Castiglione d'Orcia Vacations from $649

Book a Hotel + Flight or Car together to unlock savings

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.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $968, price is now $649 per person
$649
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Breakfast was good. Staff super friendly. Overall the expected quality for the paid price.

Reviewed on Nov 20, 2025

Art Atelier

Art Atelier

4 out of 5
Historic Centre of Florence
Price was $1,643, price is now $1,156 per person
$1,156
per person
Jan 14 - Jan 20
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
We loved how close everything is! The staff were quick to accommodate our needs and the complimentary breakfast was a nice addition to jumpstart our day.

Reviewed on Dec 4, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $908, price is now $664 per person
$664
per person
Jan 8 - Jan 12
found 5 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
Close to train station and everything you need.

Reviewed on Nov 21, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,847, price is now $2,097 per person
$2,097
per person
Jan 14 - Jan 20
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.

Reviewed on Jun 29, 2025

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,817, price is now $1,343 per person
$1,343
per person
Jan 16 - Jan 20
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (593 reviews)
Excellent location! Truly a 5 star hotel ! Great service, breakfast, and service . Bedrooms were clean! Bathrooms were excellent!

Reviewed on Nov 19, 2025

Don't see what you're looking for?
See all available trips from Columbus to Castiglione d'Orcia
View all trips

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

$103
per adult
100% 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
Olive Oil Tours and Tasting at Frantoio di Montalcino

Olive Oil Tours and Tasting at Frantoio di Montalcino

$58
per adult
Olive Oil Tours and Tasting at Frantoio di Montalcino
See all activities in Castiglione d'Orcia

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
$131 nightly
The price is $149 total per night from Dec 12 to Dec 13
$149 total
Dec 12 - Dec 13
Total with taxes and fees
7.2/10 Good! (7 reviews)
The staff was very accommodating, beautiful property and area.

Reviewed on Oct 27, 2025

Rocca d'Orcia Suites and Villas
Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia

4 out of 5
Podere Osteria 15 Castiglione d'Orcia SI
$262 nightly
The price is $295 total per night from Dec 27 to Dec 28
$295 total
Dec 27 - Dec 28
Total with 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
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
Fully refundableReserve now, pay when you stay
$375 nightly
The price is $416 total per night from Dec 17 to Dec 18
$416 total
Dec 17 - Dec 18
Total with taxes and fees
9.2/10 Wonderful! (449 reviews)
Staff went out of their way to accommodate our requests. Place is magnificent

Reviewed on Nov 29, 2025

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
See all 4,783 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Castiglione d'Orcia vacation package cost?
Offering excellent value package deals from $649 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.

Explore a world of travel with Expedia

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