Val d'Elsa Vacation Packages 2026 from $1,062

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The Latest Val d'Elsa vacation packages

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

Hotel Certosa Di Maggiano

$1,062

per person

Dec 9 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

10/10 Exceptional! (217 reviews)

Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!

Reviewed on Sep 28, 2026

Aurum Firenze

Historic Centre of Florence

$1,456

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

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

7.4/10 Good! (1,015 reviews)

Aurum Uffizi

Historic Centre of Florence

$1,493

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

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

7.6/10 Good! (1,003 reviews)

Breakfast and air conditioning

Reviewed on Oct 16, 2026

Grand Hotel Cavour

Historic Centre of Florence

$1,212

per person

Dec 10 - Dec 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.4/10 Exceptional! (1,000 reviews)

The Moon Boutique Hotel & Spa

Historic Centre of Florence

$1,119

per person

Dec 10 - Dec 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.6/10 Exceptional! (605 reviews)

Even having arrived very early our room was immediately available. All staff were very helpful. Our room was immaculately clean. The breakfast staff were outstanding very friendly and very hospitable. The highlight though was the spa facility - out of this world. Highly recommend The Moon Boutique.

Reviewed on Oct 16, 2026

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Where to stay in Val d'Elsa

Find the best Val d'Elsa areas and neighborhoods for the activities you enjoy most. Learn more about Val d'Elsa

A historic square with stone buildings, a prominent tower, and outdoor seating areas.

San Gimignano City Centre

5 out of top 10 points of interest in this area

San Gimignano City Centre is noteworthy for its historic sites, and you can make a stop at top attractions like Piazza delle Erbe and Piazza Duomo.

A dilapidated brick structure with a chimney, surrounded by grass and trees.

Certaldo Alto

You'll enjoy the museums and monuments in Certaldo Alto. You might want to make time for a stop at Casa del Boccaccio or Palazzo Pretorio.

Pievescola

Travelers enjoy Pievescola for its restaurants and museums. Consider checking out Terre di Vini while you're in the area.

Lucciana

If you're looking for some top things to see and do in Lucciana and surrounding area, you can visit Colle di Val d'Elsa Cathedral and Museo del Cristallo di Colle di Val d'Elsa.

San Filippo

While there might not be top attractions in San Filippo, you can explore the larger area and discover places like Castello della Paneretta and Castello di Monsanto.

Stay near popular Val d'Elsa attractions

A historic square with a prominent tower, stone buildings, outdoor seating, and people walking.

Piazza della Cisterna

9.4/10 (327 reviews)

Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events.

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A historic square with cobblestone pavement, a central fountain, and surrounding buildings with traditional architecture.

Monteriggioni Castle

9.0/10 (61 reviews)

After visiting Monteriggioni Castle, make a plan to see the other sights and activities in Monteriggioni. Discover the area's beautiful countryside, or seek out its local tours.

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A historic stone building with a tall tower and arched windows.

Piazza Duomo

9.4/10 (295 reviews)

Browse the collections of ancient art, which grace the walls of the medieval landmarks that surround this resplendent public square.

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A historic town with medieval towers and terraced vineyards.

San Gimignano Communal Palace

9.4/10 (150 reviews)

You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.

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Tenuta Torciano Winery

9.2/10 (40 reviews)

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.

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Stadio Carlo Castellani

8.8/10 (3 reviews)

Catch an event at Stadio Carlo Castellani during your trip to Empoli. Discover the countryside and wineries in this relaxing area.

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Vernaccia di San Gimignano Wine Museum

9.2/10 (15 reviews)

You can browse the exhibits at Vernaccia di San Gimignano Wine Museum, a museum with a storied past, during your travels to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.

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Sovestro in Poggio Winery

9.2/10 (18 reviews)

You can enjoy a tasting or tour at Sovestro in Poggio Winery during your travels to San Gimignano. Discover the area's beautiful countryside and wineries.

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What to do in Val d'Elsa

Florence Day Trip: Medieval Villages & Cooking Class

$183

per adult

86% of travellers recommend

San Gimignano: Evening Flavors Dinner & Wine tasting

$65

per adult

Tootbus Tuscany Intercity Multi-day Pass

Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace

$39

per adult

See all activities in Val d'Elsa

Val d'Elsa Hotel Deals

Poderi Arcangelo

Localita Capezzano San Gimignano SI

Fully refundableReserve now, pay when you stay

$92 nightly

$107 total

Nov 11 - Nov 12

Total with taxes and fees

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI

Fully refundableReserve now, pay when you stay

$68 nightly

$74 total

Nov 2 - Nov 3

Total with taxes and fees

La Cisterna

Piazza Della Cisterna 23 San Gimignano SI

Fully refundableReserve now, pay when you stay

$88 nightly

$104 total

Nov 8 - Nov 9

Total with taxes and fees

9.2/10 Wonderful! (663 reviews)

"The room was clean & staff at the desk was helpful with eating choices & travel options to other communities"

Reviewed on Oct 8, 2026

See all 3,331 properties in Val d'Elsa

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.