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Sep 27 - Sep 28
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Sep 28 - Sep 29
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Oct 2 - Oct 4
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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 spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.

1. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Lisa
$530 nightly
$590 total
Oct 7 - Oct 8
Total with taxes and fees
Precise Tale Poggio Alla Sala
A terrace with sun loungers, stone walls, and potted plants.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
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.

2. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United Kingdom
Alexander
$270 nightly
$306 total
Oct 25 - Oct 26
Total with taxes and fees
Monastero di Cortona Hotel & Spa
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 spacious living room with a grand piano, comfortable seating, and large windows allowing natural light.
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.

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

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
Manciano
Australia
Alessio Giorgio Maria
$422 nightly
$467 total
Oct 27 - Oct 28
Total with taxes and fees
Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
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 modern bedroom with a large bed, a sofa, and two nightstands.
A bar area with a bartender preparing a drink, a well-stocked bar with various bottles, and a television in the background.

4. Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany
San Casciano dei Bagni
United States
Hani
$374 nightly
$416 total
Oct 20 - Oct 21
Total with taxes and fees
Fonteverde Thermal Spa Resort Tuscany
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.
A hallway with a checkered floor, arched windows, and a chandelier.

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

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United Kingdom
Rushab
$643 nightly
$716 total
Oct 14 - Oct 15
Total with taxes and fees
Villa di Piazzano - Small Luxury Hotel of the World
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 kitchen with white cabinetry, a central island with a sink, and a dining area with two wooden chairs.
A two-story building with a stone facade, arched windows, and a balcony.

6. Nuovo Etruria Resort

Nuovo Etruria Resort
Montepulciano
United States
Robert
$110 nightly
$125 total
Sep 30 - Oct 1
Total with taxes and fees
Nuovo Etruria Resort
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.

7. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
$726 nightly
$810 total
Oct 25 - Oct 26
Total with taxes and fees
Castello di Velona Resort Thermal SPA & Winery
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 restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.

8. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
United States
Nataliya
$849 nightly
$940 total
Oct 19 - Oct 20
Total with taxes and fees
ADLER Thermae
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.

9. Hotel Corsignano

Hotel Corsignano
Pienza
United States
Elizabeth
$193 nightly
$219 total
Oct 19 - Oct 20
Total with taxes and fees
Hotel Corsignano
A covered outdoor bar area with white bar stools, a variety of bottles, and a fruit display.
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.
A hotel room with a bed, a bedside table with a bottle of champagne, two glasses of champagne, a fruit bowl, and a candle.

10. Grand Hotel Admiral Palace

Grand Hotel Admiral Palace
Chianciano Terme
United States
Norma
$120 nightly
$137 total
Oct 21 - Oct 22
Total with taxes and fees
Grand Hotel Admiral Palace
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 cozy interior with a stone archway, a dining area with a table and chairs, and a view through a window.

11. Agriturismo La Sovana

Agriturismo La Sovana
Sarteano
United States
Karen
Agriturismo La Sovana
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

12. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Jaime
$2,106 nightly
$2,328 total
Oct 18 - Oct 19
Total with taxes and fees
Castiglion del Bosco, A Rosewood Hotel
A serene outdoor pool area with a view of rolling hills and a sunset sky.
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

13. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
United States
Justine
Relais Val d'Orcia
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 rooftop lounge with multiple sun loungers and a clear view of the landscape.
A chef preparing food in a kitchen with stainless steel appliances and white tiled walls.

14. Hotel Villa Ricci

Hotel Villa Ricci
Chianciano Terme
United States
Amber
$59 nightly
$68 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Villa Ricci
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 modern interior with a stone wall, a staircase, and a seating area.
A view from a window overlooking a landscape with a small building and hills.

15. Albergo San Biagio

Albergo San Biagio
Montepulciano
Canada
Emma
$70 nightly
$81 total
Sep 29 - Sep 30
Total with taxes and fees
Albergo San Biagio
A rooftop terrace with outdoor seating and a scenic view of the countryside.
A stone building with a covered outdoor seating area and a well-lit entrance.
A bar area with wooden bar counters and stools.
A stone-walled bar area with wine bottles displayed on shelves and a wine rack.

