Val d'Orcia Vacation Packages 2026 from $1,035

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The Latest Val d'Orcia vacation packages

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

Aurum Firenze

Historic Centre of Florence

$1,035

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

7.6/10 Good! (1,003 reviews)

Brilliant location, no more than 15-20 maximum minutes to walk to all the main sites. The staff worked hard and were very friendly and helpful.

Reviewed on Sep 17, 2026

Hotel Botticelli

Historic Centre of Florence

$1,289

per person

Nov 3 - Nov 6

found 15 hours ago

Roundtrip flight included

Los Angeles (LAX) to Florence (FLR)

8.8/10 Excellent! (1,002 reviews)

Eurostars Florence Boutique

Historic Centre of Florence

Save 100% on your flight

$1,462

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

8.6/10 Excellent! (500 reviews)

mattresses were impossible to sleep on

Reviewed on Sep 14, 2026

Grand Hotel Cavour

Historic Centre of Florence

Save 100% on your flight

$2,465

per person

Nov 4 - Nov 9

found 1 hour ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.2/10 Wonderful! (1,004 reviews)

Lovely hotel and great position in Florence. Staff were friendly and helpful. Breakfast was lovely plenty of choice. Wouldn’t hesitate to stay there again. Perfect for the usual sightseeing !

Reviewed on Sep 15, 2026

Villa Cora

Oltrarno

Save 100% on your flight

$1,861

per person

Dec 5 - Dec 10

found 13 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

9.8/10 Exceptional! (482 reviews)

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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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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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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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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 savoring wine pairings with local cheeses amid the Tuscan countryside.

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What to do in Val d'Orcia

Montalcino: Guided Winery Tour and Wine Tasting

$53

per adult

Seggiano: Guided Tour of the Olive Grove and Food Tasting

$29

per adult

Winery tour & wine tasting in Montalcino

$47

per adult

See all activities in Val d'Orcia

Val d'Orcia Hotel Deals

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

Fully refundableReserve now, pay when you stay

$829 nightly

$923 total

Sep 27 - Sep 28

Total with taxes and fees

L'Orto delle Terme

Via dei Mulini 18 San Quirico d'Orcia SI

Fully refundableReserve now, pay when you stay

$161 nightly

$182 total

Sep 24 - Sep 25

Total with taxes and 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

$2,348 nightly

$2,594 total

Oct 8 - Oct 9

Total with taxes and fees

10/10 Exceptional! (81 reviews)

"Very warm and friendly service."

Reviewed on Sep 13, 2026

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.