Castiglione d'Orcia Vacations from $1,148

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Your Castiglione dOrcia Vacation

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 vacation 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 vacation is a couple of clicks away with Expedia.

The Latest Castiglione d'Orcia vacation packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
Price was $1,392, price is now $1,148 per person
$1,148
per person
Dec 6 - Dec 13
found 3 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (622 reviews)
It is an excellent place to stay - closer to the train station-10 minutes. Kept very clean and nice size of room Breakfast was great Very helpful staff.

Reviewed on Oct 16, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was $3,230, price is now $2,389 per person
$2,389
per person
Dec 26 - Jan 1
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,641, price is now $1,253 per person
$1,253
per person
Nov 18 - Nov 24
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Even having arrived very early our room was immediately available. All staff were very helpful. Our room was immaculately clean. The breakfast staff were outstanding very friendly and very hospitable. The highlight though was the spa facility - out of this world. Highly recommend The Moon Boutique.

Reviewed on Oct 16, 2026

The Hoxton, Florence

The Hoxton, Florence

4 out of 5
Historic Centre of Florence
Price was $1,513, price is now $1,156 per person
$1,156
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (358 reviews)

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was $2,892, price is now $2,236 per person
$2,236
per person
Jan 2 - Jan 6
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
9.8/10 Exceptional! (485 reviews)

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Stay near popular Castiglione d'Orcia attractions

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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What to do in Castiglione d'Orcia

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

$125
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

$52
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Montepulciano: Artisan Heroic Wine Tasting at the Terrace

Montepulciano: Artisan Heroic Wine Tasting at the Terrace

$46
per adult
Montepulciano: Artisan Heroic Wine Tasting at the Terrace
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Castiglione d'Orcia Hotel Deals

Rocca d'Orcia Suites and Villas

Rocca d'Orcia Suites and Villas

Piazzale Aleardo Monaci 13 Castiglione d'Orcia SI
$145 nightly
The price is $164 total per night from Oct 19 to Oct 20
$164 total
Oct 19 - Oct 20
Total with taxes and fees
7.8/10 Good! (10 reviews)
"Staff members were extremely helpful and accommodating. Location and surroundings are peaceful, beautiful and majestic."

Reviewed on Sep 27, 2026

Rocca d'Orcia Suites and Villas
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

5 out of 5
Via della Follonata Manciano GR
$489 nightly
The price is $541 total per night from Nov 16 to Nov 17
$541 total
Nov 16 - Nov 17
Total with taxes and fees
9.4/10 Exceptional! (521 reviews)
"It was a great stay, the only criticism is that the food was not as good as expected in neither of the restaurants on property."

Reviewed on Oct 15, 2026

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
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Precise Tale Poggio Alla Sala
See all 4,797 properties in Castiglione d'Orcia
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.

Find the Best Castiglione d'Orcia Vacation Packages

Castiglione dOrcia Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
620
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Pienza Cathedral, Castello Banfi and Terme di Montepulciano Spa

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Frequently asked questions

How much does a Castiglione d'Orcia vacation package cost?
Offering excellent value package deals from $1,148 on Expedia, you'll be surprised at how little a vacation to Castiglione d'Orcia costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Castiglione d'Orcia?
If you'd like to book a cheap Castiglione d'Orcia vacation package, consider planning a trip in August, September and November. You'll generally find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Castiglione d'Orcia?
Generally, a handful of days is enough to check out the major sights during your Castiglione d'Orcia vacation. But if you prefer to have some time to relax or take day trips, think about extending your itinerary.
How to find the best Castiglione d'Orcia package deals?
Start your search for a Castiglione d'Orcia package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Castiglione d'Orcia package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Castiglione d'Orcia adventure underway.
Is it cheaper to book a Castiglione d'Orcia vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can customize your Castiglione d'Orcia getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Castiglione d'Orcia?
If you've got your Castiglione d'Orcia travel dates locked in, book early to snap up some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Castiglione d'Orcia?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Castiglione d'Orcia.
  2. Budget wisely: In addition to the price of your hotel, you should consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Castiglione d'Orcia.
  3. Use our trip planning tool to explore Castiglione d'Orcia: Research every aspect of your trip to Castiglione d'Orcia with this handy planner. Invite family or friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Determine how many days away: Start by compiling a list of the attractions you want to get to in Castiglione d'Orcia. Then, estimate how long you'll need for each, including any travel time.
  5. Combine your accommodations and airfare: Once you've nailed down your dates and duration, book the ideal Castiglione d'Orcia vacation package for you.
  6. Book activities and experiences in advance: Whether it's a ticket to a major attraction or a day trip, you won't have to worry about missing out on Castiglione d'Orcia's best offerings. Find all the fun things to do in Castiglione d'Orcia with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Castiglione d'Orcia vacation packages?
Set off on your perfect trip to Castiglione d'Orcia with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up cheap deals before they sell out.

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