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Montecastelli

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Montecastelli Flights as Low as $375

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

TAP Portugal
Wed, Oct 8 - Wed, Oct 15
JFK
John F. Kennedy Intl.
FLR
Peretola
$375 Roundtrip, found 4 hours ago
$375
Roundtrip
found 4 hours ago
Select TAP Portugal flight, departing Wed, Oct 8 from John F. Kennedy Intl. to Peretola, returning Wed, Oct 15, priced at $375 found 4 hours ago
Iberia
Tue, Dec 9 - Tue, Dec 16
BOS
Logan Intl.
FLR
Peretola
$381 Roundtrip, found 20 hours ago
$381
Roundtrip
found 20 hours ago
Select Iberia flight, departing Tue, Dec 9 from Logan Intl. to Peretola, returning Tue, Dec 16, priced at $381 found 20 hours ago
United
Tue, Dec 9 - Tue, Dec 16
BOS
Logan Intl.
FLR
Peretola
$390 Roundtrip, found 20 hours ago
$390
Roundtrip
found 20 hours ago
Select United flight, departing Tue, Dec 9 from Logan Intl. to Peretola, returning Tue, Dec 16, priced at $390 found 20 hours ago
American Airlines
Tue, Aug 5 - Thu, Aug 14
BOS
Logan Intl.
PSA
Galileo Galilei
$408 Roundtrip, found 5 hours ago
$408
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Aug 5 from Logan Intl. to Galileo Galilei, returning Thu, Aug 14, priced at $408 found 5 hours ago
British Airways
Tue, Aug 5 - Thu, Aug 14
BOS
Logan Intl.
PSA
Galileo Galilei
$410 Roundtrip, found 5 hours ago
$410
Roundtrip
found 5 hours ago
Select British Airways flight, departing Tue, Aug 5 from Logan Intl. to Galileo Galilei, returning Thu, Aug 14, priced at $410 found 5 hours ago
Swiss International Air Lines
Tue, Dec 9 - Tue, Dec 16
BOS
Logan Intl.
FLR
Peretola
$415 Roundtrip, found 20 hours ago
$415
Roundtrip
found 20 hours ago
Select Swiss International Air Lines flight, departing Tue, Dec 9 from Logan Intl. to Peretola, returning Tue, Dec 16, priced at $415 found 20 hours ago
Lufthansa
Tue, Dec 9 - Tue, Dec 16
BOS
Logan Intl.
FLR
Peretola
$421 Roundtrip, found 20 hours ago
$421
Roundtrip
found 20 hours ago
Select Lufthansa flight, departing Tue, Dec 9 from Logan Intl. to Peretola, returning Tue, Dec 16, priced at $421 found 20 hours ago
Delta
Wed, Dec 31 - Wed, Jan 7
JFK
John F. Kennedy Intl.
FLR
Peretola
$425 Roundtrip, found 6 hours ago
$425
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Dec 31 from John F. Kennedy Intl. to Peretola, returning Wed, Jan 7, priced at $425 found 6 hours ago
ITA Airways
Wed, Oct 8 - Wed, Oct 15
JFK
John F. Kennedy Intl.
FLR
Peretola
$434 Roundtrip, found 4 hours ago
$434
Roundtrip
found 4 hours ago
Select ITA Airways flight, departing Wed, Oct 8 from John F. Kennedy Intl. to Peretola, returning Wed, Oct 15, priced at $434 found 4 hours ago
KLM
Tue, Dec 9 - Tue, Dec 16
BOS
Logan Intl.
FLR
Peretola
$452 Roundtrip, found 20 hours ago
$452
Roundtrip
found 20 hours ago
Select KLM flight, departing Tue, Dec 9 from Logan Intl. to Peretola, returning Tue, Dec 16, priced at $452 found 20 hours ago
KLM
Mon, Aug 11 - Tue, Aug 19
JFK
John F. Kennedy Intl.
PSA
Galileo Galilei
$520 Roundtrip, found 2 days ago
$520
Roundtrip
found 2 days ago
Select KLM flight, departing Mon, Aug 11 from John F. Kennedy Intl. to Galileo Galilei, returning Tue, Aug 19, priced at $520 found 2 days ago
TAP Portugal
Tue, Dec 9 - Tue, Dec 16
BOS
Logan Intl.
ZMS
Santa Maria Novella Train Station
$572 Roundtrip, found 20 hours ago
$572
Roundtrip
found 20 hours ago
Select TAP Portugal flight, departing Tue, Dec 9 from Logan Intl. to Santa Maria Novella Train Station, returning Tue, Dec 16, priced at $572 found 20 hours ago
Delta
Tue, Sep 9 - Tue, Sep 23
YYZ
Pearson Intl.
FLR
Peretola
$627 Roundtrip, found 16 hours ago
$627
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Sep 9 from Pearson Intl. to Peretola, returning Tue, Sep 23, priced at $627 found 16 hours ago
KLM
Sat, Sep 6 - Sat, Sep 20
YYZ
Pearson Intl.
PSA
Galileo Galilei
$706 Roundtrip, found 2 days ago
$706
Roundtrip
found 2 days ago
Select KLM flight, departing Sat, Sep 6 from Pearson Intl. to Galileo Galilei, returning Sat, Sep 20, priced at $706 found 2 days ago
TAP Portugal
Wed, Dec 31 - Wed, Jan 7
JFK
John F. Kennedy Intl.
ZMS
Santa Maria Novella Train Station
$724 Roundtrip, found 6 hours ago
$724
Roundtrip
found 6 hours ago
Select TAP Portugal flight, departing Wed, Dec 31 from John F. Kennedy Intl. to Santa Maria Novella Train Station, returning Wed, Jan 7, priced at $724 found 6 hours ago
TAP Portugal
Tue, Sep 9 - Tue, Sep 23
YYZ
Pearson Intl.
ZMS
Santa Maria Novella Train Station
$1,100 Roundtrip, found 16 hours ago
$1,100
Roundtrip
found 16 hours ago
Select TAP Portugal flight, departing Tue, Sep 9 from Pearson Intl. to Santa Maria Novella Train Station, returning Tue, Sep 23, priced at $1,100 found 16 hours ago

