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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Val d'Elsa Hotel Deals

Hotel Toscana Ambassador

Hotel Toscana Ambassador

4 out of 5
Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Jul 22 to Jul 23
CA $88
CA $106 total
Jul 22 - Jul 23
includes taxes & fees
8.2/10 Very good! (351 reviews)
"Room was clean, staff was helpful and easy to park."

Reviewed on Jun 27, 2026

Hotel Toscana Ambassador
Villa San Filippo

Villa San Filippo

4 out of 5
Strada delle Ginestre, 6 Barberino Tavarnelle FI
The price is CA $152 per night from Jul 19 to Jul 20
CA $152
CA $177 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."

Reviewed on Jun 1, 2026

Villa San Filippo
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano San Gimignano SI
The price is CA $259 per night from Aug 12 to Aug 13
CA $259
CA $293 total
Aug 12 - Aug 13
includes taxes & fees
9/10 Wonderful! (357 reviews)
"The place and view are breathtaking. The pool is a great plus!"

Reviewed on Jul 4, 2026

Poderi Arcangelo
See all 3,413 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.
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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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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

CA $80
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
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
From Siena: Best of Tuscany Wines & Lunch in Montepulciano

From Siena: Best of Tuscany Wines & Lunch in Montepulciano

CA $160
per adult
100% of travellers recommend
From Siena: Best of Tuscany Wines & Lunch in Montepulciano
See all activities in Val d'Elsa

Frequently asked questions

How much does a Val dElsa vacation 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 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.