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

Go beyond your typical stay in Castiglioncello del Trinoro

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

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

1. Precise Tale Poggio Alla Sala

Montepulciano

Wilbert

$593 nightly

$660 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 spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A narrow hallway with a stone wall and a clock.

2. Monastero di Cortona Hotel & Spa

Cortona Old Town

Daniele

$354 nightly

$399 total

Aug 30 - Aug 31

Total with taxes and fees

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

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

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

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

3. Nuovo Etruria Resort

Montepulciano

Jennifer

$113 nightly

$129 total

Sep 15 - Sep 16

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 modern living room with a fireplace, two sofas, a coffee table, and decorative pillows.

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

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

Manciano

Minerva

$391 nightly

$434 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 modern bedroom with a large bed, a sofa, and two nightstands.

5. Fonteverde Thermal Spa Resort Tuscany

San Casciano dei Bagni

Hani

$373 nightly

$415 total

Aug 30 - Aug 31

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

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

6. Hotel Corsignano

Pienza

Rene

$196 nightly

$223 total

Aug 30 - Aug 31

Total with taxes and fees

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

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

A large estate with a swimming pool, surrounded by lush greenery and hills.

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

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

Cortona

Yan Bo

$704 nightly

$784 total

Sep 8 - Sep 9

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 outdoor bar area with a wooden ceiling, various bottles, glasses, and a buffet with fruits and vegetables.

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

8. Grand Hotel Admiral Palace

Chianciano Terme

Norma

$96 nightly

$111 total

Sep 18 - Sep 19

Total with taxes and fees

A stone building with a pool overlooking a mountainous landscape.

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

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

A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.

9. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Amy

$694 nightly

$775 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 garden pathway leading to a building with ivy-covered walls and outdoor seating areas.

A cozy interior with a stone archway, a dining area with a table and chairs, and a view through a window.

10. Agriturismo La Sovana

Sarteano

Karen

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

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.

A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.

11. ADLER Thermae

San Quirico d'Orcia

Nataliya

$836 nightly

$926 total

Sep 27 - Sep 28

Total with taxes and fees

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

A stone-walled bar area with wine bottles displayed on shelves and a wine rack.

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

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

12. La Torre ai Mari

Sarteano

tamika

$116 nightly

$132 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 hotel lobby with a stone wall, a seating area, and a glass partition.

A view from a window overlooking a landscape with a small building and hills.

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

13. Albergo San Biagio

Montepulciano

Emma

$75 nightly

$87 total

Aug 31 - Sep 1

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 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.

A rooftop lounge with multiple sun loungers and a clear view of the landscape.

14. Hotel Villa Ricci

Chianciano Terme

Amber

$73 nightly

$84 total

Sep 24 - Sep 25

Total with taxes and fees

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

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

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

A brick building with a large arched entrance, a metal gate, and a wooden door.

15. Castello di Leonina Relais

Asciano

Mariela

$128 nightly

$148 total

Aug 31 - Sep 1

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 café with a bar area, a coffee machine, and a view of the outside.

16. AgriHotel Villa Ambra

Montepulciano

Lord Daniel

$101 nightly

$116 total

Sep 1 - Sep 2

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

$171 nightly

$193 total

Sep 11 - Sep 12

Total with taxes and fees

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

A stone building with a terrace, a tractor, and a camera on a tripod.

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

A rustic stone building with a tractor parked in front.

18. Casa M Vineyard

Chianciano Terme

Bruce

$142 nightly

$158 total

Aug 31 - Sep 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 hallway with a red fire alarm, a door, and a window at the end.

A spacious lobby with a marble floor, a reception desk, and a staircase leading to upper floors.

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

19. Santa Caterina Hotel & Bike

Chianciano Terme

Skippy

$71 nightly

$82 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 bedroom with a bed, a chair, a desk, and a window with curtains.

20. Relais Val d'Orcia

Pienza

Justine

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Top Castiglioncello del Trinoro Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Unforgetable experience in the middle of wine country in Tuscany. Higly recommended. the view from the property is amazing. Excellent full breakfast and clean rooms. Only minor complain is the air conditioning in a very hot august months."

Hotel Corsignano

10/10 Excellent

"We had an exceptional nice stay. I can highly recommend the Corsignano to anyone. It’s just a couple minutes walking distance from the old town … I will definitely stay here again on my next visit to Pienza"

Drogheria & Locanda Franci

10/10 Excellent

"The property was beautiful. Highlight of the 3 pieces we stayed! Montalcino is as picturesque as we had hoped. Would definitely stay and recommend to anybody again! Great job!"

L'Orto delle Terme

8/10 Good

"Nice hotel and good location"

SI Montalcino Hotel

10/10 Excellent

"Las Muchachas del Fron deck super Amable"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."

Agriturismo La Sovana

10/10 Excellent

"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."

Mastrojanni Relais - Small Luxury Hotels of the World

10/10 Excellent

"Perfect, pristine, could not be any better!"

Hotel Villa Ricci

10/10 Excellent

"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."

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

$132 total

Aug 31 - Sep 1

Total with taxes and fees

9.4/10 Exceptional! (211 reviews)

Locanda Granducato

località paccianese 48 Chiusi SI

$130 nightly

$146 total

Sep 29 - Sep 30

Total with taxes and fees

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI

Get rates

8.6/10 Excellent! (44 reviews)

Amiata Suite

Via Trieste 10 Abbadia San Salvatore SI

Get rates

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

Go beyond your typical stay in Castiglioncello del Trinoro

Check prices for these dates

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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

Relais Villa Grazianella - UNA Esperienze

Hotel Corsignano

Drogheria & Locanda Franci

L'Orto delle Terme

SI Montalcino Hotel

Castello di Velona Resort Thermal SPA & Winery

Agriturismo La Sovana

Mastrojanni Relais - Small Luxury Hotels of the World

Hotel Villa Ricci

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

Explore a world of travel with Expedia