Val 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
Top Val d'Orcia Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
CA $1,190
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
The shower in our room was ridiculously small. I am only 5'7 and 178 and had a very hard time just getting in and out . I actually scraped my side getting in yesterday. The floor in the room was dirty and the breakfast was just ok. The breakyvire was spectacular however. there is no way they can advertise this as a 4 star hotel.
The restaurant Bondi directly across the street is absolutely phenomenal .
Reviewed on Sep 15, 2026
Hotel Villa Liana
Historic Centre of Florence
CA $1,755
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.8/10 Excellent! (362 reviews)
Exactly what we needed. Close to Campo Di Marte train station and has 24 hour check in/reception. We got in late on our train and they were super helpful in directing us to a restaurant that was still open. The space is very clean and historic in feel. Free breakfast every morning was great and a lot of food options that were delicious. No complaints at all. Just be aware that this is not located very close to the more touristy parts of Florence down by Ponte de Vecchio/Uffizi.
Reviewed on Sep 11, 2026
Ready to book your vacation to Val d'Orcia?
Val d'Orcia Hotel Deals
Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
CA $1,057
CA $1,179 total
Sep 27 - Sep 28
includes taxes & fees
9/10 Wonderful! (371 reviews)
"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, ..."
Reviewed on Sep 9, 2026
L'Orto delle Terme
Via dei Mulini 18 San Quirico d'Orcia SI
Fully refundableReserve now, pay when you stay
CA $235
CA $265 total
Oct 15 - Oct 16
includes taxes & fees
9.6/10 Exceptional! (56 reviews)
"Great hotel in a beautiful area - rooms could use some upgrade but great thermal spa"
Reviewed on Sep 4, 2026
Castiglion del Bosco, A Rosewood Hotel
Localita Castiglion del Bosco Montalcino SI
CA $3,286
CA $3,630 total
Oct 8 - Oct 9
includes taxes & fees
10/10 Exceptional! (81 reviews)
"Very warm and friendly service."
Reviewed on Sep 13, 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 Val d'Orcia attractions
Pienza Cathedral
9.4/10 (460 reviews)
Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.
Historic Centre of Pienza
9.6/10 (42 reviews)
Explore the great outdoors at Historic Centre of Pienza, a lovely green space in Pienza. Discover the countryside and churches in this quaint area.
Castello Banfi
9.4/10 (51 reviews)
You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.
Fortress of Montalcino
9.2/10 (54 reviews)
Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.
Tenuta Greppo Franco Biondi Santi
8.6/10 (8 reviews)
You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.
Chapel of our Lady of Vitaleta
9.0/10 (21 reviews)
You can learn about the history of San Quirico d'Orcia with a trip to Chapel of our Lady of Vitaleta. While you're here, you can savor the wineries.
La Foce
7.8/10 (6 reviews)
Explore the great outdoors at La Foce, a lovely green space in La Foce. Visit the area's spas, or simply enjoy its wineries.
Abbazia di Sant'Antimo
9.6/10 (111 reviews)
You can learn about the history of Montalcino when you stop by Abbazia di Sant'Antimo. Visit the area's spas, or simply enjoy its wineries.
What to do in Val d'Orcia
Montalcino: Guided Winery Tour and Wine Tasting
CA $73
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
CA $40
per adult
Val d’Orcia Wine Tour with Lunch & Brunello
CA $192
per adult
84% of travellers recommend
Frequently asked questions
How much does a Val dOrcia vacation package cost?
Our Val dOrcia vacation packages, which start from as low as CA $1,190, are the easiest way to save big bucks. Select your favorite flights, hotels and rental cars to create a personalized escape.
How do I get a cheap travel package to Val dOrcia?
Just imagine all the fun things you could do in Val dOrcia with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into a Val dOrcia vacation package. You have loads of choice with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 hotel options throughout the world. Whether you're enjoying a break with the family or adventuring alone, planning a getaway to Val dOrcia is better with a package.
Where should I stay in Val dOrcia?
It makes sense to stay near the action. Many visitors like to book hotels around top attractions, like Pienza Cathedral, Palazzo Piccolomini and Abbazia di SantAntimo.
