Val di Pugna Vacations from $1,044

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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.

The Latest Val di Pugna vacation packages

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

Eurostars Florence Boutique

Historic Centre of Florence
$1,044
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
8.6/10 Excellent! (500 reviews)
n

Reviewed on Aug 10, 2026

Grand Universe Lucca, Autograph Collection

Grand Universe Lucca, Autograph Collection

Lucca Historical Center
$1,112
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (58 reviews)
Great location, nice & helpful staff .

Reviewed on Aug 24, 2026

Eden Rock Resort

Eden Rock Resort

Save 100% on your flight
$1,494
per person
Oct 10 - Oct 15
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!

Reviewed on Jul 18, 2026

Alfieri9

Alfieri9

Historic Centre of Florence
$1,350
per person
Oct 20 - Oct 24
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (170 reviews)
Thanks!

Reviewed on Aug 23, 2026

Hotel Esperanza

Hotel Esperanza

Historic Centre of Florence
$1,186
per person
Oct 20 - Oct 24
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.8/10 Excellent! (241 reviews)
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What to do in Val di Pugna

Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$61
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

$185
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting

$54
per adult
90% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
See all activities in Val di Pugna

Val di Pugna Hotel Deals

La Certosa di Pontignano

La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
$97 nightly
$116 total
Sep 8 - Sep 9
Total with taxes and fees
9.4/10 Exceptional! (559 reviews)
"Beautiful place, very quiet, in love with gardens"

Reviewed on Aug 31, 2026

La Certosa di Pontignano
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$222 nightly
$250 total
Sep 1 - Sep 2
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"Le personnel est très serviable que ça soit pour le stationnement au restaurant ou à la réception un service impeccable. La terrasse a une belle vue panoramique et un menu à se lécher les doigts."

Reviewed on Aug 30, 2026

Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$420 nightly
$476 total
Sep 2 - Sep 3
Total with taxes and fees
9.2/10 Wonderful! (625 reviews)
"Great location, beautiful rooms, wonderful staff!"

Reviewed on Aug 28, 2026

Grand Hotel Continental Siena – Starhotels Collezione
See all 5,108 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.

Find the Best Val di Pugna Vacation Packages

Val di Pugna Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Top Sights
Siena Cathedral, Palazzo Pubblico and Civic Museum

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Frequently asked questions

How much does a Val di Pugna vacation package cost?
You'll find cheap prices from $1,044 on Expedia for your Val di Pugna break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Val di Pugna costs.
What are the cheapest months to go to Val di Pugna?
You can typically find lower rates and better availability in November, December and January. Explore our cheap Val di Pugna vacation packages and you could land some great off-season deals.
How many days is enough for Val di Pugna?
Generally, a handful of days is enough to visit the major sights during your Val di Pugna vacation. However, if you want to have more time to relax or take day tours, think about extending your itinerary.
How to find the best Val di Pugna package deals?
Start your search for a Val di Pugna package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Val di Pugna package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Val di Pugna escape off to a flying start.
Is it cheaper to book a Val di Pugna vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Val di Pugna escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Val di Pugna?
If you've got your Val di Pugna travel dates confirmed, book as soon as you can to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Val di Pugna vacation packages?
Your Val di Pugna trip is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to give you a little more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.