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Winery Hotels in Siena

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Tenuta Di Mensanello - Colle di Val d'Elsa Hotels

Tenuta Di Mensanello

Localita Mensanello 34, Colle di Val d'Elsa - Map
This farm stay is located in Colle di Val d'Elsa (Val d'Elsa), close to Colle di Val d'Elsa Cathedral and Piazza Arnolfo di …More
Villa Ambra - Montepulciano Hotels
Rating: 3.0 Stars

Villa Ambra

Santalbino, Montepulciano - Map
"Fantastic Tuscany hotel."
The Villa Ambra is set high above a Tuscan valley in the beautiful Montepulciano area. You are greeted by the owner and it his son, the facility is immaculate, and there is a clean swimming pool which is a huge plus as it can be quite warm in the summer. The only negative is that every room doesn't yet have air conditioning. This is a MUST in the summer. Otherwise this is a fantastic place hosted by enthusiastic and genuinely nice staff.
Rob from Seattle
This hotel is located in Montepulciano (Val di Chiana), close to Terme Sant'Elena, Archaeological Civic Museum, and Terme di …More
Hotel Borgo San Felice - Castelnuovo Berardenga Hotels
Rating: 5.0 Stars

Hotel Borgo San Felice

San Felice, Castelnuovo Berardenga - Map
"Beautiful Resort in the heart of Chianti"
The hotel property is so beautiful and unique that I can't describe into words. It's a little village, converted into a hotel. I got the room in the former palazzo, very interesting. They have their vineyard and tasting room. I did wine tasting on the property; their wines are superb. This location is very remote and is not walking distance to the next civilization. Reservations for dinner at nearby village are highly recommended. This property is suitable for people who want to relax 100%.
C from Alexandria, VA
This luxury hotel is located in Castelnuovo Berardenga (San Felice), close to Castle of Brolio. Area attractions also include …More
Castiglion del Bosco - Montalcino Hotels
Rating: 5.0 Stars

Castiglion del Bosco

Localita Castiglion Del Bosco, Montalcino - Map
This luxury hotel is located in Montalcino (Val d'Orcia), where area attractions include Tenuta Greppo Franco Biondi Santi …More
Borgo Tre Rose - Montepulciano Hotels
Rating: 3.0 Stars

Borgo Tre Rose

Via I Palazzi 5, Montepulciano - Map
"A Nice Surprise"
I was looking for a hotel to stay in for 2 days that was between Rome and Florence. Montepuliano was perfect. This turned out to be a fabulous choice. It is up on a hill with beautiful views and even though it is in the country, our GPS took us right there. Our jr suites were perfect for a Mom and one kid and two other young adult kids. We had a nice pizza in the restaurant that night and the breakfasts are included in the price of the rooms. Breakfast on the terrace looking at the beautiful Tuscan hills is worth getting up for (even with jet lag).
Amy from Greenwich, CT
This hotel is located in Montepulciano (Val di Chiana), where regional attractions include Tenuta Valdipiatta, Valdichiana …More
Agriturismo Le Ragnaie - Montalcino Hotels

Agriturismo Le Ragnaie

Localita Le Ragnaie, Montalcino - Map
"Great rooms, great wines, amazing hosts"
The rooms are absolutely great with amazing views of the Tuscan mountains. We got a tour of the small winery and got to taste the wines with the owner, who is hilarious. They have the best Rosso di Montalcino around.
Adam from Silver Spring, MD
This farm stay is located in Montalcino (Val d'Orcia), close to Tenuta Greppo Franco Biondi Santi and Abbazia di Sant'Antimo …More
Il Poderaccio - Siena Hotels

Il Poderaccio

Strada Del Castagno 1, Siena - Map
Situated in a rural location, this farm stay is close to Santa Maria alle Scotte Polyclinic, Palasport Mens Sana, and Siena …More
Locanda dell' Artista - San Gimignano Hotels

Locanda dell' Artista

Loc. Canonica - Lucignano 43, San Gimignano - Map
This bed & breakfast is located in San Gimignano (Val d'Elsa), close to Bocaccio House, Certaldo Alto, and Palazzo Pretorio …More
Fattoria Terrarossa - Montepulciano Hotels

Fattoria Terrarossa

Via Terrarossa 20, Montepulciano - Map
This property is located in Montepulciano (Val di Chiana), where area attractions include Tenuta Valdipiatta. Regional …More
Bioagriturismo Podere Pretoia - San Gimignano Hotels

Bioagriturismo Podere Pretoia

Localita San Benedetto 53, San Gimignano - Map
This farm stay is located in San Gimignano (Val d'Elsa), close to Bocaccio House, Certaldo Alto, and Palazzo Pretorio. Local …More

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    Siena Winery Hotel Guide

    Sip on the regions finest wines at a vineyard hotel in Siena.
    • Browse our wide selection of 238 vineyard hotels
    • Receive the lowest rates around on accommodations
    • Book today and sample vinos tomorrow

    Before the wine goes to your head, book an accommodation here on Expedia for the cheapest rates on the market.

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    Then once you have reservations at a vineyard hotel, you can sip on all the wine you want, because you’ll be near all the grape-tasting action. After all, hotels near Siena vineyards put you in the perfect spot to sample the region’s best vintages. Staying within close proximity to a winery is something every Pinot-loving tourist should experience at least once; the views are spectacular, the scenery is serene, and the amenities rival those of the best luxury resorts.

    At these inviting vineyard hotels in Siena, indulge in nightly tasting events, sample innovative cheese pairings, and learn more about how each vineyard makes its versions of the celebrated drink. Some vineyards in Siena even let vino enthusiasts tour the wine cellars, meet the region’s top sommeliers, and sip a selection of the newest varietals. From grape stomping adventures to palate opening tips, a wine vacation makes for a one-of-a-kind sojourn.

    Whether you’re a wine tasting beginner or a true aficionado who knows everything about bouquets, notes, and finishes, our 238 vineyard hotels are sure to offer a little something special for you. Check out our vast selection of wine country accommodations to find one suiting both your tastes and price range. When you make your reservations today, you just may find you have cash leftover to splurge on a case of your favorite Pinot Noir.

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