Search Deals on
Pienza Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

A historic town perched on a hillside with a prominent church tower, surrounded by lush greenery and rolling hills in the background.

Pienza
Tuscany
Italy
Europe
Hotwire.com

Pienza Flight + Hotel Packages

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

The Hoxton, Florence

4 out of 5

Price was $1,067, price is now $853 per person

$853

per person

Jan 16 - Jan 20

found 8 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

Very nice staff, clean rooms and great room service and nice furniture ! Close to the main touristy places in the city, maximum of 30 minutes walk radius from everything that I wanted to visit!

Reviewed on Nov 2, 2026

Hotel Lungarno - Lungarno Collection

5 out of 5

Price was $1,790, price is now $1,333 per person

$1,333

per person

Jan 23 - Jan 27

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

Book a stay at this luxury hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

Beautiful hotel, beautiful rooms, fantastic location, amazing service and staff.

Reviewed on Nov 1, 2026

Hotel Berchielli

4 out of 5

Price was $1,395, price is now $1,050 per person

$1,050

per person

Jan 26 - Jan 31

found 13 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

Book a stay at this business-friendly hotel in Florence. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

Portrait Firenze - Lungarno Collection

5 out of 5

Price was $2,573, price is now $1,942 per person

$1,942

per person

Jan 23 - Jan 27

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

Book a stay at this luxury hotel in Florence. Enjoy breakfast (surcharge), room service, and valet parking (surcharge). Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

Nice location, clean room, feel like home

Reviewed on Oct 27, 2026

Villa Tolomei Hotel & Resort

5 out of 5

Price was $1,753, price is now $1,325 per person

$1,325

per person

Jan 7 - Jan 13

found 7 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this luxury hotel in Florence. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

The Place Firenze

5 out of 5

Price was $6,523, price is now $4,941 per person

$4,941

per person

Dec 26 - Jan 3

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this luxury hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the room service in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

Grand Hotel Cavour

4 out of 5

Price was $1,806, price is now $1,396 per person

$1,396

per person

Jan 7 - Jan 13

found 7 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this family-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

Hotel La Scaletta Al Ponte Vecchio

4 out of 5

Price was $1,136, price is now $894 per person

$894

per person

Jan 26 - Jan 31

found 13 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

Stay at this hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.