Montemassi Vacations from $1,189

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Your Montemassi Vacation

Cuisine, art, entertainment and more … There's so much to experience with a Montemassi vacation package. And with the ability to easily customize your city adventure, it's guaranteed to be one that's memorable. Make your trip to Montemassi even more exciting by going sightseeing. Podere Ristella Vineyards and Winery, Church of San Nicola and Sassoforte Castle are some of the leading attractions you'll want to explore. Expedia is here to help you escape the everyday. Tailor your vacation to Montemassi to match your travel style, whatever that may look like.

The Latest Montemassi Vacation Packages

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

Aurum Firenze

4 out of 5
Santa Maria Novella
per person
Jul 24 - Jul 29
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
Great location. Room for one person is very small though.

Reviewed on May 20, 2024

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

3 out of 5
Oltrarno
per person
Jul 14 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Florence (FLR)
8.6/10 Excellent! (610 reviews)
Lovely hotel with a beautiful interior garden. Excellent rooftop dining option with spectacular views and great service.

Reviewed on May 15, 2024

Aurum Uffizi

Aurum Uffizi

4 out of 5
Santa Croce
per person
Jul 14 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Florence (FLR)
8/10 Very Good! (874 reviews)
Our room was very clean & appeared to have been remodeled recently. Although a bit on the small side, the accommodations were comfortable & the staff very helpful. Breakfast was included & the location - near Uffizi - was ideal for walking to many dining options & areas of historical interest.

Reviewed on May 20, 2024

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

4 out of 5
Santa Croce
per person
Jul 14 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
Very nice hotel. It has the best rooftop view of Florence, we enjoyed going up to the Empire rooftop bar for drinks while enjoying the sunset. Staff is excellent and rooms are clean and comfortable

Reviewed on May 19, 2024

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
San Lorenzo
per person
Jul 14 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Florence (FLR)
9/10 Wonderful! (1,004 reviews)
A lovely place to stay due the views and environment

Reviewed on May 20, 2024

Montemassi Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
180
Max Temp Winter
55ºF
Max Temp Summer
80ºF
Top Sights
Podere Ristella Vineyards and Winery, Castello del Belagaio and Sassoforte Castle

Montemassi Hotel Deals

Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
The price is $1,314 per night from Jun 3 to Jun 4
$1,314
$1,456 total
includes taxes & fees
Jun 3 - Jun 4
9.8/10 Exceptional! (48 reviews)
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"

Reviewed on Nov 19, 2023

Rosewood Castiglion del Bosco
The Sense Experience Resort
The Sense Experience Resort
4 out of 5
Viale Italia 315, Follonica, Grosseto
Fully refundableReserve now, pay when you stay
The price is $275 per night from May 23 to May 24
$275
$306 total
includes taxes & fees
May 23 - May 24
8.8/10 Excellent! (82 reviews)
"Stunning Property. Excellent Service."

Reviewed on May 11, 2024

The Sense Experience Resort
Castello Banfi - Il Borgo
Castello Banfi - Il Borgo
5 out of 5
Castello di Poggio alle Mura s.n.c., Montalcino, SI
The price is $1,224 per night from May 25 to May 26
$1,224
$1,357 total
includes taxes & fees
May 25 - May 26
10/10 Exceptional! (100 reviews)
"Spectacular is the only word for it !"

Reviewed on Apr 20, 2024

Castello Banfi - Il Borgo
See all 2,140 properties in Montemassi
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.

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Frequently asked questions

How much does a Montemassi vacation package cost?
Starting from as little as $1,189, you can build your own Montemassi package the way you want. Simply bundle hotels, flights and rental cars and we’ll reward you with discounts.
How do I get a cheap travel package to Montemassi?
Combine your bookings with Expedia to save on your next adventure. With more than 550 partner airlines and 1,000,000 hotel options worldwide, your Montemassi vacation package can be customized exactly to suit your budget. With all that extra money, why not throw in one or more awesome tours and activities? It’s an easy way to unlock even more savings. Your dream vacation in Montemassi is much closer than you thought!
Where should I stay in Montemassi?
If you plan to check out Podere Ristella Vineyards and Winery, skip commuting and stay close by. It’s one of the best attractions in this area.
What are the top hotels in Montemassi?
Get your escape off to a fantastic start by reserving a room at Casolare San Giusto Maremma 1 Floor Apartment. It’s one of most sought-after hotels in Montemassi. Another comfortable option is Casolare San Giusto Maremma Ground Floor Apartment.
How far in advance should I book my Montemassi vacation?
While prices fluctuate, we generally advise booking your flight as early as possible. Many international fares are found on Expedia up to 12 months in advance. If you’re booking late, you may still get lucky. Discount prices to Montemassi sometimes emerge in the weeks prior to departure.
What does an Expedia Montemassi travel package include?
With Expedia, you can select any combination of hotels, car rentals and flights to build your ideal Montemassi package. Once you’ve made your booking, you can add on the fun things like day tours and activities. Don’t forget — the more you bundle, the more you stand to save!
What should I know before booking a Montemassi travel package?
We already have low prices. However, you’ll score an even better deal when you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and lots of choice.
Can I choose my airline with a Montemassi Expedia vacation package?
With a vacation package, you’re in charge. Whether you’d like to fly to Montemassi in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Montemassi vacation package?
Yes you can, and we’re here to help. You may be able to cancel and rebook your Montemassi vacation package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your circumstances suddenly change, have a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Montemassi

Image for I Canaloni del Torrente Farma

I Canaloni del Torrente Farma

Commune with nature and explore the great outdoors at I Canaloni del Torrente Farma during your travels in Roccastrada. Discover the area's countryside and spas.

I Canaloni del Torrente Farma
Image for Podere Ristella Vineyards and Winery

Podere Ristella Vineyards and Winery

You can enjoy a tasting or tour at Podere Ristella Vineyards and Winery during your travels to Roccastrada. Wander the gardens or discover the area's countryside.

Podere Ristella Vineyards and Winery
Image for Church of San Nicola

Church of San Nicola

You can learn about the history of Roccastrada with a trip to Church of San Nicola. Visit the spas in this relaxing area, or simply enjoy its wineries.

Church of San Nicola

What to do in Montemassi

Image for Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

$33
Per adult
Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany
See all activities in Montemassi

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.