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.
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
CA $2,174
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9/10 Wonderful! (1,006 reviews)
We had a wonderful stay at La Scaletta in Florence! The hotel was extremely clean, and the staff was always friendly, welcoming, and very helpful throughout our stay.
The location is fantastic, just steps from the Ponte Vecchio, with so many great shops, restaurants, and beautiful sights within easy walking distance.
One of the things we loved most was the combination of history and modern comfort. Staying in such a beautiful historic building, surrounded by gorgeous frescoes and architectural details, made the experience feel very special, while the rooms still had a fresh, modern vibe.
The terrace bar was another highlight and a wonderful place to relax and enjoy Florence. Beautiful hotel, excellent location, and great service. We would definitely recommend La Scaletta and would happily stay here again!
Reviewed on Aug 12, 2026
Hotel Villa Liana
Historic Centre of Florence
CA $1,785
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
8.8/10 Excellent! (360 reviews)
clean, spacious, well-stocked with toiletries and breakfast items too. walkable distance to all iconic sites. Grace, the breakfast host, did an incredible job, very welcoming & served with options for hot coffee drinks. All together, wonderful, memorable stay!!
Reviewed on May 23, 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 $195
CA $221 total
Aug 20 - Aug 21
includes taxes & fees
7.2/10 Good! (7 reviews)
"The staff was very accommodating, beautiful property and area."
Reviewed on Oct 27, 2025
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
CA $708
CA $788 total
Aug 18 - Aug 19
includes taxes & fees
9.6/10 Exceptional! (159 reviews)
"Precise Tale Poggio Alla Sala is a beautiful, peaceful property in a stunning and remote location near Montepulciano. The rooms and entire establishment were exceptionally clean and well maintained. The staff were friendly and welcoming, and the property is especially family- and kid-friendly, making ..."
Reviewed on Aug 12, 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 $583
CA $646 total
Sep 13 - Sep 14
includes taxes & fees
9.4/10 Exceptional! (501 reviews)
"The staff and the look of the resort is top notch! The staff deserves 10 stars. We came for the springs and if you have not been to a pool fed from a sulfur spring, then you will be in shock like we were. We have been to many resorts with hot springs but not like this one. The pools and whole resort ..."
Reviewed on Aug 11, 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.
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.
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.
What to do in Castiglione d'Orcia
Tasting Tour in One of The Most Beautiful Cellars in the World
CA $53
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
CA $151
per adult
98% of travellers recommend
Montalcino: Guided Winery Tour and Wine Tasting
CA $72
per adult
Frequently asked questions
How much does a Castiglione d'Orcia vacation package cost?
You'll find cheap prices from CA $1,517 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.
