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Montemassi Hotels

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Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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Our top choices for Montemassi hotels

A swimming pool with clear blue water, a person standing on the edge, and another person swimming. There are lounge chairs and an umbrella in the background.
A balcony with a view of mountains, featuring a table with chairs, a bottle of wine, and a cactus decoration.
A hotel room with a fireplace, a desk with a chair, a bed with a blue and white bedspread, and a view of the outdoors through large windows.
A room with a desk, chair, and a large window with curtains.

1. Tenuta il Sassone - Wine & Food

Tenuta il Sassone - Wine & Food
Gavorrano
United Kingdom
Christine
P7,228
P8,444 total
includes taxes & fees
Oct 6 - Oct 7
Tenuta il Sassone - Wine & Food
A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.
A balcony with two wooden chairs overlooking a vineyard and distant mountains.
A rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.
A swimming pool with a view of a valley and mountains.

2. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
United States
Audrey
P8,643
P9,718 total
includes taxes & fees
Nov 5 - Nov 6
Valdonica Winery & Vineyard Residence
A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.
A rustic interior with exposed wooden beams, a central island with seating, and a stone wall.
A bedroom with a stone wall, a bed with white linens, a wooden chair, a desk with a computer, and a window with curtains.
A large stone house with a swimming pool, surrounded by lush greenery and hills.

3. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
Australia
Gillian
P5,337
P6,082 total
includes taxes & fees
Oct 25 - Oct 26
La Melosa Resort & Spa - Adults Only
A balcony with a view of a green landscape and a sunset. There are two lounge chairs and a small table with a glass of wine.
A bedroom with a large bed, a view of the countryside, and a stone wall.
A cozy living room with a fireplace, wooden beams, stone walls, and a leather sofa.
A poolside area with a wooden deck, lounge chairs, and a stone building with arched windows.

4. Conti di San Bonifacio Wine Resort

Conti di San Bonifacio Wine Resort
Gavorrano
United States
Hannah
P37,932
P42,007 total
includes taxes & fees
Oct 15 - Oct 16
Conti di San Bonifacio Wine Resort
A restaurant with outdoor seating, a bar area, and a view of the landscape.
A stone building with a wooden door and a circular window.
A dining table with a scenic view, wine bottles on shelves, and a potted plant.
A narrow hallway with a brick archway, a window, and framed pictures on the walls.

5. B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
France
jean
P4,937
P5,572 total
includes taxes & fees
Nov 5 - Nov 6
B&B da Nada Locanda Toscana
A swimming pool with a waterfall feature, large windows, and a lounge chair.
A living room with a grey sofa, a coffee table, and a potted plant with red flowers. There are shelves with various bottles and jars, and a wall-mounted display with three decorative plates.
An aerial view of a property with a swimming pool, manicured lawns, and a variety of trees.
A narrow corridor with a wooden ceiling and a tiled floor, leading to a door at the end.

6. Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel
Gavorrano
Canada
Jean-Olivier
P4,527
P4,979 total
includes taxes & fees
Nov 1 - Nov 2
Montebelli Agriturismo & Country Hotel
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.
A hotel with a swimming pool, surrounded by greenery and adjacent to a road.
A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.
A window with a view of buildings and a plant on the windowsill.

7. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
Netherlands
Maaike
P5,541
P6,236 total
includes taxes & fees
Nov 4 - Nov 5
Country House il Ciliegio
An outdoor dining area with stone buildings, tables with orange tablecloths, and string lights.
A stone building with a wooden door, green shutters, and two potted plants.
A view through a window of a mountainous landscape with autumn foliage and a house in the distance.
A gazebo with a stone wall and a lamp post in a park setting.

8. Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
United States
Ian
P6,283
P7,052 total
includes taxes & fees
Oct 13 - Oct 14
Historic Farmhouse Casa del Chiodo
A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.
A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.
A bedroom with a bed, a nightstand, a wall-mounted lamp, a window with a view, and a ceiling light fixture.
A modern bedroom with a bed, bedside tables, a ceiling light, a window, and a wall-mounted artwork.

9. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
P7,698
P8,468 total
includes taxes & fees
Oct 6 - Oct 7
Le Vie del Mare Camere
A swimming pool with water flowing from a tap, surrounded by lounge chairs and umbrellas.
An outdoor dining setup with a stone building in the background, a table with plates, cutlery, and a bottle of red drink.
A rustic room with a stone wall, a glass table with books, and a view of an outdoor patio with chairs and umbrellas.
A stone building with a red door, surrounded by gravel and potted plants.

