Rolling hills, a winding road, and scattered trees.

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Our top choices for Montaione hotels with winery

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (36 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
$164 nightly
The price is $183
Jul 22 - Jul 23
Total with taxes and fees
Tenuta Sant'Ilario

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
8.0 out of 10, Very Good, (51 reviews)
"We thought they would be serving dinner every night but there was no chef! So no Dinner service. Good A/C. Breakfast buffet was great, bartender made sandwiches and salads at lunch time. Be prepared to drive windy dark roads at night to find restaurants, 10-20 minutes away. Also we were charged additional fees for early checkin and late checkout, I found this to be excessive. We found their local white wine is not very good (buttery, and perfumy)"
Canada
Richard
$163 nightly
The price is $182
Jul 27 - Jul 28
Total with taxes and fees
Tenuta Castellare di Tonda

Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (175 reviews)
"The property is truly outstanding and the staff are amazing."
United States
Nicholas
$889 nightly
The price is $989
Aug 20 - Aug 21
Total with taxes and fees
Castelfalfi

Il Defizio

Il Defizio
Gambassi Terme
10.0 out of 10, Exceptional, (64 reviews)
"Fantastic place. The dinner was tve best we had all week"
Denmark
Leif
$142 nightly
The price is $160
Aug 10 - Aug 11
Total with taxes and fees
Il Defizio

Capanna 1826

Capanna 1826
San Gimignano
10.0 out of 10, Exceptional, (45 reviews)
"The property is beautiful and the rooms are perfect. It’s quiet, the staff are amazing and it’s the get away you were looking for from the city."
Canada
Noel
$112 nightly
The price is $129
Jul 23 - Jul 24
Total with taxes and fees
Capanna 1826

AGRITURISMO CESANI

AGRITURISMO CESANI
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"We loved our stay at Cesani, specifically for the: -Helpful staff: they recommended a couple of restaurants close by that were amazing -The View: the view from the property (and poo!) was amazing -Our room was very clean, the only thing I would change is the lighting (to a warmer bulb) and maybe some decor updates but that’s so minor compared to how great our stay was!"
Canada
Stephen
$107 nightly
The price is $123
Aug 7 - Aug 8
Total with taxes and fees
AGRITURISMO CESANI

Agriturismo Rebarco

Agriturismo Rebarco
Castelfiorentino
$63 nightly
The price is $71
Jul 21 - Jul 22
Total with taxes and fees
Agriturismo Rebarco

Il Podere Orto

Il Podere Orto
San Gimignano
9.0 out of 10, Wonderful, (4 reviews)
"Very difficult to get to without a car."
United States
jackson
$83 nightly
The price is $97
Jul 24 - Jul 25
Total with taxes and fees
Il Podere Orto

Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (360 reviews)
"Great place to eat and rest"
Mexico
Tania
$139 nightly
The price is $160
Jul 21 - Jul 22
Total with taxes and fees
Hotel Pescille by Double Hospitality

Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (361 reviews)
"The place and view are breathtaking. The pool is a great plus!"
United States
Claudia
$168 nightly
The price is $191
Aug 12 - Aug 13
Total with taxes and fees
Poderi Arcangelo
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.

Top Montaione Hotel Reviews

Frequently asked questions

Which Montaione hotels are near the best wineries?
The top hotel in Montaione near the best wineries is Castelfalfi.

This 5-star hotel, with an impressive guest rating of 9.6, offers a great experience with its own on-site winery, providing both private and public tours. Guests can enjoy stunning vineyard views from the property, relax by the poolside bar, and savor exquisite dining with garden views in their restaurant. With amenities like air conditioning, room service, and tennis courts, Castelfalfi is superb for both relaxation and recreation.
How much does a winery hotel in Montaione cost?
Enjoy staying in a winery hotel in Montaione, with plenty of hotels from $71 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays.
Which winery hotels in Montaione offer wine tastings?
The top winery hotels in Montaione that offer wine tastings are Castelfalfi and Castellare di Tonda Resort & Spa.

The 5-star Castelfalfi boasts a fantastic review rating of 9.6 and features an on-site winery with both private and public tours available. Guests can enjoy wine tastings right at the hotel, along with beautiful vineyard views. This luxurious property also offers amenities like a poolside bar, a garden-view restaurant, and tennis facilities, making it superb for a relaxing getaway.

