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Oct 7 - Oct 8
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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 interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.
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

Precise Tale Poggio Alla Sala
Montepulciano
United States
Elizabeth
$456 nightly
$509 total
Oct 11 - Oct 12
Total with taxes and fees
Precise Tale Poggio Alla Sala
A terrace with sun loungers, stone walls, and potted plants.
A narrow hallway with a stone wall and a clock.
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.

2. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
MICHELLE
$248 nightly
$282 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 dining table set with plates, glasses, and cutlery, overlooking a scenic landscape with hills and trees.
A spa area with a central hot tub, stone walls, and white lanterns.
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
United States
Rossitza
$463 nightly
$512 total
Nov 4 - Nov 5
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 building with multiple balconies, outdoor seating with umbrellas, and a paved walkway.
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
$301 nightly
$336 total
Nov 2 - Nov 3
Total with taxes and fees
Fonteverde Thermal Spa Resort Tuscany
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.
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.
A kitchen with white cabinetry, a central island with a sink, and a dining area with two wooden chairs.

5. Nuovo Etruria Resort

Nuovo Etruria Resort
Montepulciano
United Kingdom
Stuart
$113 nightly
$129 total
Oct 11 - Oct 12
Total with taxes and fees
Nuovo Etruria Resort
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 room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.
A hotel with a large building, a pool, and a landscaped garden.

6. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
United States
Nataliya
$839 nightly
$929 total
Oct 18 - Oct 19
Total with taxes and fees
ADLER Thermae
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.
A large estate with a swimming pool, surrounded by lush greenery and hills.
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

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
lynda
$621 nightly
$692 total
Oct 29 - Oct 30
Total with taxes and fees
Villa di Piazzano - Small Luxury Hotel of the World
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.

8. Hotel Corsignano

Hotel Corsignano
Pienza
United States
steve
$144 nightly
$165 total
Nov 4 - Nov 5
Total with taxes and fees
Hotel Corsignano
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 terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

9. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
$596 nightly
$667 total
Nov 3 - Nov 4
Total with taxes and fees
Castello di Velona Resort Thermal SPA & Winery
A covered outdoor bar area with white bar stools, a variety of bottles, and a fruit display.
A multi-story hotel with a central courtyard, large windows, and outdoor seating areas.
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.

10. Grand Hotel Admiral Palace

Grand Hotel Admiral Palace
Chianciano Terme
United States
Norma
$127 nightly
$144 total
Nov 5 - Nov 6
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 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.
A table set for a meal with clear glassware, a folded napkin, and a small vase with yellow flowers.

11. Agriturismo La Sovana

Agriturismo La Sovana
Sarteano
Canada
Tanya
Agriturismo La Sovana
Terrace/patio
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.
A serene outdoor pool area with a view of rolling hills and a sunset sky.

12. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
United States
Justine
$268 nightly
$300 total
Oct 25 - Oct 26
Total with taxes and fees
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 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.

13. Hotel Villa Ricci

Hotel Villa Ricci
Chianciano Terme
United States
Amber
$65 nightly
$76 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Villa Ricci
An indoor swimming pool with a central circular platform, large columns, and a stone wall.
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.
A modern interior with a stone wall, a staircase, and a seating area.

14. Albergo San Biagio

Albergo San Biagio
Montepulciano
United States
Eyal
$55 nightly
$65 total
Nov 2 - Nov 3
Total with taxes and fees
Albergo San Biagio
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A balcony with a view of a green landscape and a body of water.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.

15. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
Canada
Jackeline
$140 nightly
$157 total
Nov 6 - Nov 7
Total with taxes and fees
Borgo Sant'Ambrogio Resort
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.
An aerial view of a villa surrounded by dense forest, with a swimming pool and a red-roofed structure nearby.
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
La Torre ai Mari
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

17. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Carole
$1,716 nightly
$1,899 total
Oct 10 - Oct 11
Total with taxes and fees
Castiglion del Bosco, A Rosewood Hotel
A breakfast setup with a variety of food items and a coffee machine.
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.
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
ROZITA
$73 nightly
$85 total
Oct 18 - Oct 19
Total with taxes and fees
AgriHotel Villa Ambra
A historic building with a stone facade, a gated entrance, and a sign indicating 'Hotel D'Or.'
A staircase with a black metal handrail, a wooden door, and a sign above the door.
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.

19. Hotel Duomo

Hotel Duomo
Orvieto
United States
Tom
$106 nightly
$122 total
Nov 6 - Nov 7
Total with taxes and fees
Hotel Duomo
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 modern hotel lobby with a seating area, a reception desk, and a dining space.
A hotel room with a bed, a chair, a desk, and a painting on the wall.

20. Santa Caterina Hotel & Bike

Santa Caterina Hotel & Bike
Chianciano Terme
Canada
Eric
$72 nightly
$83 total
Oct 12 - Oct 13
Total with taxes and fees
Santa Caterina Hotel & Bike
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Top Castiglioncello del Trinoro Hotel Reviews

Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World

10/10 Excellent
"Such a beautiful location and very helpful staff. The hotel and winery were amazing!"
Frank 2-night trip
Posted 2 days ago
Mastrojanni Relais - Small Luxury Hotels of the World
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"I highly recommend this place Nice place with high trained staff Very clean rooms"
Bahram Ron 3-night trip
Posted 3 days ago
Relais Villa Grazianella - UNA Esperienze
Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Beautiful pool with view. Friendly staff members. Town is walkable but there is also a bus stop nearby that does the uphill drive to the top of town. Maybe not the most suitable for those who have proper mobility concerns for getting into town, but for everyone else the location is great"
Stuart 2-night trip
Posted 3 days ago
Nuovo Etruria Resort
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

8/10 Good
"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"
Sunil 4-night trip
Posted 4 days ago
Casanova - Panoramic Rooms and Suites
Relais Cloister Pienza

Relais Cloister Pienza

10/10 Excellent
"Just a fantastic place in the most beautiful setting. Medieval historical ambiance with a modern vibe. Pool area - perfect. Breakfast - perfect. Dinner - perfect. Views - incredible! Location - the best in town!"
Karen 1-night trip
Posted 4 days ago
Relais Cloister Pienza
Palazzo Brandano

Palazzo Brandano

10/10 Excellent
"Bello lugar, bella vista panoramica. Hay que trasladarse para comer a pueblos vecinos próximos."
Barbara 1-night trip
Posted 6 days ago
Palazzo Brandano
Palazzuolo

Palazzuolo

10/10 Excellent
"Excellent room, good location, the staff is very gentle, the breakfast is good"
Nami 2-night trip
Posted 8 days ago
Palazzuolo
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 10 days ago
Hotel Villa Ricci
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 10 days ago
Castello di Velona Resort Thermal SPA & Winery

More cheap stays in Castiglioncello del Trinoro

Albergo Le Macinaie

Albergo Le Macinaie

Loc. Prato Le Macinaie Castel del Piano GR
$42 nightly
$48 total
Oct 13 - Oct 14
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
$112 nightly
$128 total
Oct 23 - Oct 24
Total with taxes and fees
9.4/10 Exceptional! (213 reviews)
Hotel La Terrazza di Montepulciano
Locanda Granducato

Locanda Granducato

località paccianese 48 Chiusi SI
$126 nightly
$141 total
Oct 19 - Oct 20
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 $48 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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