16. La Torre ai Mari

La Torre ai Mari
Sarteano
United States
Amit
$114 nightly
$130 total
Sep 28 - Sep 29
Total with taxes and fees
La Torre ai Mari
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 reception desk with a wooden finish, a vase with flowers, and a painting of a person on the wall.
A hotel dining area with multiple seating options, a buffet with various food items, and a television mounted on the wall.

17. Hotel Duomo

Hotel Duomo
Orvieto
United States
Warren
$168 nightly
$190 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Duomo
A breakfast setup with a variety of food items and a coffee machine.
A bedroom with a bed, bedside table with a lamp, a chair, and a radiator.
A bar area with a variety of liquor bottles, a chalkboard menu, and hanging light fixtures.
A café with a bar area, a coffee machine, and a view of the outside.

18. AgriHotel Villa Ambra

AgriHotel Villa Ambra
Montepulciano
United States
Lord Daniel
$70 nightly
$81 total
Oct 27 - Oct 28
Total with taxes and fees
AgriHotel Villa Ambra
A poolside area with lounge chairs and umbrellas, overlooking a green landscape.
A rustic stone building with a tractor parked in front.
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.
A dining area with a brick column, a wooden ceiling, a table with chairs, and a potted plant.

19. Casa M Vineyard

Casa M Vineyard
Chianciano Terme
United States
Nicole
$123 nightly
$138 total
Oct 23 - Oct 24
Total with taxes and fees
Casa M Vineyard
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A balcony with a view of a green landscape and a body of water.
A restaurant with brick arches, white tablecloths, and floral centerpieces.

20. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
Canada
Jackeline
$181 nightly
$202 total
Oct 18 - Oct 19
Total with taxes and fees
Borgo Sant'Ambrogio Resort
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Top Castiglioncello del Trinoro Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"In addition to the property being absolutely beautiful, the"
Michele 3-night trip
Posted 10 hours ago
Relais Villa Grazianella - UNA Esperienze
Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"This place was spectacular. Luca and Nunzia became like family. Their staff was always helpful. The property is gorgeous!!! We also did the wine tasting lunch and that was one of pur favorite activities of a 5 week trip."
Kristine 7-night trip
Posted 13 hours ago
Villa Tiberini Wine Relais
L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"Tout etait parfais. Chambre propre, staff accueillants et disponible au besoin. Petit déjeuner tres bon avec beaucoup de choix de qualité. Location et vue incroyable. Paysage a couper le souffle."
elise 2-night trip
Posted 19 hours ago
L'Orto delle Terme
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Great location, nice vineyards right out the door, lots of great restaurants nearby."
Lisa 2-night trip
Posted 1 day ago
Precise Tale Poggio Alla Sala
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

10/10 Excellent
"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."
Zoltan 5-night trip
Posted 2 days ago
Casanova - Panoramic Rooms and Suites
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 3 days ago
Hotel Corsignano
Corte Francigena - Apartments

Corte Francigena - Apartments

10/10 Excellent
"The unit is very clean, awesome breakfast, beautiful view"
Ivan 1-night trip
Posted 3 days ago
Corte Francigena - Apartments
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
Melanie 2-night trip
Posted 4 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

10/10 Excellent
"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"
Enzo 2-night trip
Posted 7 days ago
Hotel Panoramic Montepulciano

More cheap stays in Castiglioncello del Trinoro

Albergo Le Macinaie

Albergo Le Macinaie

Loc. Prato Le Macinaie Castel del Piano GR
$42 nightly
$49 total
Sep 28 - Sep 29
Total with taxes and fees
Albergo Le Macinaie
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$114 nightly
$130 total
Sep 28 - Sep 29
Total with taxes and fees
9.4/10 Exceptional! (211 reviews)
Hotel La Terrazza di Montepulciano
Locanda Granducato

Locanda Granducato

località paccianese 48 Chiusi SI
$130 nightly
$145 total
Sep 29 - Sep 30
Total with taxes and fees
7/10 Good! (2 reviews)
Locanda Granducato
La Locanda di Casalmustia

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI
Get rates
8.6/10 Excellent! (44 reviews)
La Locanda di Casalmustia
Amiata Suite

Amiata Suite

Via Trieste 10 Abbadia San Salvatore SI
Get ratesAmiata Suite
Hotel Sangallo

Hotel Sangallo

Via Dei Fiori 30 Montepulciano SI
Get rates
8/10 Very Good! (59 reviews)
Hotel Sangallo

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 $49 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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