entrance to a hotel with a marble floor and a sign reading "Hotel Villa Riocci."

A spa room with two wooden tubs, a curved bench, and a door leading to another room.

A chef preparing food in a kitchen with stainless steel appliances and white tiled walls.

14. Hotel Villa Ricci

Chianciano Terme

Amber

$66 nightly

$77 total

Oct 9 - Oct 10

Total with taxes and fees

A table set for dining with a scenic view of rolling hills and distant mountains.

A courtyard with brick buildings, a column, and potted plants.

A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

15. Castello di Leonina Relais

Asciano

Mariela

$179 nightly

$204 total

Oct 4 - Oct 5

Total with taxes and fees

A breakfast setup with a variety of food items and a coffee machine.

A bar area with a variety of liquor bottles, a chalkboard menu, and hanging light fixtures.

A clear swimming pool with lounge chairs and a pergola.

A bedroom with a bed, bedside table with a lamp, a chair, and a radiator.

16. AgriHotel Villa Ambra

Montepulciano

Lord Daniel

$88 nightly

$102 total

Oct 5 - Oct 6

Total with taxes and fees

A historic building with a stone facade, a gated entrance, and a sign indicating 'Hotel D'Or.'

A courtyard with a stone building, a potted plant, and a sign indicating a hotel.

A hotel dining area with multiple seating options, a buffet with various food items, and a television mounted on the wall.

A staircase with a black metal handrail, a wooden door, and a sign above the door.

17. Hotel Duomo

Orvieto

Victoria

$118 nightly

$135 total

Sep 13 - Sep 14

Total with taxes and fees

A poolside area with lounge chairs and umbrellas, overlooking a green landscape.

A rustic stone building with a tractor parked in front.

A dining area with a brick column, a wooden ceiling, a table with chairs, and a potted plant.

A four-poster bed with a wooden frame, a white mattress, and blue bedding. There is a small bedside table with a lamp, a hanging macrame plant, and a brick wall.

18. Casa M Vineyard

Chianciano Terme

Nadav

$161 nightly

$180 total

Sep 30 - Oct 1

Total with taxes and fees

A terrace with two sun loungers, a metal railing, and a view of a town with buildings and trees.

A hotel room with a bed, a chair, a desk, and a painting on the wall.

A modern hotel lobby with a seating area, a reception desk, and a dining space.

A hallway with a red fire alarm, a door, and a window at the end.

19. Santa Caterina Hotel & Bike

Chianciano Terme

Skippy

$69 nightly

$79 total

Sep 20 - Sep 21

Total with taxes and fees

A serene outdoor pool area with a view of rolling hills and a sunset sky.

A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.

20. Relais Val d'Orcia

Pienza

Justine

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Top Castiglioncello del Trinoro Hotel Reviews

Nuovo Etruria Resort

10/10 Excellent

"Great hotel near the town."

Drogheria & Locanda Franci

10/10 Excellent

"Charming property with amazing rooms. Great A/C. Bathroom was gorgeous. Loved the location. Free table service breakfast every morning - full menu. Perfect and would stay again!"

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Everything was incredible, I can't wait to plan our next trip"

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent

"Nice clean stay. Staff excellent"

Villa Tiberini Wine Relais

10/10 Excellent

"A beautiful location to stay for days it's equipped with everything you need. The rooms are beautiful and we have never had a better bed then this one. You will sleep like a baby the location is so peaceful. Make sure you hit all the hidden gems in the area"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

L'Orto delle Terme

10/10 Excellent

"Great hotel in a beautiful area - rooms could use some upgrade but great thermal spa"

Palazzuolo

10/10 Excellent

"Slight problem on check in. I'd booked a triple room with balcony as we thought we'd have a bit more space also my husband and I like separate beds. We were given our key and found a double bed in a double room. Went back to reception and the explanation was a bit odd. Lots of ' but there are are only 2 of you' went on and no amount of me explaing would pacify them. I just kept getting told there was only 2 of us. Eventually after a very long journey we were tired so I gave in with promise of twin beds would be available the next morning. Still not sure that I got what id paid for. The room had a superb view and a very small balcony but it had sun all day. The view was amazing. Perfect view of the city of Montecattini. True Tuscan scenary and absolutely stunning sunsets. Bathroom a bit small but it was clean and had a walk in shower. Beds very comfortable with nice pillows."

