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Montalcino Vacation Packages

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Montalcino Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Price was $1,569, price is now $1,105 per person
$1,105
per person
Oct 22 - Oct 25
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.

Aurum Firenze

Aurum Firenze

4 out of 5
Price was $2,026, price is now $1,374 per person
$1,374
per person
Oct 20 - Oct 26
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 breakfast and the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.
Chambre plus étroite, mais propre. Staff sympa. Notre douche coulait dans la salle de bain et le jet traversait le haut de la porte. Nous n’avons pas aimé le petit buffet déjeuner, manque de fraîcheur (pain/croissant). Cependant, une belle vue pour le petit déjeuner.

Reviewed on Aug 7, 2026

Villa Cora

Villa Cora

5 out of 5
Save 100% on your flight
Price was $3,170, price is now $2,195 per person
$2,195
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
New York (NYC) 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.

Il Leccio Luxury Resort

Il Leccio Luxury Resort

5 out of 5
Save 100% on your flight
Price was $5,275, price is now $3,731 per person
$3,731
per person
Sep 17 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pisa (PSA)
Book a stay at this luxury farm stay in Santa Margherita Ligure. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Paraggi Beach and Portofino Marina are located nearby.
Great location, rooms, pool and food

Reviewed on Aug 31, 2025

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was $3,473, price is now $2,498 per person
$2,498
per person
Sep 16 - Sep 19
found 4 hours 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

Aurum Uffizi

Aurum Uffizi

4 out of 5
Price was $1,642, price is now $1,188 per person
$1,188
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 Piazza della Signoria and Ponte Vecchio are located nearby.
The room was clean and air conditioning worked well for the size of room. However, the room was a little small for a family of four. The location was one of the best aspects of the hotel: it was right in the historic centre and near all the attractions. Staff were also very helpful, promptly responding to our requests.

Reviewed on Aug 2, 2026

Hotel Centro

Hotel Centro

2 out of 5
Price was $1,852, price is now $1,348 per person
$1,348
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, daily housekeeping, and dry cleaning or laundry services. Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.

Alfieri9

Alfieri9

3 out of 5
Price was $1,545, price is now $1,139 per person
$1,139
per person
Oct 13 - Oct 17
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Cathedral of Santa Maria del Fiore are located nearby.
More quiet residential area of Firenze in walking distance of center but away from the crowds. No elevator and two flight of stairs.

Reviewed on Jul 5, 2026

Montalcino Vacation Packages 3-4 Night Stays

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 $1,223, price is now $904 per person
$904
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was $1,569, price is now $1,105 per person
$1,105
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was $3,473, price is now $2,498 per person
$2,498
per person
Sep 16 - Sep 19
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Price was $1,702, price is now $1,271 per person
$1,271
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)

Montalcino Vacation Packages 5-7 Night Stays

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $2,026, price is now $1,374 per person
$1,374
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $2,049, price is now $1,378 per person
$1,378
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $4,220, price is now $2,898 per person
$2,898
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $3,170, price is now $2,195 per person
$2,195
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Air France
Tue, Nov 10 - Tue, Nov 17
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$129 Roundtrip, just found
$129
Roundtrip
just found
Select Air France flight, departing Tue, Nov 10 from Roissy-Charles de Gaulle to Peretola, returning Tue, Nov 17, priced at $129 just found
Iberia
Sun, Aug 16 - Tue, Aug 18
LGW
Gatwick
FLR
Peretola
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago
Select Iberia flight, departing Sun, Aug 16 from Gatwick to Peretola, returning Tue, Aug 18, priced at $249 found 6 days ago
Lufthansa
Fri, Aug 14 - Thu, Aug 20
LHR
Heathrow
FLR
Peretola
$298 Roundtrip, found 4 hours ago
$298
Roundtrip
found 4 hours ago
Select Lufthansa flight, departing Fri, Aug 14 from Heathrow to Peretola, returning Thu, Aug 20, priced at $298 found 4 hours ago
British Airways
Sun, Sep 20 - Sat, Oct 3
STN
Stansted
FLR
Peretola
$298 Roundtrip, found 6 days ago
$298
Roundtrip
found 6 days ago
Select British Airways flight, departing Sun, Sep 20 from Stansted to Peretola, returning Sat, Oct 3, priced at $298 found 6 days ago