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Your Il Borgo Vacation

Known for its medieval heritage and spectacular views, Il Borgo is an ideal getaway destination. Book one of our Il Borgo vacation packages and immerse yourself in all that this impressive city has to offer. Any trip to Il Borgo needs a well-designed itinerary. Fill yours with big-name attractions like Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona. Your dream Il Borgo vacation is clicks away. Search hotels, flights and more on Expedia for a trip that's tailored just for you.

The Latest Il Borgo vacation packages

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,596, price is now $1,001 per person
$1,001
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.

Reviewed on Jun 5, 2026

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,342, price is now $1,612 per person
$1,612
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (1,000 reviews)
The staff. The breakfast. The bar. All perfect. We really really loved our stay here. Planning on staying every year!

Reviewed on Jun 18, 2026

Alfieri9

Alfieri9

3 out of 5
Historic Centre of Florence
Price was $2,106, price is now $1,469 per person
$1,469
per person
Sep 6 - Sep 12
found 3 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (164 reviews)
Nested in a residential area. Amazing restaurants and a market a few minutes away. Specious rooms. Great AC.

Reviewed on Jun 16, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $3,419, price is now $2,401 per person
$2,401
per person
Sep 11 - Sep 15
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (144 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on Jun 19, 2026

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Save 100% on your flight
Price was $2,534, price is now $1,784 per person
$1,784
per person
Sep 11 - Sep 15
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (127 reviews)
Excellent staff and experiences! We had a wonderful time.

Reviewed on Nov 29, 2025

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Discover the most popular places to visit in Il Borgo

Villa Bramasole

You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area.

Villa Bramasole

Piazza della Repubblica

Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.

Piazza della Repubblica

Cortona Cathedral

Cortona Cathedral is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theater.

Cortona Cathedral

What to do in Il Borgo

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

$41
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
Tasting Tour in One of The Most Beautiful Cellars in the World

Tasting Tour in One of The Most Beautiful Cellars in the World

$38
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
See all activities in Il Borgo

Il Borgo Hotel Deals

Villa Borgo San Pietro

Villa Borgo San Pietro

4 out of 5
Loc. San Pietro a Cegliolo 3 Cortona AR
$108 nightly
The price is $128 total per night from Jun 23 to Jun 24
$128 total
Jun 23 - Jun 24
Total with taxes and fees
9.4/10 Exceptional! (104 reviews)
"Immaculately clean, peaceful, beautiful old italian villa; it was incredible. Would recommend to anyone."

Reviewed on Jun 2, 2026

Villa Borgo San Pietro
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Cortona Arezzo
10/10 Exceptional! (67 reviews)
"Wow!!!. I wish there was some way to rate this property with more than 5 stars. Everything was exceptional! The restored centuries-old farmhouse was incredibly beautiful and comfortable. Very well apportioned. The grounds were private and engaging. The location (just minutes’ drive from the historical ..."

Reviewed on Sep 23, 2025

Get rates
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$418 nightly
The price is $467 total per night from Jun 24 to Jun 25
$467 total
Jun 24 - Jun 25
Total with taxes and fees
9.6/10 Exceptional! (147 reviews)
"It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)"

Reviewed on Jun 19, 2026

Precise Tale Poggio Alla Sala
See all 5,053 properties in Il Borgo
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 Il Borgo Vacation Packages

Il Borgo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Signorelli Theatre, Cathedral of Cortona and Museum of the Etruscan Academy

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Frequently asked questions

How much does an Il Borgo vacation package cost?
You'll find cheap prices from $1,001 on Expedia for your Il Borgo escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Il Borgo costs.
What are the cheapest months to go to Il Borgo?
You can generally find lower rates and better availability in October, November and December. Explore our cheap Il Borgo vacation packages and you could get some great off-season discounts.
How many days is enough for Il Borgo?
With a well-organized travel plan, you can easily tick off the most popular Il Borgo sights in a few days. But if you want to venture off the beaten track or take day trips, consider booking your Il Borgo vacation for longer.
How to find the best Il Borgo package deals?
Begin your search for an Il Borgo package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Il Borgo package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Il Borgo adventure off to a flying start.
Is it cheaper to book an Il Borgo vacation as a package?
You can enjoy significant savings on your Il Borgo break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Il Borgo?
If you're planning an impromptu Il Borgo getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Il Borgo vacation packages?
Jet off on your dream getaway to Il Borgo with our Book Now, Pay Later vacations. No need to save like crazy or wait for your next payday — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up travel deals before they sell out.

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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.