Montalcino Vacation Packages 2026 from $1,681

Montalcino flight + hotel vacation packages

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

Hotel Bencista

$1,681

per person

Jun 30 - Jul 6

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) 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 a garden are also on offer.

Precise Tale Poggio Alla Sala

Save 100% on your flight

$3,638

per person

Jul 6 - Jul 12

found 4 hours ago

Roundtrip flight included

Boston (BOS) to Florence (FLR)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. Enjoy the 24-hour gym and free perks like buffet breakfast and WiFi in public areas.

Residenza Florentia

Historic Centre of Florence

$1,890

per person

May 25 - May 30

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

This hotel features a bar/lounge, free WiFi in public areas, and express check-out. Luggage storage, concierge services, and a virtual front desk are also on offer.

Park Hotel Villa Ariston

$1,883

per person

Jun 30 - Jul 6

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

Villa Cora

Oltrarno

Save 100% on your flight

$4,321

per person

May 25 - May 30

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and perks like free self parking and a free area shuttle.

Top Montalcino hotels deals

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$1,383 nightly

$1,533 total

Apr 19 - Apr 20

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 Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$586 nightly

$657 total

Apr 23 - Apr 24

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

Mastrojanni Relais

Localita Loreto e San Pio Montalcino SI

$471 nightly

$530 total

Apr 19 - Apr 20

Total with taxes and fees

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

SI Montalcino Hotel

Via Osticcio 21 Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$159 total

Apr 19 - Apr 20

Total with taxes and fees

This hotel features a seasonal outdoor pool and a bar/lounge. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Free parking, a terrace, and a garden are also offered.

Pool

Breakfast included

Podere Brizio

Loc.Podere Brizio, 67 Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$226 nightly

$258 total

Apr 19 - Apr 20

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this farm stay. Enjoy the outdoor tennis court and free perks like buffet breakfast and free self parking. A hot tub, a sauna, and free WiFi in public areas are also on offer.

Pool

Hot Tub

Hotel Dei Capitani

Via Lapini 6 Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$146 total

Apr 19 - Apr 20

Total with taxes and fees

An outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a library are also on offer.

Pool

Breakfast included

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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.

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.

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.

Frequently asked questions

How much are vacation packages to Montalcino?

Packages, which include flights and hotels in Montalcino, start from $1,681. 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.