Castiglione d'Orcia Vacations from $702

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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
Save 100% on your flight
Price was $1,153, price is now $702 per person
$702
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Our stay was lovely, very comfortable, small but good choice of breakfast. Beds were comfy and room was clean when we arrived and cleaned everyday. I would only suggest maybe for a shower curtains as when we had a shower the bathroom floor would be all wet, but easily to clean. And just a note on how to use the phone if we need to call reception but overall the hotel facilities and the staff were brilliant if i could give more then 5 stars i would.

Reviewed on Aug 19, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Price was $19,005, price is now $9,312 per person
$9,312
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on Jul 18, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,343, price is now $723 per person
$723
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug 13, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,644, price is now $1,008 per person
$1,008
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Great location. Few minutes away from train station. Not so quiet. You could hear people from outside even the windows closed. If you are staying for a few days, it’s a great location.

Reviewed on Aug 14, 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
Save 100% on your flight
Price was $3,974, price is now $2,683 per person
$2,683
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
10/10 Exceptional! (2 reviews)
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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

$103
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

$266
per adult
100% of travellers recommend
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

$115
per adult
100% of travellers recommend
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
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
$137 nightly
The price is $156 total per night from Aug 21 to Aug 22
$156 total
Aug 21 - Aug 22
Total includes taxes and fees
4.6/10 (3 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
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
$414 nightly
The price is $455 total per night from Sep 3 to Sep 4
$455 total
Sep 3 - Sep 4
Total includes taxes and fees
9.2/10 Wonderful! (421 reviews)
"Absolutely enjoyed everything about Terme di Saturnia and will be back!"

Reviewed on Aug 4, 2025

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $138 total per night from Sep 14 to Sep 15
$138 total
Sep 14 - Sep 15
Total includes taxes and fees
8.6/10 Excellent! (582 reviews)
"Great experience"

Reviewed on Aug 13, 2025

Hotel Relais II Chiostro di Pienza
See all 4,861 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.

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Frequently asked questions

How much does a Castiglione d'Orcia vacation package cost?
Offering excellent value package deals from $702 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.