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.

Find hotels in San Gimignano City Centre

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
The price is NZ$220 per night from 26 Nov to 27 Nov
NZ$220
26 Nov - 27 Nov
includes taxes & fees
Poderi Arcangelo
Villa Petriolo

Villa Petriolo

Via di Petriolo 7 Cerreto Guidi FI
Fully refundableReserve now, pay when you stay
The price is NZ$393 per night from 23 Nov to 24 Nov
NZ$393
23 Nov - 24 Nov
includes taxes & fees
9.8/10 Exceptional! (136 reviews)
"Staff were as incredible as anyplace we have stated. Grounds and hotel room simply immaculate and gorgeous. Far exceeded our expectations."

Reviewed on 31 Oct 2026

Villa Petriolo
La Cisterna

La Cisterna

3 out of 5
Piazza Della Cisterna 23 San Gimignano SI
Fully refundableReserve now, pay when you stay
The price is NZ$185 per night from 3 Nov to 4 Nov
NZ$185
3 Nov - 4 Nov
includes taxes & fees
9.2/10 Wonderful! (674 reviews)
"A great hotel with great staff. We had a room at the back with a balcony which had stunning views. Very nice room overall and the breakfast was very nice too."

Reviewed on 30 Oct 2026

La Cisterna
See all 3,291 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 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.
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What to do in Val d'Elsa

San Gimignano: Evening Flavors Dinner & Wine tasting

San Gimignano: Evening Flavors Dinner & Wine tasting

NZ$111
per adult
San Gimignano: Evening Flavors Dinner & Wine tasting
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

NZ$48
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery

Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery

NZ$69
per adult
Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery
See all activities in Val d'Elsa

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.