Pergognano Vacations from $891

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Your Pergognano Vacation

Let our vacation packages to Pergognano inspire your next adventure. You'll find plenty to like about this lively city, starting with the neighborhood of Orzale, which is great for views and nature. Make your trip to Pergognano even more fulfilling by including some sightseeing. Tennis Club Castiglionese, Cassero Tower and Archaeological Museum are some of the big attractions worth exploring. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Pergognano vacation plans in motion!

The Latest Pergognano vacation packages

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,305, price is now $891 per person
$891
per person
Feb 15 - Feb 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
Close to train station and everything you need.

Reviewed on Nov 21, 2025

Hotel Regency

Hotel Regency

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,408, price is now $924 per person
$924
per person
Jan 10 - Jan 15
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (439 reviews)
Loved it! Great place and very convenient

Reviewed on Jul 4, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,392, price is now $923 per person
$923
per person
Feb 15 - Feb 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Breakfast was good. Staff super friendly. Overall the expected quality for the paid price.

Reviewed on Nov 20, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was $2,708, price is now $1,841 per person
$1,841
per person
Jan 3 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (467 reviews)
Nice property and staff.

Reviewed on Nov 13, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,320, price is now $1,580 per person
$1,580
per person
Feb 15 - Feb 20
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.

Reviewed on Jun 29, 2025

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Discover the most popular places to visit in Pergognano

Tennis Club Castiglionese

Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Tennis Club Castiglionese

Agricola Buccelletti Winery

You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.

Agricola Buccelletti Winery

Cassero Tower

Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.

Cassero Tower

What to do in Pergognano

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

$23
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Montepulciano Wine Tasting with typical Tuscan Cold Cuts

Montepulciano Wine Tasting with typical Tuscan Cold Cuts

$52
per adult
Montepulciano Wine Tasting with typical Tuscan Cold Cuts
See all activities in Pergognano

Pergognano Hotel Deals

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$296 nightly
The price is $335 total per night from Dec 14 to Dec 15
$335 total
Dec 14 - Dec 15
Total with taxes and fees
9.8/10 Exceptional! (254 reviews)
Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally ...

Reviewed on Nov 23, 2025

Monastero di Cortona Hotel & Spa
Hotel Continentale

Hotel Continentale

4 out of 5
Piazza Guido Monaco, 7 Arezzo AR
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $142 total per night from Dec 3 to Dec 4
$142 total
Dec 3 - Dec 4
Total with taxes and fees
8.4/10 Very Good! (451 reviews)
We had a last-minute stay there due to the train strike, and it was a great evening after all… The hotel was right there in the main Square plus near the train station. The staff was lovely and they have the most beautiful rooftop patio and bar. you have to check out.

Reviewed on Oct 17, 2025

Hotel Continentale
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
$113 nightly
The price is $129 total per night from Dec 11 to Dec 12
$129 total
Dec 11 - Dec 12
Total with taxes and fees
9.6/10 Exceptional! (275 reviews)
Great room and service

Reviewed on Nov 11, 2025

Relais Villa Grazianella - UNA Esperienze
See all 4,811 properties in Pergognano
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 Pergognano Vacation Packages

Pergognano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Agricola Buccelletti Winery, Archaeological Museum and Municipal Art Gallery

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Frequently asked questions

How much does a Pergognano vacation package cost?
You'll find cheap prices from $891 on Expedia for your Pergognano break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Pergognano costs.
What are the cheapest months to go to Pergognano?
November, December and January are great times to search for cheap Pergognano vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Pergognano?
The ideal length for your Pergognano vacation depends on what you'd like to do. Generally, a few days to a week will give you time to go to all the main sights and discover some hidden treasures along the way.
How to find the best Pergognano package deals?
Use Expedia's filter tool to find some great Pergognano package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Pergognano package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Pergognano vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Pergognano escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Pergognano?
If you're considering a spontaneous Pergognano adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Pergognano vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Pergognano trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.