Cheap Flights to Montecastelli

Fall in love at first flight with your vacation to Montecastelli by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Montecastelli on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Montecastelli, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Montecastelli

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Montecastelli with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SAY airport.

What is the cheapest month to fly to Montecastelli?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Montecastelli are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Montecastelli?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Montecastelli.

What airport is best to fly into Montecastelli?

When you’re planning your trip to Montecastelli, convenience is the name of the game. Luckily, Montecastelli Peretola Airport is nearby so you can deplane and get going on checking off everything on your Montecastelli must-do list.

How much are flights to Montecastelli?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Montecastelli on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $375, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Montecastelli?

The trick to saving a stack of cash on your flight to Montecastelli? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $375 right now, why wait?

Montecastelli Flight Information
Destination airport
Peretola
Destination airport IATA code
FLR
Roundtrip price
$86

Last Minute Hotel Deals in Montecastelli

Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (985 reviews)
"We loved Hotel Italia. It was close to a 1 kilometer walk to the real busy part of the city, but we preferred being in a much quieter part of town closer to the train station and enjoy the walking. Escalators to the train station were only a couple hundred meters away. Breakfast was great, with many ..."

Reviewed on Jul 9, 2025

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Hotel Italia
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano, San Gimignano, SI
Book a stay at this family-friendly farm stay in San Gimignano. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (296 reviews)
"This property is absolutely beautiful! It was such a relaxing stay for us. The staff is so kind and hospitable. I definitely recommend Poderi Arcangelo!"

Reviewed on Jul 11, 2025

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Poderi Arcangelo
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
Stay at this 4-star business-friendly hotel in Poggibonsi. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our ...
8/10 Very Good! (449 reviews)
Good Value for the cost !
"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."

Reviewed on Jul 7, 2025

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Hotel Ristorante Alcide
Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
Loc La Cappuccina 46/a, San Gimignano, SI
Stay at this 4-star business-friendly hotel in San Gimignano. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (72 reviews)
"Really nice, quiet place to stay with an incredible view and convenient to San Gimignano. The staff and service was top notch with very friendly poolside service and at the restaurant. The room accommodations and beds are very comfortable, but the AC had trouble keeping up with the 90 degree days…especially ..."

Reviewed on Jun 25, 2025

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Cappuccina Country Resort
Hotel Borgo San Luigi

Hotel Borgo San Luigi

4 out of 5
STRADA DELLA CERRETA,7, Monteriggioni, SI
Stay at this 4-star business-friendly hotel in Monteriggioni. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (386 reviews)
"super pleasant stay"

Reviewed on Jul 14, 2025

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Hotel Borgo San Luigi
Villasanpaolo

Villasanpaolo

4 out of 5
Strada Provinciale Per Certaldo, San Gimignano, SI
Stay at this 4-star luxury hotel in San Gimignano. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sant'Agostino Church and Archaeological ...
8.8/10 Excellent! (213 reviews)
"Very nice hotel. Hope to stay there again."

Reviewed on Jun 13, 2025

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Villasanpaolo
RELAIS SANTA CHIARA - TUSCANY CHARME

RELAIS SANTA CHIARA - TUSCANY CHARME

4 out of 5
Via Giacomo Matteotti, 15, San Gimignano, SI
Stay at this 4-star hotel in San Gimignano. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Historical Torture Museum and Museum San ...
8.4/10 Very Good! (377 reviews)
Scores 10! highly recommended.
"This is a highly recommended hotel! The atmosphere, the pool, the food, the staff, room, surrounding, 2 minutes from the nearest Pizza place, 10 minutes from the center of town. Everything was just excellent."

Reviewed on Jul 9, 2025

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RELAIS SANTA CHIARA - TUSCANY CHARME
Hotel Leon Bianco

Hotel Leon Bianco

3 out of 5
Piazza Della Cisterna 13, San Gimignano, SI
Stay at this 3-star business-friendly hotel in San Gimignano. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in ...
9.4/10 Exceptional! (529 reviews)
"This hotel was a perfect stay for our trip. The staff was amazing and very helpful."

Reviewed on Jul 7, 2025

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Hotel Leon Bianco
See all 4,350 properties in Montecastelli
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.