Castiglione d'Orcia Vacations from $823

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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.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 26 - Sep 29
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun 6, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 25 - Oct 1
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Wonderful location, near Duomo. We had two rooms- both well appointed.staff was kind and helpful- made dinner reservations for us.

Reviewed on Jul 5, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 12 - Sep 17
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Our group of three made it though challenging to find initially as located halfway down an alley. But once found the check in was easy and friendly. The room size was ok and great air conditioning. The only down side was the wifi which never came up during our 2 day stay. The elevator did go out but came back on just before check out. Friendly staff was another positive.

Reviewed on Jul 3, 2025

Tenuta di Artimino Member of Meliá Collection

Tenuta di Artimino Member of Meliá Collection

4 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 17
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Florence (FLR)
9.4/10 Exceptional! (116 reviews)
One of the most amazing hotels I’ve ever stayed.

Reviewed on Jun 23, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 20 - Sep 24
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (225 reviews)
It was a beautiful property. For the price the quality of the breakfast could have been better, and we asked for a bag to be mailed and they wouldn’t do it because it was a Sunday. We had hoped to not have to bring it on the train again. Overall, however, the staff was great and the property is beautiful and conveniently located.

Reviewed on May 25, 2025

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

These Amazing hot springs in bangi san filippo go on for ages, with pools all the way to the top. It's like having a Jacuzzi at the top of a waterfall

Baths of San Filippo

5/5(4 reviews)

You can take time to visit Baths of San Filippo during your travels to Bagni San Filippo. Visit the area's spas, or simply enjoy its wineries.

Baths of San Filippo

Fortress of Tentennano

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

Fortress of Tentennano

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

$131
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

$264
per adult
100% of travellers recommend
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Bottaia

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

$38
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
See all activities in Castiglione d'Orcia

Castiglione d'Orcia Hotel Deals

Hotel Osteria Dell Orcia
Hotel Osteria Dell Orcia
4 out of 5
Podere Osteria 15, località Bagno Vignoni, Castiglione d'Orcia, SI
$267 nightly
The price is $301 total per night from Aug 1 to Aug 2
$301 total
Aug 1 - Aug 2
Total includes taxes and fees
9.4/10 Exceptional! (46 reviews)
"Amazing personnel always taking great care of you, the place is 20 min. Drive from Montalcino, has well maintained pool, breakfast very good, laundry available and restaurant in site. Self-parking area. Great location if you want to disconnect and enjoy breathtaking views of the Tuscany area."

Reviewed on May 27, 2025

Hotel Osteria Dell Orcia
Rocca d'Orcia Suites and Villas
Rocca d'Orcia Suites and Villas
Piazzale Aleardo Monaci 13, Castiglione d'Orcia, SI
$135 nightly
The price is $153 total per night from Jul 7 to Jul 8
$153 total
Jul 7 - Jul 8
Total includes taxes and fees
5/10 (2 reviews)
"Fantastic views, great outdoor space and superb service. Only negative was a very small shower in a large bathroom, why?"

Reviewed on May 29, 2025

Rocca d'Orcia Suites and Villas
Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
$437 nightly
The price is $488 total per night from Aug 4 to Aug 5
$488 total
Aug 4 - Aug 5
Total includes taxes and fees
9.2/10 Wonderful! (96 reviews)
"Beautiful property. Excellent staff. Everyone was professional and friendly."

Reviewed on Jun 29, 2025

Precise Tale Poggio Alla Sala
See all 4,852 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 $823 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.