Val d'Elsa Vacation Packages

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Top Val d'Elsa Vacation Deals

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

Hotel Duomo Firenze

Historic Centre of Florence
CA $1,220
per person
Nov 19 - Nov 22
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
The location of this hotel is excellent in central Florence in a pedestrian only street steps across from the Duomo. Walkable to everything for choice of restaurants and shops. The staff was outstanding and the breakfast choices were very good and better than going to a cafe nearby. The room had great storage and the bathroom was renovated very nicely. The hotel is on the 4th floor of a historial building and has an elevator.

Reviewed on Sep 23, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

Historic Centre of Florence
CA $1,642
per person
Nov 8 - Nov 14
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.6/10 Excellent! (500 reviews)
mattresses were impossible to sleep on

Reviewed on Sep 14, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $1,391
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Great location. We suggest taking the river down to the city center every day. The free breakfast and coffee is great way to start your day. Schedule a spa day at least once so you can relax before the walk to dinner! Reception was super nice and even helped us call a taxi.

Reviewed on Sep 21, 2026

Aurum Firenze

Aurum Firenze

Historic Centre of Florence
CA $1,403
per person
Nov 1 - Nov 6
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Good location- close to all the attractions. We were there for 3 days. One day, had a downpour of rain- came back to the hotel soaking wet asked for dry towels, they declined- you only have the same towels ( which were wet from our morning shower)for your stay. Shower was a lot smaller than previous hotels that we stayed at when in Italy. Breakfast and coffee were horrible

Reviewed on Sep 22, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
CA $1,422
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)

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.

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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 Archeological and Collegiate Church Museum and Terre di Vini, some noteworthy sights in the nearby area.

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Val d'Elsa Hotel Deals

Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
CA $164
CA $188 total
Oct 23 - Oct 24
includes taxes & fees
9/10 Wonderful! (373 reviews)
"Location is beautiful. We were in the separate house."

Reviewed on Sep 21, 2026

Poderi Arcangelo
Hotel Da Vinci

Hotel Da Vinci

V.le Palmiro Togliatti, 157 Vinci FI
CA $131
CA $153 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
Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality

Strada Statale 47 San Gimignano SI
CA $151
CA $176 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (371 reviews)
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."

Reviewed on Jun 18, 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.
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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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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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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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What to do in Val d'Elsa

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $36
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

CA $79
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Tootbus Tuscany Intercity Multi-day Pass

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

CA $55
per adult
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
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Frequently asked questions

How much does a Val dElsa vacation package cost?
The most affordable Val dElsa package is CA $1,220, 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.