Val d'Elsa Vacation Packages 2026 from $1,068

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

The Latest Val d'Elsa vacation packages

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

Palazzo Lorenzo Hotel Boutique & Spa

San Lorenzo

$1,068

per person

Dec 6 - Dec 13

found 13 hours ago

Roundtrip non-stop flight included

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

9.4/10 Exceptional! (622 reviews)

What a wonderful place to stay.

Reviewed on Oct 20, 2026

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$1,271

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

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

9/10 Wonderful! (1,002 reviews)

We had a wonderful stay here. Only two nights, but the hotel was exactly what we needed!

Reviewed on Oct 25, 2026

Villa Tolomei Hotel & Resort

Oltrarno

$1,252

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

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

8.8/10 Excellent! (445 reviews)

Beautiful hotel! We didn't realize the pool would be closed when we were there, but otherwise excellent stay.

Reviewed on Oct 13, 2026

Hotel Hermitage

Historic Centre of Florence

$1,297

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

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

9/10 Wonderful! (1,002 reviews)

Loved this property! Great location. Charming Ralph Lauren Vibe. Most importantly, the room was cleaned daily, desk staff was beyond helpful and friendly, amenities were great. Stay here. You will love it!

Reviewed on Oct 21, 2026

Hotel Balestri

Historic Centre of Florence

$1,473

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

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

9.4/10 Exceptional! (1,001 reviews)

Had a great room with access to a rooftop patio and a spectacular view

Reviewed on Oct 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to Val d'Elsa

View all trips

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.

Mensano

When in Mensano, you can plan a visit to Terre di Vini and Archeological and Collegiate Church Museum, some noteworthy sights in the nearby area.

Stay near popular Val d'Elsa attractions

A fortified town with a central square, surrounded by vineyards and fields.

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

What to do in Val d'Elsa

Florence Day Trip: Medieval Villages & Cooking Class

$179

per adult

86% of travellers recommend

San Gimignano: Evening Flavors Dinner & Wine tasting

$63

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

$99 nightly

$115 total

Nov 26 - Nov 27

Total with taxes and fees

Villa Petriolo

Via di Petriolo 7 Cerreto Guidi FI

Fully refundableReserve now, pay when you stay

$220 nightly

$245 total

Nov 23 - Nov 24

Total with taxes and fees

La Cisterna

Piazza Della Cisterna 23 San Gimignano SI

Fully refundableReserve now, pay when you stay

$89 nightly

$105 total

Nov 3 - Nov 4

Total with taxes and fees

9.2/10 Wonderful! (670 reviews)

"Room 63 was noisy all night from the kitchen and maybe people moving furniture next door? At midnight on a Saturday? Bizarre and noisy. Otherwise room was good"

Reviewed on Oct 25, 2026

See all 3,303 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.