Castellare di Tonda Resort & Spa, rated 8.0, offers a charming experience with its own tasting room and nearby winery tours. This resort not only features a full-service spa for unwinding after a day of wine tasting, but also provides excellent opportunities to explore the surrounding vineyards.
Which area of Montaione is best to stay in for vineyards and wineries?
Montaione, located in the heart of Tuscany, is a fantastic choice for travellers eager to explore the region's renowned vineyards and wineries. This picturesque town is surrounded by rolling hills, lush vineyards, and olive groves, making it an ideal base for wine enthusiasts. The area is dotted with several esteemed wineries, such as Tenuta Torciano and Castello di Oliveto, where you can indulge in tastings and tours that showcase the rich flavors of Chianti and other local varietals.

For couples seeking a romantic escape, the countryside just outside Montaione offers intimate agriturismos that provide a cozy and authentic Tuscan experience. Imagine sipping wine on a sun-drenched terrace, surrounded by breathtaking views. Many of these accommodations also host cooking classes, allowing couples to bond over preparing traditional Italian dishes.

Families will appreciate the accessibility of Montaione's family-friendly wineries that cater to all ages. Some vineyards offer guided tours that include fun activities for kids, such as grape harvesting in season, ensuring a memorable day for the whole family. Additionally, nearby attractions like the San Miniato and Certaldo add cultural depth to your stay, making it easy to blend leisure with exploration.

Adventure seekers can take advantage of Montaione's scenic hiking and biking trails that wind through the vineyards. The area's natural beauty provides ample opportunities for outdoor activities, all while being just a stone's throw away from the delightful wine experiences.
What are some great winery hotels in Montaione with wine cellars?
Some great winery hotels in Montaione, Tuscany, with wine cellars include Villa da Filicaja, Castelfalfi, and Castellare di Tonda Resort & Spa.

Villa da Filicaja is the oldest family-owned winery and historic hotel in the area, founded in 1452. This 4-star property offers an authentic wine tasting experience with award-winning wines like Riserva del Conte and Chianti Superiore. Guests can enjoy personal, professional wine tastings hosted by the owner, Antonio, all set amidst the property's picturesque vineyard.

Castelfalfi is a top luxury resort that combines hotel amenities with extensive vineyards and wine experiences. Rated highly by travellers, it provides access to wine cellars and unique winery tours, allowing guests to immerse themselves in the local wine culture.

Castellare di Tonda Resort & Spa is another fantastic option in Montaione, known for blending spa luxury with vineyard surroundings. This well-reviewed hotel likely features wine cellar experiences as part of its offerings, making it a relaxing retreat for wine enthusiasts.
What winery activities should we do in Montaione?
Montaione, located in the heart of Tuscany, is a hidden gem for wine enthusiasts seeking immersive experiences. Renowned for its picturesque vineyards and rolling hills, this area boasts a rich viticultural heritage. Here, you can indulge in wine tastings at local estates such as Castello di Oliveto, where guided tours provide insights into the winemaking process. Savor the exquisite Chianti and Vernaccia di San Gimignano while enjoying breathtaking views of the Tuscan countryside.

For couples on a romantic retreat, consider a private vineyard picnic. Many wineries offer tailored experiences that include gourmet food pairings with their finest wines, allowing you to savor the moment surrounded by stunning landscapes. A sunset wine tour can also be a magical way to conclude your day, with the golden hues of the setting sun painting the vineyards.

Families will particularly enjoy hands-on activities such as grape picking during the harvest season. Some vineyards host family-friendly tours that allow children to learn about the winemaking process in a fun and engaging way. Additionally, many estates provide cooking classes, where families can create traditional Tuscan dishes to enjoy alongside their wines.
Does Montaione host any wine festivals or events?
Montaione, a charming town located in the heart of Tuscany, is a delightful destination for wine enthusiasts and travellers seeking authentic Italian experiences. Known for its picturesque landscapes and rolling vineyards, Montaione hosts several wine festivals throughout the year that celebrate the rich viticultural heritage of the region. One of the highlights is the Festa della Vendemmia, typically held in late September or early October, where locals and visitors come together to celebrate the grape harvest with tastings, live music, and traditional Tuscan cuisine.

For couples looking to enhance their romantic getaway, attending a wine festival in Montaione can create unforgettable memories. Picture yourselves strolling hand-in-hand through vineyards, sipping on exquisite Chianti and exploring local artisan markets filled with handmade crafts and delicious food.

Families will also find Montaione's wine festivals appealing, as many events include activities for children, allowing everyone to enjoy the festivities. Engaging in grape stomping or participating in cooking classes focused on Tuscan cuisine can turn the experience into a fun family adventure, fostering togetherness while immersing in local culture.
Is it cheaper to book a Montaione winery hotel with flights as a package deal?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my winery hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel winery hotel in Montaione for you.

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