Montalcino Vacation Packages 2025/2026 from $761

Montalcino flight + hotel vacation packages

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

Aurum Uffizi

Historic Centre of Florence

$761

per person

Jan 19 - Jan 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Villa Tolomei Hotel & Resort

Oltrarno

$769

per person

Jan 20 - Jan 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$762

per person

Jan 19 - Jan 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a terrace, and dry cleaning are also on offer.

Hotel Balestri

Historic Centre of Florence

$975

per person

Jan 20 - Jan 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a rooftop terrace and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

$2,333

per person

Dec 24 - Dec 29

found 1 day ago

Roundtrip flight included

Houston (IAH) to Florence (FLR)

This hotel features a full-service spa and a bar/lounge. WiFi in public areas is free. Self parking, a snack bar/deli, and express check-out are also offered.

Top Montalcino hotels deals

Rosewood Castiglion del Bosco

Localita Castiglion del Bosco Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$1,254 nightly

$1,391 total

Nov 30 - Dec 1

Total with taxes and fees

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.

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$412 nightly

$465 total

Dec 1 - Dec 2

Total with taxes and fees

This luxury hotel features an attached winery, a full-service spa, and hot springs. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free valet parking. Enjoy the 2 outdoor pools and free perks like cooked-to-order breakfast and free self parking.

Villa in Montalcino, exclusive for you, stunning view!!!

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This villa features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Hot Tub

Mastrojanni Relais

Localita Loreto e San Pio Montalcino SI

Free Cancellation

Reserve now, pay when you stay

Get rates

An attached winery and a restaurant are featured at this smoke-free farm stay. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

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A terrace, limo/town car service, and a garden are available at this villa. Families will appreciate the playground and onsite laundry facilities. Barbecue grills are provided for your convenience.

Villa Le Prata - Residenza del Vescovo

Localita Le Prata 261, Montalcino, SI

Free Cancellation

Reserve now, pay when you stay

$396 nightly

$448 total

Nov 22 - Nov 23

Total with taxes and fees

An attached winery and a hot tub are featured at this Tuscan-style hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

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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

Castello Banfi

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.

Poggio Antico winery- Brunello is the best!!

Fortress of Montalcino

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

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.

Frequently asked questions

How much are vacation packages to Montalcino?

Packages, which include flights and hotels in Montalcino, start from $761. Make your travel dreams a reality and book your dream trip with Travelocity today.

How long should my Montalcino vacation be?

Around 3 nights is the average time frame visitors vacation in Montalcino. But the perfect trip length all depends on how many cherished memories you want to create. Why not stay a few extra days and explore some of the lesser-known spots?

Where can I get the best vacation package deals for Montalcino?

Look no further than Travelocity. With as many as 400 partner airlines and 1,000,000 properties around the world, it's a breeze to put together a Montalcino package deal that fits your budget.

Why should I purchase my Montalcino vacation bundle via Travelocity?

From amazing destinations to fun experiences, we have everything you need to satisfy your love for travel. Our 24/7 support will also make sure you're being taken care of before, during and after your vacation. And don't stress if you notice a better price on your reservation, we'll match it. That's our Price Match Guarantee.

Will I save money on my Montalcino car rental if I book it with a hotel or flight?

With a Montalcino vacation package, you can bundle your hotel, car and flight bookings and save tons. If you want to uncover the best of this awesome city, why not make tracks to St. Peters Basilica? This renowned attraction is 95 mi from Montalcino. With a rental car, you'll be there in a flash.

What is the best time of year to go to Montalcino?

You'll be able to avoid the tourist crowds and save a nice sum in September, October and December, the quietest period for tourism. High season months of February, April and May are livelier (and pricier), but there'll be more happening around Montalcino. Lock in a hotel in and you'll get the best value for your dollar. Room rates are usually highest in .

Which airport is best for Montalcino?

The major airport for Montalcino is Peretola Airport (FLR). It's located 55 mi south of the downtown area.

What is there to do in Montalcino?

While veering off the tourist trail is rewarding, you shouldn't miss the big-name sights that make a place famous. Abbazia di SantAntimo and Castello Banfi are a couple of them in Montalcino.

Where should I stay when visiting Montalcino?

The Hotel Dei Capitani is recommended by many visitors. Book soon to avoid missing out.