Montalcino Vacation Packages 2025/2026 from $697

Montalcino flight + hotel vacation packages

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

Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

$697

per person

Dec 8 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

$1,238

per person

Dec 31 - Jan 6

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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.

Villa Tolomei Hotel & Resort

Oltrarno

$1,268

per person

Dec 31 - Jan 6

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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.

Dimora Palanca Boutique & SPA

Historic Centre of Florence

$1,049

per person

Nov 17 - Nov 22

found 2 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This smoke-free hotel features a full-service spa and a restaurant. Business travelers can take advantage of the free WiFi in public areas. You'll appreciate the in-room fitness, bar/lounge, and snack bar/deli.

Gallery Hotel Art - Lungarno Collection

Historic Centre of Florence

$956

per person

Nov 17 - Nov 22

found 2 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Limo/town car service, a snack bar/deli, and a library are also on offer.

Top Montalcino hotels deals

Castello di Velona Resort Thermal SPA & Winery

Località Velona, Castelnuovo dell'Abate, Montalcino, SI

Free Cancellation

Reserve now, pay when you stay

Get rates

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

Rosewood Castiglion del Bosco

Localita Castiglion del Bosco, Montalcino, SI

$1,284 nightly

$1,424 total

Nov 2 - Nov 3

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

Hotel Dei Capitani

Via Lapini 6, Montalcino, SI

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$153 total

Nov 6 - Nov 7

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.

Mastrojanni Relais

Localita Loreto e San Pio, Castelnuovo dell'Abate, Montalcino, SI

$394 nightly

$445 total

Nov 1 - Nov 2

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.

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.

Pool

Kitchen

Castello Banfi - Il Borgo

Castello di Poggio alle Mura s.n.c., Montalcino, SI

$907 nightly

$1,010 total

Oct 24 - Oct 25

Total with taxes and fees

An attached winery, 2 restaurants, and a gym are all featured at this smoke-free hotel. Families will appreciate complimentary bicycles and in-room childcare. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.

Pool

Spa

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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 $697. 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.