Val d'Elsa Holidays

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Top Flight + Hotel Deals in Val d'Elsa

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

Villa Olmi Firenze

€1,211
per person
6 Jan - 10 Jan
found 13 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (807 reviews)
Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

Historic Centre of Florence
€1,337
per person
6 Jan - 10 Jan
found 13 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (1,002 reviews)
Hotel was wonderful. Stayed in the superior room which had a beautiful view over the city. Staff were incredibly helpful and the rooftop bar was fantastic.

Reviewed on 21 Oct 2026

Bernini Palace

Bernini Palace

Historic Centre of Florence
€1,440
per person
6 Jan - 10 Jan
found 13 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (1,006 reviews)
We were very happy with our stay at the bernini Palace. The hotel waas beautifully appointed, and the staff was helpful and friendly.

Reviewed on 24 Oct 2026

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

Historic Centre of Florence
€1,284
per person
6 Jan - 10 Jan
found 13 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
It gave a old school elegant feel. The rooms was very spacious and the staff was friendly and informative.

Reviewed on 23 Oct 2026

Hotel degli Orafi

Hotel degli Orafi

Historic Centre of Florence
€1,427
per person
6 Jan - 10 Jan
found 13 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (1,005 reviews)
Everything was wonderful! Perfect location, beautiful rooms and the breakfast room looks like a museum with an incredible breakfast buffet. The staff couldn't have been more helpful. I watched the sunset from the rooftop bar and listened to opera coming from the plaza below. Fantastic experience!

Reviewed on 24 Oct 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

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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Pievescola

Restaurants and museums are just a few things travellers like about Pievescola. A stop by Terre di Vini is also recommended if you've got time to explore the area.

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Lucciana

Lucciana might not have many top sights, but Colle di Val d'Elsa Cathedral and Museo del Cristallo di Colle di Val d'Elsa are two attractions nearby that you can check out.

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Mensano

If you're looking for some top things to see and do in Mensano and surrounding area, you can visit Terre di Vini and Archeological and Collegiate Church Museum.

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Top hotels in Val d'Elsa

Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
€111
10 Nov - 11 Nov
includes taxes & fees
Poderi Arcangelo
La Cisterna

La Cisterna

Piazza Della Cisterna 23 San Gimignano SI
Fully refundableReserve now, pay when you stay
€93
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (668 reviews)
"A wonderful stay! Our visit was a return trip,as we traveled with our kids high school in 2014, knowing some day we would return. Beautiful city, so happy we were able to revisit, was a perfect location"

Reviewed on 24 Oct 2026

La Cisterna
Hotel Da Vinci

Hotel Da Vinci

V.le Palmiro Togliatti, 157 Vinci FI
€96
30 Oct - 31 Oct
includes taxes & fees
8.6/10 Excellent! (200 reviews)
"Modern and clean"

Reviewed on 13 Oct 2026

Hotel Da Vinci
See all 3,311 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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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 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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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 holiday in San Gimignano. Discover the area's beautiful countryside or seek out its local tours.
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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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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

Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

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

€49
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

€159
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
San Gimignano oil mill experience and oil tasting

San Gimignano oil mill experience and oil tasting

€20
per adult
San Gimignano oil mill experience and oil tasting
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Frequently asked questions

How much does a Val dElsa holiday package cost?
The most affordable Val dElsa package is €1,211, 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.