Deals on vacations and trips to Castiglione del Bosco

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Castiglione del Bosco flight + hotel vacation packages

Prices and availability subject to change. Additional terms may apply.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Santa Croce
per person
Jun 7 - Jun 13
Roundtrip non-stop flight included
San Francisco (SFO) to Florence (FLR)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.
Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

4 out of 5
Santa Croce
per person
Jun 15 - Jun 22
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Hotel Santa Maria Novella

Hotel Santa Maria Novella

4 out of 5
Santa Maria Novella
per person
Jun 7 - Jun 13
Roundtrip non-stop flight included
San Francisco (SFO) to Florence (FLR)
A full-service spa and a gym are featured at this boutique hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Enjoy the a rooftop terrace and free buffet breakfast each morning.
25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Santa Maria Novella
per person
Jun 15 - Jun 22
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a terrace are also offered.
Hotel Garibaldi Blu

Hotel Garibaldi Blu

4 out of 5
Duomo
per person
Jun 15 - Jun 22
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Top Castiglione del Bosco hotel deals

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
Free Cancellation
Reserve now, pay when you stay
The price is $1,458 per night
$1,458
per night
Apr 30 - May 1
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, and in-room childcare is an added bonus. Enjoy a meal in one of the 2 restaurants and free perks like valet parking and WiFi in public areas.
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Free Cancellation
Reserve now, pay when you stay
The price is $205 per night
$205
per night
May 6 - May 7
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Free self parking, a terrace, and a snack bar/deli are also offered.
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85, Siena, SI
Free Cancellation
Reserve now, pay when you stay
The price is $311 per night
$311
per night
Apr 29 - Apr 30
This hotel features a restaurant and 2 bars/lounges. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Free Cancellation
Reserve now, pay when you stay
The price is $124 per night
$124
per night
May 5 - May 6
This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast and free WiFi. Business travelers can take advantage of the laundry service. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Pensione Palazzo Ravizza

Pensione Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena
Free Cancellation
Reserve now, pay when you stay
The price is $146 per night
$146
per night
May 20 - May 21
This hotel features free WiFi in public areas, concierge services, and self parking. A terrace, a garden, and a library are also on offer.
Hotel Minerva

Hotel Minerva

3 out of 5
Via Garibaldi, 72, Siena, SI
Free Cancellation
Reserve now, pay when you stay
The price is $116 per night
$116
per night
May 19 - May 20
This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast and free WiFi. Families will appreciate the arcade/game room and onsite laundry facilities. Traveling on business? Take advantage of the business center and free internet in public areas.
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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.

Popular places to visit

Image for Castello Banfi

Castello Banfi

4/5(6 reviews)

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.

Castello Banfi
Image for Fortress of Montalcino

Fortress of Montalcino

5/5(5 reviews)

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

Fortress of Montalcino
Image for Tenuta Greppo Franco Biondi Santi

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Tenuta Greppo Franco Biondi Santi

Frequently asked questions

How much are vacation packages to Castiglione del Bosco?
Travelocity offers flight and hotel vacation packages starting at an incredible $1,906. With such amazing bargains, you’ll be saying hello to Castiglione del Bosco before long.
How long should my Castiglione del Bosco vacation be?
Typically, visitors spend 2 nights in Castiglione del Bosco. But that mightn’t be nearly long enough for you. If your aim is to explore some of the region’s off-the-beaten-path treasures, why not add another night or two to your travel schedule?
Where can I get the best vacation package deals for Castiglione del Bosco?
It’s simple — look no further than Travelocity. With 400 air carriers and 1,000,000 properties across the globe, it’s a piece of cake to craft a Castiglione del Bosco package deal that suits your needs.
Why should I purchase my Castiglione del Bosco vacation bundle with Travelocity?
With our Price Match Guarantee, we’ll match any better price you find. Add on our 24/7 support and superb service and your perfect vacation is well within reach.
Will I save money on my Castiglione del Bosco car rental if I bundle it with hotels and flights?
With a Castiglione del Bosco vacation package, you can bundle your hotel, car and flight bookings and save some serious money. If you can’t wait to see the best of this impressive part of the world, why not start with St. Peters Basilica? This famous attraction is 95 mi from Castiglione del Bosco. With your own set of wheels, you’ll be there in a jiffy.
What is the best time of year to go to Castiglione del Bosco?
Consider visiting in May, July and October if you want to be in the thick of the action. While they’re no doubt the most crowded months, the buzz that comes with the high season is part of the allure. If you’re after a more chilled pace, February, March and November will fit your plans better. Don’t want to fork out for a hotel? Try to avoid booking a room in , when prices usually surge. Search for someplace cozy and affordable in instead.
Which airport is best for Castiglione del Bosco?
Flying into Castiglione del Bosco means disembarking at Peretola Airport (FLR). It’s roughly 50 mi north of the downtown area.