Castiglione d'Orcia Vacations from $620

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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.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $912, price is now $620 per person
$620
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,008 reviews)
Perfect accommodation.

Reviewed on Oct 2, 2025

The Club House

The Club House

5 out of 5
Price was $1,288, price is now $957 per person
$957
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (4 reviews)
We LOVED staying at The Clubhouse. The service was attentive, the facility was well kept. It felt like we were staying at a friends house but with AMAZING service. We would love to stay here again in the future. Thank you to all of the staff for making such a special experience for us.

Reviewed on Oct 1, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,696, price is now $1,163 per person
$1,163
per person
Nov 4 - Nov 8
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (477 reviews)
Everything was perfect

Reviewed on Oct 1, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $2,578, price is now $1,818 per person
$1,818
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (461 reviews)
The hotel is very beautiful, and the surrounding environment is also excellent.

Reviewed on Sep 26, 2025

Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $3,142, price is now $2,260 per person
$2,260
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (296 reviews)
The hotel was very nice however there was construction below us. Additionally, the restaurant and bar were not open due to renovations.

Reviewed on Mar 5, 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

Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

$53
per adult
Montalcino: Guided Winery Tour and Wine Tasting
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

$105
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

$30
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
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
$138 nightly
The price is $157 total per night from Oct 5 to Oct 6
$157 total
Oct 5 - Oct 6
Total with taxes and fees
6.4/10 (5 reviews)
August Stay
"Amazing location and very accommodating staff! First night was a little too warm in the main hotel for our liking; however, the staff went above and beyond to provide us with an alternative room in a nearby location. The hotel has scenic views from every angle with also much to do nearby."

Reviewed on Aug 19, 2025

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, SP Saturnia, Manciano, GR
Fully refundableReserve now, pay when you stay
$458 nightly
The price is $507 total per night from Oct 14 to Oct 15
$507 total
Oct 14 - Oct 15
Total with taxes and fees
9.2/10 Wonderful! (432 reviews)
"Having the thermal waters within the resort is great! Service was wonderful and the grounds are beautiful! Both restaurants, in the hotel and the one close by were awesome."

Reviewed on Sep 27, 2025

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $135 total per night from Nov 2 to Nov 3
$135 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (54 reviews)
"Great place!"

Reviewed on Sep 28, 2025

Nuovo Etruria Resort
See all 4,846 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.

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 $620 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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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.