Val d'Orcia Vacation Packages

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Top Val d'Orcia Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
per person
Sep 26 - Sep 30
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.6/10 Excellent! (464 reviews)
Nice hotel, very clean, a little far from main attractions, but in general I really like it

Reviewed on Jul. 14, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Excellent location right in the middle of everything. If thinking about using public transportation The hotel is on the C bus line these are small electric buses very difficult to get luggage on had to get a taxi

Reviewed on Jul. 15, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 9 - Sep 15
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
I’ve had a wonderful stay at Autumn Hotel! It was very clean! The staff was amazing the room was perfect with a balcony you didn’t hear the busy noise from the street at night I will definitely book with them again! Thank you!

Reviewed on Jul. 19, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
per person
Sep 26 - Oct 2
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.8/10 Exceptional! (452 reviews)
Honestly I am blown away from the service at Villa Cora. From the warmest welcome at check in, to the friendly smiles and service at lunch. Every inch of this stay was perfection. We will definitely be returning very soon! Thank you Villa Cora you made Florence an absolute dream!

Reviewed on Jul. 18, 2025

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.8/10 Excellent! (878 reviews)
Excellent location, well appointed nice rooms and spacious, good bathroom, walkable to all key places to visit in Florence, safe. Great breakfast buffet and rooftop terrace with drinks. Great gelato place right at the hotel. Location couldn't be better. Right next to Ponte Vecchio and walkable to all key attractions

Reviewed on Jul. 14, 2025

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Val d'Orcia Hotel Deals

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
The price is CA $152 per night from Jul 27 to Jul 28
CA $152
CA $176 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (571 reviews)
Great Town, not so great hotel
"The hotel it's ok It's a former Franciscan Convent dating back to 13th century! Depending of the room.it will be room size. The best views you will get from the outside terrace where breakfast it's served Amazing views of Toscana The hotel it's located right in the middle of the town Pienza right ..."

Reviewed on Jun. 29, 2025

Hotel Relais II Chiostro di Pienza
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is CA $727 per night from Aug 18 to Aug 19
CA $727
CA $815 total
Aug 18 - Aug 19
includes taxes & fees
8.8/10 Excellent! (321 reviews)
Such a magical experience
"We had the most amazing stay at Castello di Velona. The staff was top notch. The facilities are breathtaking."

Reviewed on Jul. 17, 2025

Castello di Velona Resort Thermal SPA & Winery
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11, Pienza, SI
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Aug 3 to Aug 4
CA $227
CA $260 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (300 reviews)
"Second time visiting Great breakfast with Richard Ginori porcelain !"

Reviewed on Jun. 14, 2025

Hotel Corsignano
See all 611 properties in Val 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Val d'Orcia

Cathedral of Pienza featuring religious elements, a church or cathedral and heritage elements

Pienza Cathedral

4.5/5(32 reviews)

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Pienza Cathedral
Fortress of Montalcino

Fortress of Montalcino

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

Fortress of Montalcino

Tenuta Greppo Franco Biondi Santi

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.

Tenuta Greppo Franco Biondi Santi

What to do in Val d'Orcia

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

CA $367
per adult
100% of travellers recommend
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Brunello di Montalcino small-group Wine Tour

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

CA $288
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Val d'Orcia Full Day Tour with Wine Tasting from Florence

Val d'Orcia Full Day Tour with Wine Tasting from Florence

CA $383
per adult
100% of travellers recommend
Val d'Orcia Full Day Tour with Wine Tasting from Florence
See all activities in Val d'Orcia

Frequently asked questions

How much does a Val dOrcia vacation package cost?
Our Val dOrcia vacation packages, which start from as low as CA $1,544, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.