10. Tenuta Casteani

Tenuta Casteani
Gavorrano
United Kingdom
Andrew
P6,970
P7,948 total
includes taxes & fees
Oct 6 - Oct 7
Tenuta Casteani
A group of people dining at a table with a view of a valley and mountains.
A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.
A garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.
A long table set for a formal outdoor event, surrounded by a vineyard.

11. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
P11,328
P12,602 total
includes taxes & fees
Nov 2 - Nov 3
Valdonica Winery - Chill in Nature Lodge
A dining table with plates of food, a vase with flowers, and a view of a green landscape through large windows.
A covered courtyard with stone columns, a brick floor, and a grassy area.
A bedroom with a canopy bed, a desk, and a view of greenery outside.
A bedroom with a four-poster bed, a balcony with a view, and a bedside table with a lamp.

12. Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax
Massa Marittima
Canada
Lucy
P3,266
P4,297 total
includes taxes & fees
Oct 19 - Oct 20
Hotel Girifalco - Nature & Relax
An outdoor patio with wooden tables and chairs, large windows offering a view of a mountainous landscape.
A coastal beach with clear turquoise waters, a sandy shoreline, and a forested area with parked cars.
A marina with numerous boats docked, a central building, and a clear view of the sea.
A bedroom with a large bed, a wooden headboard, a nightstand, and a window with a view of the outdoors.

13. Agriturismo Giù al Pozzo

Agriturismo Giù al Pozzo
Gavorrano
United States
Micaiah
P4,759
P5,517 total
includes taxes & fees
Oct 13 - Oct 14
Agriturismo Giù al Pozzo
A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.
A rustic dining area with brick walls, hanging plants, and candle-lit tables.
A cozy living room with a fireplace, elegant furniture, and a chandelier.
A bathroom with a bathtub, a chandelier, and a view of the outdoors.

14. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
United States
Rachel
P70,402
P78,146 total
includes taxes & fees
Oct 31 - Nov 1
Borgo Santo Pietro
A pool with a modern water feature and a stone structure.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
A large, multi-story building with a swimming pool, surrounded by lush greenery.
A buffet table with various desserts and a long dining area with tables and chairs.

15. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
P5,280
P5,808 total
includes taxes & fees
Oct 6 - Oct 7
Mercure Petriolo Siena Terme Spa Hotel
A large, multi-story residential building with multiple balconies, surrounded by well-maintained lawns and trees.
A beach with blue umbrellas and a wooden deck.
A pool area with lounge chairs and umbrellas, surrounded by buildings and trees.
A covered outdoor dining area with tables set for a meal, surrounded by glass walls and wooden beams.

16. Il Pelagone Hotel & Golf Resort Toscana

Il Pelagone Hotel & Golf Resort Toscana
Gavorrano
United Kingdom
Matthias
P9,600
P10,560 total
includes taxes & fees
Nov 1 - Nov 2
Il Pelagone Hotel & Golf Resort Toscana
A stone house with a swimming pool, red shutters, and a covered patio.
A rustic stone building with a courtyard, a wooden cart, and a tree.
A stone building with a staircase leading to a terrace, flags, and a view of a parking area and hills.
A stone building with a red shuttered window, a colorful mosaic, and a staircase leading to a hilltop view.

17. NonnaNara

NonnaNara
Grosseto
France
Marie
P8,064
P8,870 total
includes taxes & fees
Oct 23 - Oct 24
NonnaNara
A waiter pouring wine into a glass at an outdoor restaurant.
A cozy dining area with wooden furniture, a buffet table with food items, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with a balcony and a view of trees.
A room with a large window offering a view of green fields and distant hills.

18. Hotel Duca Del Mare

Hotel Duca Del Mare
Massa Marittima
United Kingdom
rosey
P5,713
P6,778 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Duca Del Mare
A breakfast table with a variety of fruits, a vase of flowers, and a lamp in the background.
A balcony with a table, chairs, and a view of a street with buildings.
A modern living room with a white sofa, a flat-screen TV, and potted plants.
A reception desk with large letters "HP" and stars on a glass window.

