Montalcino Vacation Packages 2025/2026 from $2,034

Montalcino flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

$2,034

per person

Dec 20 - Dec 24

found 6 hours ago

Roundtrip flight included

Los Angeles (LAX) to Florence (FLR)

Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Aurum Uffizi

Historic Centre of Florence

$3,684

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

Helvetia & Bristol Firenze – Starhotels Collezione

Historic Centre of Florence

$4,580

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Valet parking, a terrace, and limo/town car service are also offered.

Il Rivalta - Place of Charme

Historic Centre of Florence

$3,998

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

This apartment features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and a garden are also offered.

25hours Hotel Florence Piazza San Paolino

Historic Centre of Florence

$3,794

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

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.

Pool

Spa

Castello di Velona Resort Thermal SPA & Winery

Località Velona, Castelnuovo dell'Abate, 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.

Pool

Hot Tub

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, Castelnuovo dell'Abate, 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.

Pool

Breakfast included

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

Get rates

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.

Pool

Kitchen

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 17 - Nov 18

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.

Pool

Hot Tub

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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

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.

Poggio Antico winery- Brunello is the best!!

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.

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 $2,034. 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.