Castiglione d'Orcia Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Castiglione d'Orcia Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
CA $1,508
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.4/10 Good! (1,009 reviews)
Location was great, staff were ok- hotel smells like sewer with a minimal breakfast. Paid for a triple room to ensure we had space for baggage-received a double and could either use the bed or access our luggage. Tiny rooms, AC was ok, didnt get below 19. Safe didnt work
Reviewed on Sep 27, 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
CA $1,655
per person
Dec 1 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)
Excellent location, beautiful, clean and comfortable rooms - excellent staff and the rooftop has stunning views. Highly recommended.
Reviewed on Sep 26, 2026
Villa Tolomei Hotel & Resort
Oltrarno
CA $1,787
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.8/10 Excellent! (436 reviews)
Amazing hotel located a short taxi ride or 30/40 minute walk outside Florence. The scenery is lovely, it has caring staff and the rooms are massive.
Reviewed on Sep 26, 2026
Ready to book your vacation to Castiglione d'Orcia?
Castiglione d'Orcia Hotel Deals
Rocca d'Orcia Suites and Villas
Piazzale Aleardo Monaci 13 Castiglione d'Orcia SI
CA $207
CA $235 total
Oct 4 - Oct 5
includes taxes & fees
7.6/10 Good! (8 reviews)
"Staff members were extremely helpful and accommodating. Location and surroundings are peaceful, beautiful and majestic."
Reviewed on Sep 27, 2026
Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
Via della Follonata Manciano GR
Fully refundableReserve now, pay when you stay
CA $573
CA $635 total
Oct 28 - Oct 29
includes taxes & fees
9.4/10 Exceptional! (509 reviews)
"Overall it was a great stay but we were disappointed when our room got downgraded because of a wedding. The staff offered us a late check out and a small amount of spa credits but we really wanted to room we paid for originally. Overall they did the best they could to accommodate but best you confirm ..."
Reviewed on Sep 19, 2026
Nuovo Etruria Resort
Via di S. Martino snc Montepulciano SI
Fully refundable
CA $172
CA $195 total
Sep 30 - Oct 1
includes taxes & fees
9.2/10 Wonderful! (133 reviews)
"very nice place to stay. wonderful view of Montepulciano. nice amenities and breakfast. The only issue was we stayed in the furthest building from the main house and Wi-Fi was limited. good location as a base to travel through Tuscany."
Reviewed on Sep 27, 2026
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.
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.
Poggio Grande
You can enjoy a tasting or tour at Poggio Grande during your travels to Castiglione d'Orcia. Wander the gardens or discover the area's hot springs.
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.
What to do in Castiglione d'Orcia
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
CA $175
per adult
98% of travellers recommend
Montalcino: Guided Winery Tour and Wine Tasting
CA $72
per adult
Montepulciano: Artisan Heroic Wine Tasting at the Terrace
CA $64
per adult
Frequently asked questions
How much does a Castiglione d'Orcia vacation package cost?
You'll find cheap prices from CA $1,508 on Expedia for your Castiglione d'Orcia escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Castiglione d'Orcia costs.
What are the cheapest months to go to Castiglione d'Orcia?
The off-season is the best time to travel to Castiglione d'Orcia if you're trying to save. Another tip for getting cheap Castiglione d'Orcia vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Castiglione d'Orcia?
The ideal length of your Castiglione d'Orcia vacation depends on what you'd like to do and see. Generally, a few days to a week will give you plenty of time to check out all the major attractions and explore some hidden treasures along the way.
How to find the best Castiglione d'Orcia package deals?
Bagging a cheap Castiglione d'Orcia package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Castiglione d'Orcia package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Castiglione d'Orcia vacation as a package?
You can enjoy significant savings on your Castiglione d'Orcia escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Castiglione d'Orcia?
Land fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Castiglione d'Orcia escape.
How to plan a trip to Castiglione d'Orcia?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Castiglione d'Orcia.
- Budget wisely: On top of the cost of your accommodations, you'll need to consider other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Castiglione d'Orcia.
- Set the duration of your trip: 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, as well as any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Castiglione d'Orcia vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
