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A vineyard with rows of grapevines, a white building, and a clear blue sky.

Cascina
Tuscany
Italy
Europe
Hotwire.com

Cascina Flight + Hotel Packages

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

Hotel La Scaletta Al Ponte Vecchio

4 out of 5

Price was $1,870, price is now $1,362 per person

$1,362

per person

Sep 7 - Sep 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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 della Signoria are located nearby.

The staff was amazing, beautiful property

Reviewed on Aug 3, 2026

The Moon Boutique Hotel & Spa

4 out of 5

Save 100% on your flight

Price was $3,229, price is now $1,854 per person

$1,854

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip 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 room service. Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.

Everything was great! Friendly staff, clean and comfortable rooms, and a relaxing atmosphere overall. We really enjoyed our stay!

Reviewed on Aug 1, 2026

Monastero di Cortona Hotel & Spa

5 out of 5

Save 100% on your flight

Price was $2,224, price is now $1,475 per person

$1,475

per person

Oct 19 - Oct 25

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.

Unbelievable hotel. Staff were so fantastic and nice. 10/10 stay!

Reviewed on Aug 2, 2026

L'Andana

5 out of 5

Save 100% on your flight

Price was $3,505, price is now $2,385 per person

$2,385

per person

Sep 21 - Sep 27

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 Castiglione della Pescaia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di San Pancrazio al Fango and Cantina Sociale i Vini di Maremma are located nearby.

Breathtaking views of the Tuscan countryside, as well as incredibly attentive staff.

Reviewed on Jun 9, 2026

Precise Tale Poggio Alla Sala

5 out of 5

Save 100% on your flight

Price was $4,137, price is now $2,903 per person

$2,903

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Archaeological Civic Museum and Terme Sant'Elena are located nearby.

The place it’s an Amazing. Very clean. Is more beautiful than the pictures.

Reviewed on Aug 2, 2026

Villa Cora

5 out of 5

Price was $2,894, price is now $2,064 per person

$2,064

per person

Oct 22 - Oct 25

found 2 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

Book a stay at this luxury hotel in Florence. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Ponte Vecchio and Piazza della Signoria are located nearby.

Grand Hotel Cavour

4 out of 5

Save 100% on your flight

Price was $2,859, price is now $2,079 per person

$2,079

per person

Oct 24 - Oct 31

found 1 day 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, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Piazza della Signoria and Piazza del Duomo are located nearby.

Columbus Urban Resort

5 out of 5

Price was $2,032, price is now $1,497 per person

$1,497

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

Book a stay at this luxury hotel in Florence. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Piazza del Duomo and Piazza della Signoria are located nearby.

A beautiful hotel. Staff were very friendly and helpful

Reviewed on Jul 25, 2026