A historic town with stone buildings, a prominent castle on a hill, and snow-capped mountains in the background.

Castiglione d'Orcia Holidays from £196

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  • Your Castiglione dOrcia Holiday

    The rich history and spectacular views are just the beginning of the things Castiglione dOrcia has to offer. Experience the best parts of this city your way with a tailor-made Castiglione dOrcia holiday package. Want to start exploring your surroundings? Pienza Cathedral, Palazzo Piccolomini and Abbazia di SantAntimo are a few of the top places to visit during a trip to Castiglione dOrcia. Don't delay your visit to this destination any longer. The perfect Castiglione dOrcia holiday is a couple of clicks away with Expedia.

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    Discover the most popular places to visit in Castiglione d'Orcia

    Fortress of Tentennano

    You can spend an afternoon browsing the exhibits at Fortress of Tentennano during your trip to Rocca d'Orcia. Discover the area's countryside and spas.

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    Valdorcia Terre Senesi

    You can enjoy a tasting or tour at Valdorcia Terre Senesi during your travels to Castiglione d'Orcia. Discover the area's hot springs and spas.

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    Poggio Grande

    You can enjoy a tasting or tour at Poggio Grande during your travels to Castiglione d'Orcia. Wander the gardens or discover the area's hot springs.

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    What to do in Castiglione d'Orcia

    Montepulciano: Winery Tour and Tasting

    Montepulciano: Winery Tour and Tasting

    £29

    per adult

    100% of travellers recommend

    Tasting Tour in One of The Most Beautiful Cellars in the World

    Tasting Tour in One of The Most Beautiful Cellars in the World

    £28

    per adult

    100% of travellers recommend

    Montalcino: Guided Winery Tour and Wine Tasting

    Montalcino: Guided Winery Tour and Wine Tasting

    £38

    per adult

    0% of travellers recommend

    See all activities in Castiglione d'Orcia

    Castiglione d'Orcia Hotel Deals

    Rocca d'Orcia Suites and Villas

    A terrace with outdoor seating and a view of rolling hills.
    • Address: Piazzale Aleardo Monaci 13, Castiglione d'Orcia, SI, 53023, IT
    • Location: 0.3 mi from Castiglione d'Orcia
    • Guest rating: 8.2/10 (Very good, 12 reviews)
    • Price: £137, includes taxes & fees, 4 Dec - 5 Dec
    • Review: Staff members were extremely helpful and accommodating. Location and surroundings are peaceful, beautiful and majestic.

    Hotel Osteria Dell Orcia

    A building with a paved driveway and a lawn.
    • Address: Podere Osteria 15, Castiglione d'Orcia, SI, 53023, IT
    • Location: 1.4 mi from Castiglione d'Orcia
    • Star rating: 4/5
    • Guest rating: 9.4/10 (Exceptional, 54 reviews)
    • Price: £183, includes taxes & fees, 15 Nov - 16 Nov
    • Review: Beautiful place! Nice food! Wonderful staff!

    Terre di GIORGIO - Agriturismo Villa la Palazzetta

    A swimming pool with a stone fountain, surrounded by a covered patio area with outdoor seating.
    • Address: Strada Provinciale del Monte Amiata, Castiglione d'Orcia, SI, 53023, IT
    • Location: 3.3 mi from Castiglione d'Orcia
    • Guest rating: 9.6/10 (Exceptional, 9 reviews)
    • Price: £89, includes taxes & fees, 22 Nov - 23 Nov
    • Review: Wow what a place! The outside area and terrace are stunning places to relax and enjoy the Tuscan surrounds. Elbio is a fantastic and attentive host and Fernanda’s freshly prepared breakfast and evening dinners are some of the best we’ve had! Can’t recommend this place highly enough, perfect for relaxing and exploring the stunning local towns and regions.

    Locanda In Tuscany

    A rustic interior with exposed brick walls, a stone archway, and wooden furniture.
    • Address: Podere Moro Fiacchi, 13, Castiglione d'Orcia, SI, 53023, IT
    • Location: 4.1 mi from Castiglione d'Orcia
    • Guest rating: 9.8/10 (Exceptional, 28 reviews)
    • Price: £287, includes taxes & fees, 7 Dec - 8 Dec
    • Review: This is a beautiful place to relax and enjoy Tuscany. Thank you!

