Val d'Elsa Holidays

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Our guide on 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 historical 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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San Filippo

When in San Filippo, you can plan a visit to Castello di Monsanto and Casa Sola - Chianti Winery, some noteworthy sights in the nearby area.

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A historic town with terracotta-roofed buildings, a prominent church with a dome, and rolling green hills in the background.

Sant'Appiano

Visitors to Sant'Appiano like its museums and gardens, and Sant'Appiano Antiquarium is a sight worth a stop.

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Petrognano

The restaurants and gardens are a few reasons travellers visit Petrognano. Want to see more of the surrounding area? Tenuta Torciano Winery and Castello di Monsanto are a few top sights nearby.

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Val d'Elsa Holiday

Our pick of the best Val d'Elsa Hotel Deals

Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
NZ$262
28 Sept - 29 Sept
includes taxes & fees
9/10 Wonderful! (368 reviews)
"Most of the staff were not pleasant. We had issues checking in. They gave us a smaller room than we booked and then had to pay to upgrade to an apartment which was all they had available that was bigger. Service at supper was not good. Food was good one night and not the other. Rooms smell musty. ..."

Reviewed on 16 Sept 2026

Poderi Arcangelo
Hotel Da Vinci

Hotel Da Vinci

V.le Palmiro Togliatti, 157 Vinci FI
NZ$191
4 Oct - 5 Oct
includes taxes & fees
8.6/10 Excellent! (196 reviews)
"Todo estuvo perfecto solo le faltó cafetera o para calentar agua"

Reviewed on 1 July 2026

Hotel Da Vinci
Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality

Strada Statale 47 San Gimignano SI
NZ$274
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (369 reviews)
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."

Reviewed on 18 June 2026

Hotel Pescille by Double Hospitality
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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 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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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 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 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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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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Colle di Val d'Elsa Cathedral

8.8/10 (15 reviews)
You can learn about the history of Colle di Val d'Elsa when you stop by Colle di Val d'Elsa Cathedral. Discover the beautiful countryside and wineries in this relaxing area.
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What to do in Val d'Elsa

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

NZ$43
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

NZ$96
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Siena Small group Cooking Class in a Chianti Farm

Siena Small group Cooking Class in a Chianti Farm

NZ$156
per adult
Siena Small group Cooking Class in a Chianti Farm
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Frequently asked questions

How much does a Val dElsa holiday package cost?
The most affordable Val dElsa package is , 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 holiday 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 holidaying with the family or travelling 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?
Travellers heading to Val dElsa often make a reservation at Grand Hotel Baglioni or Hotel Spadai. These options are in Montelupo Fiorentino. Another happening neighbourhood 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 holiday?
Travellers 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 holiday package is the most convenient way to organise 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 holiday package?
With a holiday 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 holiday 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.