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Montepulciano Vacation Packages

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A historic town with terracotta-roofed buildings, a prominent church, and rolling hills in the background.

Montepulciano
Tuscany
Italy
Europe
Hotwire.com

Montepulciano Flight + Hotel Packages

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

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5

Price was $1,392, price is now $1,148 per person

$1,148

per person

Dec 6 - Dec 13

found 8 hours ago

Roundtrip non-stop flight included

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

Book a stay at this spa hotel in Florence. Enjoy free WiFi, a full-service spa, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

It is an excellent place to stay - closer to the train station-10 minutes. Kept very clean and nice size of room Breakfast was great Very helpful staff.

Reviewed on Oct 16, 2026

The Hoxton, Florence

4 out of 5

Price was $1,661, price is now $1,240 per person

$1,240

per person

Dec 6 - Dec 13

found 11 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.

Monastero di Cortona Hotel & Spa

5 out of 5

Price was $1,855, price is now $1,506 per person

$1,506

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

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

Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Signorelli Theatre and Museum of the Etruscan Academy are located nearby.

Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender

Reviewed on Oct 13, 2026

Alfieri9

3 out of 5

Price was $2,085, price is now $1,488 per person

$1,488

per person

Dec 30 - Jan 7

found 7 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

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

Hotel Duomo Firenze

3 out of 5

Price was $3,230, price is now $2,389 per person

$2,389

per person

Dec 26 - Jan 1

found 16 hours ago

Roundtrip non-stop flight included

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

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

The Moon Boutique Hotel & Spa

4 out of 5

Price was $1,641, price is now $1,253 per person

$1,253

per person

Nov 18 - Nov 24

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

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

Even having arrived very early our room was immediately available. All staff were very helpful. Our room was immaculately clean. The breakfast staff were outstanding very friendly and very hospitable. The highlight though was the spa facility - out of this world. Highly recommend The Moon Boutique.

Reviewed on Oct 16, 2026

Hotel Villani

2 out of 5

Price was $1,886, price is now $1,452 per person

$1,452

per person

Dec 30 - Jan 7

found 7 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

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

Hotel L'Orologio Firenze

4 out of 5

Price was $1,646, price is now $1,272 per person

$1,272

per person

Jan 3 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

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