Search Deals on
Val d'Orcia Vacation Packages

Rolling hills, a vineyard, and a historic building on a hill.

Val d'Orcia Flight + Hotel Packages

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

Grand Universe Lucca, Autograph Collection

$1,098

per person

Nov 1 - Nov 6

just found

Roundtrip flight included

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

Stay at this hotel in Lucca. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Piazza Napoleone and Teatro del Giglio are located nearby.

Great location, nice & helpful staff .

Reviewed on Aug 24, 2026

Castello di Velona Resort Thermal SPA & Winery

Save 100% on your flight

$2,686

per person

Nov 1 - Nov 9

found 9 hours ago

Roundtrip flight included

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

Book a stay at this luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello are located nearby.

This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience.

Reviewed on Aug 14, 2026

The Moon Boutique Hotel & Spa

Save 100% on your flight

$1,296

per person

Oct 29 - Nov 5

found 24 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.

Arrived and was very welcomed at the hotel Beautiful and clean The staff very helpful and respectful Very much cooperative and very hospitable

Reviewed on Aug 25, 2026

Aurum Uffizi

$1,351

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Stay at this hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.

excellent location, clean and staff helpful

Reviewed on Aug 23, 2026

L'Andana

Save 100% on your flight

$2,350

per person

Oct 9 - Oct 15

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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.

What a great experience, the hotel was excellent all the way around

Reviewed on Aug 17, 2026

Grand Hotel Cavour

$1,407

per person

Oct 29 - Nov 5

found 24 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.

Absolutely wonderful hotel with amazing staff, located in the heart of the city. A picturesque property. We will be staying again on our next trip to Florence!

Reviewed on Aug 25, 2026

The Rif - Boutique Hotel

$2,076

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this family-friendly hotel in Pisa. Enjoy free WiFi, breakfast (surcharge), and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions Leaning Tower and Pisa Baptistry are located nearby.

Eden Rock Resort

$1,556

per person

Oct 8 - Oct 12

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this business-friendly residence in Florence. Enjoy free WiFi, room service, and parking (surcharge). Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.

This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!

Reviewed on Jul 18, 2026