    L'Orto delle Terme

    A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.
    • Address: Via dei Mulini 18, San Quirico d'Orcia, SI, 53027, IT
    • Location: 1.5 mi from Castiglione d'Orcia
    • Guest rating: 9.6/10 (Exceptional, 69 reviews)
    • Price: £81, includes taxes & fees, 18 Nov - 19 Nov

    Locanda delle Terme

    A room with a grand piano, a fireplace, and a stone wall.
    • Address: Piazza Del Moretto 30, San Quirico d'Orcia, SI, 53027, IT
    • Location: 1.4 mi from Castiglione d'Orcia
    • Star rating: 3/5
    • Guest rating: 9.2/10 (Wonderful, 38 reviews)
    • Price: £90, includes taxes & fees, 15 Nov - 16 Nov

    Albergo Le Terme

    A stone building with a restaurant named "Ristorante Bar Enoteca" by the water.
    • Address: Piazza Delle Sorgenti 13, San Quirico d'Orcia, SI, 53027, IT
    • Location: 1.5 mi from Castiglione d'Orcia
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 87 reviews)
    • Price: £154, includes taxes & fees, 24 Nov - 25 Nov

    Relais Cloister Pienza

    A historic town with a prominent church, a square with a pool, and a well-lit street.
    • Address: Corso il Rossellino 26, Pienza, SI, 53026, IT
    • Location: 5.8 mi from Castiglione d'Orcia
    • Star rating: 4/5
    • Guest rating: 9/10 (Wonderful, 17 reviews)
    • Price: £108, includes taxes & fees, 15 Dec - 16 Dec
    • Review: The view is beautiful the staff is somewhat attentive and one would think that the hotel and its rooms have not been touched since the 1970s. I travel constantly this is the worst hotel room I’ve stayed in, in years…

    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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    Frequently Asked Questions

    How much does a Castiglione dOrcia travel package cost?

    Starting from only £196, a package is your portal to affordable travel. Create your own Castiglione dOrcia trip by choosing from our wide range of flights, hotels and rental cars.

    If I'm not able to travel, can I cancel my Castiglione dOrcia travel package?

    You can. We understand that life happens, so we're happy to help if you have to make changes to your Castiglione dOrcia travel package. You may be able to cancel or amend your itinerary at no cost if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.

    How do I get a cheap travel package to Castiglione d'Orcia?

    Creating your own Castiglione d'Orcia travel package with Expedia is one of the easiest ways to save. We have access to more than 550 air carriers and 1,000,000 hotel options globally. With such an amazing range to choose from, you'll have no worries creating your ideal trip.

    Does Expedia offer Book Now, Pay Later Castiglione d'Orcia holidays?

    Yes, we do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan best suited to your needs during checkout and take away the stress of budgeting for your next trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

    • Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
    • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
    • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.

    Where should I stay in Castiglione dOrcia?

    With loads to discover in Castiglione dOrcia, it'd be convenient for you to book a room in a hotel close to its attractions. Baths of San Filippo, Fortress of Tentennano and Piazza delle Sorgenti are some top ones to put on your to-do list.

    What are the top hotels in Castiglione dOrcia?

    Villa Scacciapensieri Boutique Hotel and Aparthotel Anghel are among the most popular hotels in Castiglione dOrcia. Why not look up the facilities and rates at each and then make a decision?

    How far in advance should I book my Castiglione dOrcia holiday?

    While prices change frequently, we generally suggest booking your holiday as early as possible. Most international fares can be found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still be lucky. Cheap journeys to Castiglione dOrcia sometimes emerge only weeks before departure.

    What does an Expedia Castiglione dOrcia travel package include?

    It all comes down to what type of escape you're thinking about. Castiglione dOrcia holiday deals can include car rentals, hotels and flights. You can mix and match to create the travel package that suits your needs. You can also add on experiences and activities after you've booked to score even bigger discounts.

    What should I know before booking a Castiglione dOrcia travel package?

    Design deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we have them all. You'll save a packet just by bundling your bookings. Whether you're embarking on a ski adventure or sunning yourself on a warm beach, your perfect getaway is only a few clicks away.

    Can I choose my airline with a Castiglione dOrcia Expedia travel package?

    Expedia has access to more than 550 airline partners globally, so you certainly can. Just choose the carrier you want and put together the perfect Castiglione dOrcia trip.

    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.