A historic square with stone buildings, a prominent tower, and outdoor seating areas.

Val d'Elsa Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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The Latest Val d'Elsa Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 10 - Jan 16

    Art Hotel Villa Agape - Place of Charme + Flight

    Oltrarno
    5 nights
    4.0 star property
    9.8/10 - Exceptional (1,003 reviews)
    "Amazing property highly recommended"
    Reviewed November 7, 2026
    Roundtrip • Montreal (YUL) - Florence (FLR)
    YUL - FCO • Nonstop FCO - YUL • 1 stop
    CA $1,656
    CA $1,395
    per traveller
    found 1 day ago
    Art Hotel Villa Agape - Place of Charme
  • Dec 28 - Jan 3

    Villa Tolomei Hotel & Resort + Flight

    Oltrarno
    5 nights
    5.0 star property
    8.8/10 - Excellent (449 reviews)
    "The property was lovely. A former 15th(?) century monastery located on a hilltop overlooking parts of Florence. Surrounded by olive and fruit trees, and gardens. It's past the Roman gate, about a 30 euro cab ride from the center of town. Though they didn't tell us until we asked, there's a shuttle that will take you down the hill to the Roman Gate where taxis and busses can be found. We arrived just after the hotel restaurant had closed for the afternoon by a minute. They were kind/professional..."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - Florence (FLR)
    YYZ - FCO • 2 stops FCO - YYZ • 1 stop
    CA $3,248
    CA $2,492
    per traveller
    found 1 day ago
    Villa Tolomei Hotel & Resort
  • Jan 10 - Jan 16

    Bernini Palace + Flight

    Historic Centre of Florence
    5 nights
    5.0 star property
    9.8/10 - Exceptional (1,004 reviews)
    Roundtrip • Montreal (YUL) - Florence (FLR)
    YUL - FCO • Nonstop FCO - YUL • 1 stop
    CA $2,145
    CA $1,655
    per traveller
    found 1 day ago
    Bernini Palace
  • Dec 28 - Jan 3

    The Hoxton, Florence + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    9.4/10 - Exceptional (385 reviews)
    "Nice quiet location with well appointed rooms."
    Reviewed November 7, 2026
    Roundtrip • Toronto (YYZ) - Florence (FLR)
    YYZ - FCO • 2 stops FCO - YYZ • 1 stop
    CA $2,882
    CA $2,308
    per traveller
    found 1 day ago
    The Hoxton, Florence
  • Jan 10 - Jan 16

    Hotel Calimala Florence + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    9.6/10 - Exceptional (1,002 reviews)
    "Great hotel, good location, staff was great, would recommend."
    Reviewed November 7, 2026
    Roundtrip • Montreal (YUL) - Florence (FLR)
    YUL - FCO • Nonstop FCO - YUL • 1 stop
    CA $2,034
    CA $1,652
    per traveller
    found 1 day ago
    Hotel Calimala Florence

Discover the most popular places to visit in Val d'Elsa

What to do in Val d'Elsa

Val d'Elsa Hotel Deals

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.

Frequently Asked Questions

How much does a Val dElsa vacation package cost?

The most affordable Val dElsa package is CA $1,395, 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.