19. Hotel La Pineta

Hotel La Pineta
Follonica
United States
Tammy
P4,781
P5,541 total
includes taxes & fees
Oct 6 - Oct 7
Hotel La Pineta
A clear pool with visible mineral deposits, a pebble beach, and a mountainous landscape in the background.
A rustic interior with exposed brick walls, a stone fireplace, and wooden beams. There are leather sofas, a round table, and potted plants.
A table set outdoors with a view of rolling hills and a tall tree in the background.
An interior with a brick archway, stone walls, and modern seating.

20. VIN Hotel - La Meridiana

VIN Hotel - La Meridiana
Montieri
United States
Jinhee
P8,237
P9,061 total
includes taxes & fees
Oct 19 - Oct 20
VIN Hotel - La Meridiana
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Top Montemassi Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

8/10 Good
"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"
Ellen 5-night trip
Posted 12 hours ago
Castiglion del Bosco, A Rosewood Hotel
Grand Hotel Bastiani

Grand Hotel Bastiani

10/10 Excellent
"The hotel was easy to find and a great location, the staff was very friendly and helpful. The room was spacious, very clean, and quiet. It was nice to have breakfast included. A great choice"
Thomas 3-night trip
Posted 2 days ago
Grand Hotel Bastiani
Camping Maremma Sans Souci

Camping Maremma Sans Souci

10/10 Excellent
"Impressively clean and well ran campsite. Access to the beach, has its own market, restaurant, coffee bar etc. Enjoyed our two nights stay!"
Melanie 2-night trip
Posted 3 days ago
Camping Maremma Sans Souci
Hotel La Pineta

Hotel La Pineta

10/10 Excellent
"The beach is just steps away! Restaurants, pubs, etc were all within walking distance, as was the promenade. Beautiful walk among the trees right across the street. Perfect spot in the “quiet” part of Follonica."
Tammy 1-night trip
Posted 4 days ago
Hotel La Pineta
Hotel Nuova Grosseto

Hotel Nuova Grosseto

8/10 Good
"The hotel was located in an excellent position form the train station especially if you were only staying overnight. Staff were very helpful and friendly and breakfast was lovely. Just wish milk is left in the room as not everyone drinks black coffee. Amenities were clean and comfortable."
Natalie 1-night trip
Posted 5 days ago
Hotel Nuova Grosseto
Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux

10/10 Excellent
"Beautiful property, spacious room, so well maintained. Pool was lovely but a little too quiet, some music would have been a nice touch. A little awkward to get drink/snack at pool and carry it outside while juggling entrance key. White wine appeared to complimentary pool side, why not red? Would love to have experienced e-bikes but unfortunately rained during our available time slot. Enjoyed lunch at the on-site casual restaurant, food and wine parings were excellent, never left us with an empty wine glass. Enjoyed the onsite museum even though not all the information was in English. Would love to return one day."
Anna 1-night trip
Posted 3 weeks ago
Castello Banfi - Il Borgo - Relais et Chateaux
Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax

10/10 Excellent
"Charming hotel. Excellent breakfast. I would recommend it"
Lucy 2-night trip
Posted 1 month ago
Hotel Girifalco - Nature & Relax
Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel

8/10 Good
"If you are driving here you may be surprised by the rough and sometimes narrow track to the hotel - especially if you meet oncoming cars. We liked the dining experience (lunch and dinner were very good and breakfast was ok). The spa was ok too - probably better on a cooler day. We loved the wine and overall had a very pleasant stay here. Very glad to have air con in the room."
Kathryn 3-night trip
Posted 1 month ago
Montebelli Agriturismo & Country Hotel
Fattoria La Principina Hotel & Congress

Fattoria La Principina Hotel & Congress

8/10 Good
"great facility but needs a general upgrade and remodeling"
Giuseppe 1-night trip
Posted 2 months ago
Fattoria La Principina Hotel & Congress

More cheap stays in Montemassi

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Bio Tenuta di Paganico - I Roggeti

Bio Tenuta di Paganico - I Roggeti

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Hotel C'era Una Volta

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Find out more about Montemassi

Top reasons to visit Montemassi

  • Wellness Retreats: Montemassi is perfect for relaxation, offering rejuvenating spa treatments in a serene environment.
  • Wine Tasting: Indulge in exquisite local wines while enjoying breathtaking Tuscan landscapes.
  • Historical Sites: Explore medieval castles and churches, including the famous Montemassi Castle with its rich heritage.
  • Authentic Italian Cuisine: Savour delicious dishes and experience the warmth of local hospitality.
  • Outdoor Adventures: Discover the enchanting Tuscan countryside, ideal for those seeking adventure and exploration.

