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Featured Siena Winery Hotels

See all 1,155 Hotels in Siena
Villa San Lucchese

Villa San Lucchese

Località San Lucchese, 5, Poggibonsi
4.0 out of 5.0
4.5 out of 5 (91 reviews)
Perfect break in the Chianti hillsWe were recommended to this hotel by friends. It is a real find We hope to return.
  Aug 4, 2017

$84

$84
Albergo Duomo

Albergo Duomo

Via di San Donato 14, Montepulciano
3.0 out of 5.0
4.5 out of 5 (42 reviews)
Outstanding experience! We can't say enough about the quaint, beautiful Albergo Duomo! Elisa was a perfect hostess. The property is lovely and feels like a step back in time (in a good way)! The bed was comfortable, the bathroom small but as expected. The courtyard and views were lovely. Highly recommend.
  Nov 26, 2016

$79

$79
Breakfast Hotel Le Volpaie

Breakfast Hotel Le Volpaie

Via Nuova 9, San Gimignano
3.0 out of 5.0
4.4 out of 5 (62 reviews)
A lovely little find! We stayed here for a week's holiday in August and thoroughly enjoyed our stay! We had a room in the Annex to the hotel right next to the pool, however we weren't disturbed by the pool as it was fairly small and we only saw adults in it. The pool was clean and well maintained, with sun loungers surrounding ...
  Aug 23, 2017

$97

$97
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Recently booked Winery Hotels in Siena

Hotel Vico Alto
3.0 out of 5.0
Last booking: 7 hours ago
Hotel Bel Soggiorno
3.0 out of 5.0
Last booking: 10 hours ago
Hotel Athena
4.0 out of 5.0
Last booking: 12 hours ago
NH Siena
4.0 out of 5.0
Last booking: 12 hours ago
Hotel Garden
4.0 out of 5.0
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Siena Winery Hotels Information

Sip on the regions finest wines at a vineyard hotel in Siena.
  • Browse our wide selection of 1155 winery 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.

Then once you have reservations at a winery hotel, you can sip on all the wine you want, because you'll be near all the grape-tasting action. After all, Siena winery hotels 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 and the scenery is serene.

At these inviting winery 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 1155 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.