More cheap stays in Castiglioncello del Trinoro

Albergo Le Macinaie

Loc. Prato Le Macinaie Castel del Piano GR

$43 nightly

$50 total

Sep 20 - Sep 21

Total with taxes and fees

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

$116 nightly

$133 total

Sep 13 - Sep 14

Total with taxes and fees

9.4/10 Exceptional! (211 reviews)

Locanda Granducato

località paccianese 48 Chiusi SI

$142 nightly

$159 total

Sep 10 - Sep 11

Total with taxes and fees

7/10 Good! (2 reviews)

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI

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8.6/10 Excellent! (44 reviews)

Amiata Suite

Via Trieste 10 Abbadia San Salvatore SI

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Hotel Sangallo

Via Dei Fiori 30 Montepulciano SI

Get rates

8/10 Very Good! (59 reviews)

Hotels in Castiglioncello del Trinoro with star-rating

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 borgo itself, specifically at the country resort that occupies most of the village.This hilltop village offers a secluded and peaceful experience, featuring breathtaking views of the Val d'Orcia countryside. The resort has meticulously restored the historic buildings, providing a luxurious stay with amenities like a heated infinity pool overlooking the hills, a fine dining restaurant, and a cooking school. It's an ideal choice for couples seeking a romantic and tranquil escape.For travelers who appreciate exclusivity and personalized service, the resort provides a dedicated concierge team to arrange activities such as wine tastings, truffle hunting, or guided tours of nearby towns like Pienza and Montepulciano.

When is the best time to go to Castiglioncello Del Trinoro?

The best time to visit Castiglioncello Del Trinoro is during the shoulder seasons of April to June and September to October. These months offer pleasant weather and fewer crowds, providing a more relaxed and enjoyable experience.For couples seeking a romantic getaway, late spring (May-June) is ideal. The Tuscan countryside is in full bloom, offering picturesque landscapes great for scenic drives and leisurely walks. Temperatures are mild, making outdoor dining and exploring the nearby hill towns very comfortable.Solo travelers who appreciate a tranquil and reflective experience might prefer early autumn (September-October). The grape harvest is underway, and the cooler temperatures are great for hiking or cycling through the vineyards.

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 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 $50 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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Find hotels in Castiglioncello del Trinoro from $50

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Castiglioncello del Trinoro

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Castiglioncello del Trinoro hotels

1. Precise Tale Poggio Alla Sala

2. Monastero di Cortona Hotel & Spa

3. Nuovo Etruria Resort

4. Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World

5. Fonteverde Thermal Spa Resort Tuscany

6. Hotel Corsignano

7. Villa di Piazzano - Small Luxury Hotel of the World

8. Grand Hotel Admiral Palace

9. Castello di Velona Resort Thermal SPA & Winery

10. Agriturismo La Sovana

11. ADLER Thermae

12. La Torre ai Mari

13. Albergo San Biagio

14. Hotel Villa Ricci

15. Castello di Leonina Relais

16. AgriHotel Villa Ambra

17. Hotel Duomo

18. Casa M Vineyard

19. Santa Caterina Hotel & Bike

20. Relais Val d'Orcia

Top Castiglioncello del Trinoro Hotel Reviews

Nuovo Etruria Resort

Drogheria & Locanda Franci

Castello di Velona Resort Thermal SPA & Winery

Relais Villa Grazianella - UNA Esperienze

Fonteverde Thermal Spa Resort Tuscany

Villa Tiberini Wine Relais

Precise Tale Poggio Alla Sala

L'Orto delle Terme

Palazzuolo

More cheap stays in Castiglioncello del Trinoro

Albergo Le Macinaie

Hotel La Terrazza di Montepulciano

Locanda Granducato

La Locanda di Casalmustia

Amiata Suite

Hotel Sangallo

Hotels in Castiglioncello del Trinoro with star-rating

Frequently asked questions

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