Find great hotels near Montemassi

Montemassi offers a delightful selection of accommodation options, ranging from charming agritourism properties to comfortable hotels. Ideal for families and pet-friendly travellers, this picturesque area provides an adventurous holiday experience amidst the stunning Tuscan landscape. With various holiday rentals available, including the renowned Podere Montauzzo and Fattoria in Roccastrada, visitors can easily find the perfect place to unwind and explore the enchanting surroundings of Castellaccia.

  • Hotel La Pineta: Nestled approximately 26km from Montemassi, Hotel La Pineta is a delightful 3-star establishment that boasts a commendable guest rating of 9.0 out of 10. This beachside hotel is ideal for those seeking a pet-friendly getaway, offering direct access to the sandy shores. Guests can enjoy the relaxed atmosphere while knowing their furry companions are welcome, thanks to amenities tailored for pets. The hotel’s inviting environment is perfect for travellers desiring a blend of comfort and seaside charm.
  • Mercure Petriolo Siena Terme Spa Hotel: Located around 21km from Montemassi, the 5-star Mercure Petriolo Siena Terme Spa Hotel features a serene hot spring theme, earning a guest rating of 8.6 out of 10. This luxurious hotel offers guests the opportunity to unwind in natural hot springs, both onsite and nearby. The property is also conveniently situated close to a winery vineyard, making it an excellent choice for wine enthusiasts. With its upscale amenities and tranquil setting, this hotel promises a rejuvenating escape.
  • Fattoria Casabianca: Fattoria Casabianca is a charming agritourism option located approximately 26km from Montemassi, offering a budget-friendly stay with a guest rating of 8.6 out of 10. This property is well-suited for families, featuring amenities designed for children, including a pool and highchairs. Guests can also enjoy access to nearby hot springs, making it a delightful choice for families looking to explore the Tuscan countryside while indulging in relaxation and adventure.

Where to stay near Montemassi

Montemassi, a charming village nestled in the heart of Tuscany, offers an idyllic escape for those seeking relaxation and wellness. Surrounded by stunning landscapes and rich history, visitors can uncover the tranquil atmosphere of this hidden gem. Explore nearby towns and indulge in authentic Italian cuisine, while enjoying the warm hospitality of friendly locals. Montemassi is the perfect base for excursions into the enchanting Tuscan countryside, making your vacation truly unforgettable.

  • Ribolla: Nestled approximately 3km from Montemassi, Ribolla is a charming village renowned for its romantic ambience and stunning outdoor scenery. The village attracts visitors year-round, but experiences a surge in traveller arrivals during the summer months of June to August. Ribolla boasts a picturesque landscape that includes beautiful beaches and intriguing archaeological sites, making it a perfect destination for those keen on exploring both natural beauty and historical ruins. Whether you seek tranquil strolls or adventurous outings, Ribolla promises a delightful experience for all.
  • Roccatederighi: Located about 5km from Montemassi, Roccatederighi is a quaint village that offers a rich cultural experience to its visitors. With moderate seasonal fluctuations, the village sees its peak in tourist numbers from June to August, while quieter months fall between October and December. Roccatederighi is steeped in history, featuring significant landmarks such as historic places and monasteries. It is an ideal spot for cultural enthusiasts looking to immerse themselves in local traditions and architecture, making every visit a memorable journey through time.
  • Sassofortino: Sassofortino, situated approximately 5km from Montemassi, is a delightful village that attracts visitors seeking a blend of romance and outdoor activities. This village sees a seasonal influx of tourists, particularly from July to September, with fewer visitors during the colder months. Sassofortino is home to historic places and an impressive castle, offering travellers a glimpse into its storied past. Additionally, it serves as a venue for events and conferences, making it a versatile choice for both leisure and business travellers, ensuring there’s something for everyone.

Things to do near Montemassi

Shopping

In Montemassi, you can explore local shops offering handmade crafts and traditional Tuscan products. If you're up for a drive, head to Grosseto's Centro Commerciale Aurelia, featuring a range of fashion outlets and grocery stores for a wider shopping experience.

