Montalcino Vacation Packages 2026 from $1,004

Montalcino flight + hotel vacation packages

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

Villa Tolomei Hotel & Resort

Oltrarno

$1,004

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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.

Il Rivalta - Place of Charme

Historic Centre of Florence

$1,280

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

The apartment's gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a garden, and a snack bar/deli are also offered.

Dimora Palanca Boutique & SPA

Historic Centre of Florence

$1,221

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

A full-service spa and a restaurant are featured at this luxury hotel. 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.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$1,123

per person

Dec 9 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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 Duomo Firenze

Historic Centre of Florence

$1,199

per person

Jan 19 - Jan 25

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 limo/town car service. Families will appreciate the onsite laundry facilities and in-room childcare. Business travelers can take advantage of the express check-in.

Top Montalcino hotels deals

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$1,260 nightly

$1,397 total

Nov 4 - Nov 5

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

Corte Francigena - Apartments

Via Ferretti Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$118 total

Nov 1 - Nov 2

Total with taxes and fees

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out, luggage storage, and laundry facilities are also on offer.

Kitchen

Pet friendly

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$491 nightly

$551 total

Nov 30 - Dec 1

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

Podere Brizio

Loc.Podere Brizio, 67 Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$187 nightly

$215 total

Nov 16 - Nov 17

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this country house. 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

Mastrojanni Relais - Small Luxury Hotels of the World

Localita Loreto e San Pio Montalcino SI

$440 nightly

$495 total

Nov 4 - Nov 5

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

Capanna Suites

Strada Comunale delle Crete Montalcino SI

Free Cancellation

Reserve now, pay when you stay

$289 nightly

$329 total

Nov 2 - Nov 3

Total with taxes and fees

An attached winery and a restaurant are featured at this smoke-free farm stay. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A poolside bar, free WiFi in public areas, and luggage storage are also on offer.

Pool

Breakfast included

Don't see what you're looking for?

See all available properties in Montalcino

View all properties

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.

Stay near popular Montalcino attractions

Castello Banfi

9.4/10 (51 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.

See properties

Frequently asked questions

How much are vacation packages to Montalcino?

Packages, which include flights and hotels in Montalcino, start from $1,004. 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.