Val d'Orcia Holidays

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Top Flight + Hotel Deals in Val d'Orcia

Price found within the past 48 hours. Click for updated prices.
Residence Porta al Prato

Residence Porta al Prato

Santa Maria Novella
€454
per person
17 Oct - 21 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (178 reviews)
staff was amazing. so helpful and friendly. the room was much larger than it looked in the photos. very very clean and the air conditioning was amazing. location was a 12 min walk from the train station and 20 min from the heart of florence (duomo etc). but lovely if you want a location that’s nice and calm and away from the chaos. the only issue was the shower, sometimes it didn’t drain properly so just be careful of it overflowing. other than that, amazing experience and would 100% go back.

Reviewed on 7 Sept 2026

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

Historic Centre of Florence
Save 100% on your flight
€884
per person
17 Oct - 21 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (69 reviews)
The accommodation very much complimented our wonderful experience and love for Florence. Our room, the connected amenities and the wonderful attentive service made our trip very memorable.

Reviewed on 7 Sept 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
€516
per person
27 Nov - 30 Nov
found 2 hours ago
Return flight included
London (LGW) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)
Great staff it’s got a great location cute historic hotel

Reviewed on 6 Sept 2026

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

Historic Centre of Florence
Save 100% on your flight
€1,169
per person
17 Oct - 21 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (605 reviews)
Clean, beautiful views

Reviewed on 10 Sept 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

Oltrarno
€522
per person
27 Nov - 30 Nov
found 2 hours ago
Return flight included
London (LGW) to Florence (FLR)
8.8/10 Excellent! (431 reviews)

Top hotels in Val d'Orcia

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
€734
27 Sept - 28 Sept
includes taxes & fees
9/10 Wonderful! (370 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 9 Sept 2026

Castello di Velona Resort Thermal SPA & Winery
L'Orto delle Terme

L'Orto delle Terme

Via dei Mulini 18 San Quirico d'Orcia SI
Fully refundableReserve now, pay when you stay
€163
24 Sept - 25 Sept
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 4 Sept 2026

L'Orto delle Terme
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI
€2,260
8 Oct - 9 Oct
includes taxes & fees
10/10 Exceptional! (80 reviews)
"Best hotel ever."

Reviewed on 27 Jul 2026

Castiglion del Bosco, A Rosewood Hotel
See all 639 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.

Stay near popular Val d'Orcia attractions

A historic church with a bell tower, arched windows, and a central dome.

Pienza Cathedral

9.4/10 (460 reviews)
Pope Pius II's Renaissance masterpiece showcases harmonious Gothic elements and luminous three-nave design. Arrive early to admire the 15th-century Sienese paintings and enjoy panoramic Tuscan views from the corridor.
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Rolling green hills, a historic town with red-roofed buildings, and a prominent church tower.

Historic Centre of Pienza

9.6/10 (42 reviews)
Pienza's Historic Centre showcases Pope Pius II's Renaissance ideal city vision with harmonious architecture. Explore cobblestone streets, the Cathedral and Palazzo Piccolomini, and sample the town's famous pecorino cheese.
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Castello Banfi

9.4/10 (51 reviews)
This medieval estate blends Tuscan tradition with world-renowned winemaking excellence. Sample award-winning Brunello di Montalcino while overlooking rolling vineyards from the restored 18th-century village.
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Fortress of Montalcino

9.2/10 (54 reviews)
This pentagonal medieval stronghold was the final bastion of Siena's resistance against Medici conquest. Climb its historic ramparts for panoramic Tuscan views before sampling Brunello wines at the fortress enoteca.
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Tenuta Greppo Franco Biondi Santi

8.6/10 (8 reviews)
Birthplace of Italy's prestigious Brunello di Montalcino wine, Tenuta Greppo has defined excellence since 1888. Tour the historic cellars and vineyards where the Biondi-Santi family's winemaking traditions thrive.
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Abbazia di Sant'Antimo

9.6/10 (111 reviews)
This medieval Romanesque abbey offers a serene glimpse into monastic life amid Tuscan olive groves. Explore the intricate stone carvings and listen for occasional Gregorian chants echoing through its ancient walls.
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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.
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Castiglion del Bosco Winery

9.6/10 (5 reviews)
This historic estate, a founding consortium member, produces Italy's finest Brunello di Montalcino wines. Tour the vineyard and cellars before savouring wine pairings with local cheeses amid the Tuscan countryside.
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What to do in Val d'Orcia

Montalcino, Pienza & Montepulciano Wine & Food Tour

Val d’Orcia Wine Tour with Lunch & Brunello

€119
per adult
84% of travellers recommend
Val d’Orcia Wine Tour with Lunch & Brunello
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

€25
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
Montalcino: Private Cellar Tour, Wine Tasting & Appetizers

Montalcino: Brunello Wine Tasting with Tuscan Specialities

€69
per adult
Montalcino: Brunello Wine Tasting with Tuscan Specialities
See all activities in Val d'Orcia

Frequently asked questions

How much does a Val dOrcia holiday package cost?
Our Val dOrcia holiday packages, which start from as low as €454, are the easiest way to save big bucks. Select your favourite 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 holiday 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 neighbourhood is a wonderful choice for a Val dOrcia holiday. 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 holiday?
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 holiday 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 holiday 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 holiday package?
Don't stress if you're rethinking your Val dOrcia holiday 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.