Val di Pugna Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Val di Pugna Vacation

The best way to experience this unique city is with a custom-made Val di Pugna vacation package. Base yourself in the neighborhood of Lecchi in Chianti, which is good for walking, cycling and views or go someplace else — our package deals are all about you. If your trip to Val di Pugna includes a little sightseeing, visit famous attractions like Siena Cathedral, Torre del Mangia and Piazza del Campo. Expedia is here to help you escape your routine. Tailor your vacation to Val di Pugna to match your travel style, whatever that may be.

Top Val di Pugna Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was CA $2,522, price is now CA $1,806 per person
CA $1,806
per person
Apr 27 - May 2
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Price was CA $3,731, price is now CA $2,555 per person
CA $2,555
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
This hotel was the best hotel that we stayed at during our trip to Italy. It is also conveniently located to the Uffizi and the Galeria dell'Accademia. Additionally, we found a laundromat just a block and a half away, where you can wash/dry two loads for just about $20. Carlo, one of the hotel reception clerks, is a genius for recommending the restaurant "The Divine Comedy Restaurant," a Tuscan steakhouse, which was splendid. The breakfast here was the best breakfast we had at any of hotels we stayed in Italy. The juices and the yogurt-fruit bar with toppings was out of this world. This will be the hotel I stay at if I ever visit Florence again.

Reviewed on Feb 15, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was CA $3,148, price is now CA $2,216 per person
CA $2,216
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
8.8/10 Excellent! (939 reviews)
Great staff. Helpful. Clean

Reviewed on Feb 13, 2026

Hotel Villani

Hotel Villani

2 out of 5
Historic Centre of Florence
Price was CA $2,689, price is now CA $1,927 per person
CA $1,927
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
8.6/10 Excellent! (422 reviews)
Nice room, great staff

Reviewed on Feb 4, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was CA $2,776, price is now CA $2,002 per person
CA $2,002
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
All good experience!

Reviewed on Feb 6, 2026

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Ready to book your vacation to Val di Pugna?

 

Choose your dates

Val di Pugna Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Mar 3 to Mar 4
CA $127
CA $148 total
Mar 3 - Mar 4
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
Great hotel, beautiful view and excellent service from the personnel.

Reviewed on Jan 28, 2026

Hotel Athena
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A Poggibonsi SI
Fully refundableReserve now, pay when you stay
The price is CA $67 per night from Feb 22 to Feb 23
CA $67
CA $74 total
Feb 22 - Feb 23
includes taxes & fees
8/10 Very Good! (462 reviews)
I highly recommended

Reviewed on Oct 14, 2025

Hotel Ristorante Alcide
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $406 per night from Mar 2 to Mar 3
CA $406
CA $462 total
Mar 2 - Mar 3
includes taxes & fees
9.2/10 Wonderful! (579 reviews)
Room, bathroom and breakfast were wonderful. WiFi was not great. Lovely location and pretty property.

Reviewed on Jan 27, 2026

Grand Hotel Continental Siena – Starhotels Collezione
See all 4,994 properties in Val di Pugna
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Val di Pugna

Fortezza Medicea featuring a sunset, a city and landscape views

Fortezza Medicea

4.5/5(5 reviews)

Looming over the city, this fortress is a symbol of when Siena’s independence ended in the 16th century. Today, it’s a public space for exercise and entertainment.

Fortezza Medicea
Fontebranda

Fontebranda

Once a center of social and economic life, this monumental 13th-century public fountain is a snapshot of the world of medieval Siena.

Fontebranda

Santa Maria della Scala

Though Santa Maria della Scala might be what brings you to town, perhaps you'll have a chance to explore more of Siena while you are here.

Santa Maria della Scala

What to do in Val di Pugna

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

CA $112
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Siena: Civic Museum and Palazzo Pubblico Entry Ticket

Siena: Civic Museum and Palazzo Pubblico Entry Ticket

CA $16
per adult
Siena: Civic Museum and Palazzo Pubblico Entry Ticket
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

CA $84
per adult
86% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
See all activities in Val di Pugna

Explore a world of travel with Expedia

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