Val d'Elsa Vacations from ￥258,739

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The Latest Val d'Elsa Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Allegroitalia San Gallo Firenze

Allegroitalia San Gallo Firenze

San Lorenzo
￥258,739
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
8.8/10 Excellent! (1,001 reviews)
Aurum Firenze

Aurum Firenze

Historic Centre of Florence
￥259,131
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
7.4/10 Good! (1,009 reviews)
It’s near to train station, food places, amenities.

Reviewed on Sep 29, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
￥287,811
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9/10 Wonderful! (1,004 reviews)
Excellent location, beautiful, clean and comfortable rooms - excellent staff and the rooftop has stunning views. Highly recommended.

Reviewed on Sep 26, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

Historic Centre of Florence
￥277,070
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
8.6/10 Excellent! (503 reviews)
mattresses were impossible to sleep on

Reviewed on Sep 14, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

Oltrarno
￥288,438
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
8.8/10 Excellent! (436 reviews)
Amazing hotel located a short taxi ride or 30/40 minute walk outside Florence. The scenery is lovely, it has caring staff and the rooms are massive.

Reviewed on Sep 26, 2026

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

6 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.

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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.

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Pievescola

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

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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.

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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.

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Find the Best Val d'Elsa Vacation Packages

Val d'Elsa Hotel Deals

Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
￥18,950
￥21,737 total
Oct 30 - Oct 31
includes taxes & fees
9/10 Wonderful! (375 reviews)
"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful ..."

Reviewed on Sep 28, 2026

Poderi Arcangelo
Hotel Da Vinci

Hotel Da Vinci

V.le Palmiro Togliatti, 157 Vinci FI
￥14,520
￥17,043 total
Oct 18 - Oct 19
includes taxes & fees
8.6/10 Excellent! (197 reviews)
"Compared with hotels in Asia, the amenities here are relatively basic, as slippers, toothbrushes, and toothpaste are not provided. My only other observation is that the bathroom is not completely sealed off from the room, unlike what you typically find in hotels in Asia. As a result, sounds from ..."

Reviewed on Sep 23, 2026

Hotel Da Vinci
Villa Petriolo

Villa Petriolo

Via di Petriolo 7 Cerreto Guidi FI
￥50,583
￥56,176 total
Oct 25 - Oct 26
includes taxes & fees
9.8/10 Exceptional! (133 reviews)
"The room was beautiful and the location is fantastic. Loved the farm to table concept at the hotel and really appreciated the amenities in the room. Breakfast was incredible and would highly recommend. Overall a great stay!"

Reviewed on Sep 21, 2026

Villa Petriolo
See all 3,319 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.

Stay near popular Val d'Elsa attractions

A historic square with stone buildings, a fountain, 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 town with a prominent church featuring a tall bell tower, surrounded by lush green fields and ancient stone buildings.
Photo by Carlotta Rebonato

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 church with two prominent towers, surrounded by ancient ruins and a dense forest.

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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A historic building with tall towers 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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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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Medieval Criminal and Torture Museum

9.0/10 (66 reviews)
This intriguing museum highlights the callousness of humans via displays of authentic and gruesome torture devices from around the world.
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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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Castello di Monsanto

6.0/10 (4 reviews)
You can enjoy a tasting or tour at Castello di Monsanto during your travels to Monsanto. Discover the beautiful countryside and wineries in this relaxing area.
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What to do in Val d'Elsa

San Gimignano Campatelli Home and Tower Visit

San Gimignano Campatelli Home and Tower Visit

￥1,622
per adult
San Gimignano Campatelli Home and Tower Visit
Tootbus Tuscany Intercity Multi-day Pass

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

￥6,180
per adult
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
From Florence Chianti Wine Tour with Tastings Half Day

From Florence Chianti Wine Tour with Tastings Half Day

￥9,189
per adult
From Florence Chianti Wine Tour with Tastings Half Day
See all activities in Val d'Elsa

Frequently asked questions

How much does a Val dElsa vacation package cost?
The most affordable Val dElsa package is ￥258,739, so your dream trip can become a reality — without spending an arm and a leg. Combine flights, hotels and car rentals to tailor a package that suits your travel style.
How do I get a cheap travel package to Val dElsa?
Just think of all the awesome things you could do in Val dElsa with extra cash in your wallet. Watch your savings stack up when you bundle your hotel and airfare bookings into a Val dElsa vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can select from over 550 airlines and 1,000,000 properties globally. Whether you're vacationing with the family or traveling on your own, exploring Val dElsa is better with a package.
Where should I stay in Val dElsa?
If Collegiate Church of Santa Maria Assunta is at the top of your must-see list, booking a hotel room in San Gimignano City Centre is an ideal choice.
What are the top hotels in Val dElsa?
Travelers heading to Val dElsa often make a reservation at Grand Hotel Baglioni or Hotel Spadai. These options are in Montelupo Fiorentino. Another happening neighborhood is San Gimignano City Centre. Hotel Casolare Le Terre Rosse and L'Antico Pozzo are recommended options in this part of town.
How far in advance should I book my Val dElsa vacation?
Travelers are normally able to browse international flights on Expedia within 12 months of departure. Booking last minute? With a stroke of luck, it's still possible to score a cheap ticket only weeks before your journey.
What does an Expedia Val dElsa travel package include?
With Expedia, you can select a combination of flights, car rentals and hotels to build your ideal Val dElsa travel package. Once you've made your booking, you can add on all the fun stuff like tours and experiences. Remember — the more you bundle, the more dollars you'll save!
What should I know before booking a Val dElsa travel package?
Bundling your bookings into a Val dElsa vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Val dElsa Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you're looking to fly to Val dElsa in coach or business class, simply select from the available airline options. Expedia has access to over 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Val dElsa vacation package?
You can cancel your Val dElsa booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

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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.