What are the top hotels in Val dOrcia?
Rosewood Castiglion del Bosco in the Tavernelle neighborhood is a wonderful choice for a Val dOrcia vacation. Book a room here and you'll be well-placed to get out and discover all that this dynamic city has to offer.
How far in advance should I book my Val dOrcia vacation?
While prices do change, we generally recommend booking your flight as soon as possible. Most international airfares can be found on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be lucky. Cheap tickets to Val dOrcia occasionally appear only weeks before departure.
What does an Expedia Val dOrcia travel package include?
Expedia has all you need to lock in Val dOrcia escape, but what your package looks like is up to you. Pick from any combination of flights, rental cars and hotels. In search of some activities or tours to keep you busy? Once you've made your booking, you can add them on too. No matter your style or budget, there's a vacation package to match your needs.
What should I know before booking a Val dOrcia travel package?
Our prices are already low. However, you'll grab even more bargains when you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a terrific range of choice.
Can I choose my airline with a Val dOrcia Expedia vacation package?
Yes, and with more than 550 airlines to pick from worldwide, you're not short on choice. Scroll through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Val dOrcia vacation package?
Don't stress if you're rethinking your Val dOrcia vacation package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We get that your circumstances can change suddenly, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.
Explore a world of travel with Expedia
- B&B in Montepulciano
- Pienza Hotels
- Pet-Friendly Hotels in Val d'Orcia
- Agriturismo Cognanello
- Casanova
- Farmstay in Val d'Orcia
- Relais & Chateaux Hotels in Montepulciano
- Luxury Hotels in Montepulciano
- Winery Hotels in Pienza
- Boutique Villa Liberty
- Castles in Montepulciano
- Hotels near Baths of San Filippo
- Romantic Hotels in Montepulciano
- Family Hotels in Val d'Orcia
- Castiglione d'Orcia Hotels
- Apartments in Montepulciano
- Relais La Saracina
- Hotels with a Pool in Val d'Orcia
- Farmstay in Montepulciano
- Winery Hotels in Montepulciano
- Hotels with Kitchenettes in Montepulciano
- Agriturismo Ardene
- Monticchiello Hotels
- Podere Lamino with Swimming pool
- Chianciano Terme Hotels
- Il Rondò Boutique Hotel
- Luxury Hotels in Val d'Orcia
- Winery Hotels in Val d'Orcia
- Hotels with Free Parking in Montepulciano
- La Foce Hotels
- Vacation Homes in Val d'Orcia
- B&B Camere La Vite
- Castello di Velona Resort Thermal SPA & Winery
- Hotels with Tennis Courts in Montepulciano
- Villas in Montepulciano
- Casa M Vineyard View Room
- Casanova
- Torrenieri Hotels
- Montepulciano Hotels
- Fonte Bertusi
- Hotel Palazzo del Capitano Wellness & Relais
- Family Hotels in Montepulciano
- San Quirico d'Orcia Hotels
- 5 Star Hotels in Val d'Orcia
- Room in Guest Room
- Best Western Hotels in Montepulciano
- Hotel Mizar
- Lgbt Friendly Hotels in Chianciano Terme
- Luxury Tuscan Villa in Val d'Orcia
- Villas in Val d'Orcia
- 4 Star Hotels in Montepulciano
- Hotels with a Pool in Montepulciano
- Art Studio di Adelina Quadri
- Piscine Termali Theia
- Visit Petroio
- Pienza Vacations
- Pienza Cathedral
- Terme di Montepulciano Spa
- Visit Montepulciano
- Tenuta Valdipiatta
- Visit Torrenieri
- Tenuta Greppo Franco Biondi Santi
- Visit Chianciano Terme
- Visit Pienza
- Ski Vacation Packages Val d'Orcia
- Palazzo Ricci
- Visit Val d'Orcia
- Visit Seggiano
- Montalcino Vacations
- Bagni San Filippo Vacations
- Visit Castelnuovo dell'Abate
- Visit Bagno Vignoni
- Visit Montefollonico
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