Recreation

In Montemassi, the Agriturismo La Selva offers rejuvenating wellness retreats amidst the picturesque Tuscan countryside, featuring yoga sessions and organic cuisine. Nearby, the Terme di Petriolo provides natural hot springs, allowing visitors to unwind in thermal waters surrounded by lush landscapes, enhancing relaxation and tranquillity.

Adventure

Experience the thrill of ziplining at Il Tasso Scatenato, a ropes course located 26km from Montemassi. Surrounded by stunning landscapes, this adventure venue offers an exhilarating outdoor atmosphere, perfect for those seeking excitement and a connection with nature.

Nightlife

Explore the intimate vibe at Bar La Piazzetta in Montemassi for a taste of local wines and lively conversation. For a more vibrant scene, head to Ristorante Da Mino, where you can enjoy traditional Tuscan dishes accompanied by music and occasional entertainment, creating a delightful evening atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Montemassi

Montemassi is an ideal destination for wellness retreats and leisurely vacations, offering a blend of culture and romance. Visitors can explore intriguing points of interest, including the medieval castles and churches, along with the famous Montemassi Castle and its rich history. This charming village provides a perfect backdrop for those seeking outdoor adventures and a taste of the local heritage.

  • I Canaloni del Torrente Farma: Discover the captivating beauty of I Canaloni del Torrente Farma, a historic site located 14km from Montemassi. Surrounded by lush landscapes, this site offers a glimpse into the area's rich cultural heritage, inviting visitors to immerse themselves in its serene atmosphere.
  • Val di Merse: Venture 24km from Montemassi to Val di Merse, a stunning valley that beckons outdoor enthusiasts. With its picturesque trails and diverse wildlife, this area provides ample opportunities for adventure, whether hiking, cycling, or simply enjoying nature.
  • Eremo di Montesiepi: Situated 19km from Montemassi, the Eremo di Montesiepi is a charming church that exudes cultural significance. Its tranquil setting and historical architecture make it an ideal spot for contemplation and appreciation of local traditions.

The nearest major airports for your trip to Montemassi

Accessing Montemassi in Tuscany is convenient via several major airports. Florence Airport (FLR-Peretola) is approximately 90km away, with nearby luxury options like Bernini Palace and Palazzo Montebello, both offering shuttle services. Pisa Airport (PSA-Galileo Galilei), located about 95km from Montemassi, features high-end hotels such as Bagni di Pisa Palace & Thermal Spa and Hotel Pisa Tower Plaza, easily reachable from the airport. For those considering Bastia Airport (BIA-Poretta), situated 138km away, notable accommodations include Mercure Hotel & Spa Bastia Biguglia, all providing accessible transport options to the airport.

Frequently asked questions

Where is the best place for a stay in Montemassi?
The Sense Experience Resort - Preferred Hotels & Resorts, located 18 mi (28.9 km) from the heart of Montemassi, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Grand Hotel Bastiani and Castiglion del Bosco, A Rosewood Hotel. See all available top hotels, or vacation rentals in Montemassi.
If I need to cancel my hotel reservation in Montemassi, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Montemassi.
What's the best pet-friendly accommodation in Montemassi?
Agriturismo Tenuta di Montemassi La Fattoria is a top pet-friendly option for your stay. Tenuta Montemassi Podere Montauzzo is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Montemassi.
What are some accommodations with pools in Montemassi?
The Sense Experience Resort - Preferred Hotels & Resorts: Features a children's pool, a seasonal outdoor pool, and a private beach. Castiglion del Bosco, A Rosewood Hotel and Fattoria La Principina Hotel & Congress are a couple of other choices that offer an onsite pool. View all hotels with pools in Montemassi.
What is staying in Montemassi like?
Visitors are sure to enjoy all that Montemassi has to offer. In Montemassi, there are 9 hotels and other accommodations to choose from. Find out more about Montemassi.
What are the top places to visit in Montemassi?
Places to visit in the wider area include Podere Ristella Vineyards and Winery, Rocca di Frassinello Winery, and Piscina Il Giunco. You'll also find Lago dell'Accesa and I Canaloni del Torrente Farma in the area. Check out what more to see and do in Expedia's Montemassi guide.
What's the seasonal weather like in Montemassi?
The hottest months are usually August and July with an average temp of 74°F, while the coldest months are January and February with an average of 48°F. Average annual precipitation for Montemassi is 31 inches.

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