Wineries in Siena

Browse for Siena Winery Hotels from $70

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Featured Siena Winery Hotels

Castello di Fonterutoli
Via Puccini 4, Castellina in Chianti, SI
Free CancellationReserve now, pay when you stay
$85
per night
Nov 12 - Nov 13
4.6/5Wonderful! (80 reviews)

"We loved the location as it was in a remote village over 1000 years old. The room was very nice and the restaurant was superb."…"

Reviewed on Aug 11, 2019

Castello di Fonterutoli
Il Borgo di Vescine
4 out of 5
Località Vescine, Radda in Chianti, SI
Free CancellationReserve now, pay when you stay
$113
per night
Nov 5 - Nov 6
4.6/5Wonderful! (185 reviews)

"Amazing place, would definitely visit again! The staff were friendly and the food and wine was amazing. The pool was beautiful and very clean. There are amazing views from all areas of the hotel."…"

Reviewed on Jul 15, 2019

Il Borgo di Vescine
Tenuta Santo Pietro
Localita Santo Pietro 29, Pienza, SI
$145
per night
Oct 22 - Oct 23
4.8/5Exceptional! (58 reviews)

"It is an absolutely beautiful property. I really couldn't have asked for anyrhing else! What an enchanting experience. Hope to be able to go back in the future"…"

Reviewed on Aug 11, 2019

Tenuta Santo Pietro
Villa Di Nottola
S.S. 326 - Località Nottola 15, Montepulciano, SI
Free CancellationReserve now, pay when you stay
$90
per night
Oct 29 - Oct 30
4.5/5Wonderful! (90 reviews)
Perfect

"Perfect stay. We had a huge 2 bedroom "cottage" that was beautiful. Hosts were fantastic as well. What a great stay and looking forward to coming back again."…"

Reviewed on Jun 29, 2019

Villa Di Nottola
Castello Banfi - Il Borgo
5 out of 5
Castello di Poggio alle Mura s.n.c., Montalcino, SI
$463
per night
Oct 29 - Oct 30
5/5Exceptional! (65 reviews)

"outstanding from the rooms to the staff"…"

Reviewed on Jul 19, 2019

Castello Banfi - Il Borgo
Relais Villa Grazianella
Via Grazianella 5, Via delle tre berte, Montepulciano, SI
Free CancellationReserve now, pay when you stay
$130
per night
Oct 22 - Oct 23
4.7/5Exceptional! (108 reviews)

"Great stay at this great hotel in the middle Of vineyards, Romantic stay, at breakfast i’ll give them 3 stars out of 5, put attention on your bread , doesn not taste good, it should be like baguetts.. kind of. they have great wines."…"

Reviewed on Sep 22, 2019

Relais Villa Grazianella
Locanda le Piazze
4 out of 5
Localita Le Piazze 41, Castellina in Chianti, SI
Free CancellationReserve now, pay when you stay
$171
per night
Oct 27 - Oct 28
4.8/5Exceptional! (110 reviews)

"Beautiful location, incredibly peaceful and relaxing. Attentive staff but discreet. Exceeded expectations in every way."…"

Reviewed on Oct 1, 2019

Locanda le Piazze
Hotel Villa Campomaggio
4 out of 5
Strada provinciale 2bis, loc. Campomaggio, Radda in Chianti
Free CancellationReserve now, pay when you stay
$98
per night
Oct 29 - Oct 30
4.6/5Wonderful! (78 reviews)

"This property was a DREAM. The room was royal, the pool was incredible, and the grounds are gorgeous. The spa was excellent and we didnt want to leave!"…"

Reviewed on Oct 7, 2019

Hotel Villa Campomaggio
Fattoria San Donato
Localita San Donato 6, San Gimignano, SI
$77
per night
Nov 5 - Nov 6
4.6/5Wonderful! (47 reviews)

"Scenic, peaceful, historical, interesting, great breakfast, lovely hosts."…"

Reviewed on Sep 27, 2019

Fattoria San Donato
Hotel Leon Bianco
3 out of 5
Piazza Della Cisterna 13, San Gimignano, SI
$80
per night
Nov 5 - Nov 6
4.6/5Exceptional! (291 reviews)

"Great location, center of town. Restaurants, shops, sights all within walking distance. Easy drive from Florence, and easy drive to some surrounding towns as well. Staff was very helpful and friendly. I would recommend to anyone traveling to this great little town."…"

Reviewed on Oct 9, 2019

Hotel Leon Bianco
Castel di Pugna
Strada Valdipugna, 12, Siena, SI
Free CancellationReserve now, pay when you stay
$121
per night
Nov 1 - Nov 2
4.4/5Wonderful! (43 reviews)

"The property is very special and beautiful. The people are very friendly. Breakfast is very good and the restaurant is lovely. The only thing that is missing is the possibility of making/purchasing coffee except for breakfast."…"

Reviewed on Oct 6, 2019

Castel di Pugna
Hotel Casolare Le Terre Rosse
3 out of 5
Loc. San Donato, San Gimignano, SI
Free CancellationReserve now, pay when you stay
$75
per night
Oct 30 - Oct 31
4.4/5Wonderful! (261 reviews)

"Beautiful and nice staff Everything is clean and organized"…"

Reviewed on Sep 24, 2019

Hotel Casolare Le Terre Rosse
Casale a Poggiano
Via Poggiano 21, Montepulciano, Siena
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4.8/5Exceptional! (21 reviews)

"If you like staying in the country you will love this property. You must drive into Montepulciano and park and walk into the town. However, this property has parking so you are not hauling luggage. The hosts are very nice and the homemade breakfast every day is amazing!!! Very cultural ..."…"

Reviewed on Sep 21, 2018

Casale a Poggiano
Hotel Pescille
3 out of 5
Strada Statale 47, Localita Pescille, San Gimignano, SI
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4.5/5Wonderful! (222 reviews)

"- Room had fantastic view/balcony overlooking San Gimignano. - Staff incredibly pleasant, helpful and friendly. - Hotel has a relaxed and chilled vibe."…"

Reviewed on Sep 22, 2019

Hotel Pescille
Querceto di Castellina
Località Querceto 9, Castellina in Chianti, Siena
$153
per night
Oct 19 - Oct 20
4.6/5Wonderful! (27 reviews)

"The highlight of my trip!! Beauty vineyard scenic, lovely house with modern facilities, relaxing and peaceful, one night was just too short... Breakfast was good, suggested to join the wine tasting and vineyard tour, also the cooking class if you have time. Tips: No dinner option (except for a group ..."…"

Reviewed on Oct 10, 2019

Querceto di Castellina
La Mormoraia
Agriturismo San Gimignano, San Gimignano, SI
Free CancellationReserve now, pay when you stay
$160
per night
Oct 20 - Oct 21
4.7/5Exceptional! (75 reviews)

"This was my favorite experience from going to Tuscany !!! I have to start with the people were honestly amazing!!! They could’ve not been any more nicer!!! The property it is breathtaking!!! The restaurant was definitely five stars gourmet cooking all the way!!!! The staff and the hotel has exceeded ..."…"

Reviewed on Oct 12, 2019

La Mormoraia
il Casale del Cotone
Localita Il Cotone 59 - Cellole, San Gimignano, SI
Free CancellationReserve now, pay when you stay
$125
per night
Oct 22 - Oct 23
4.7/5Exceptional! (111 reviews)

"The property is breathtaking with amazing views of the countryside ."…"

Reviewed on Oct 6, 2019

il Casale del Cotone
Idolina Guest House
Via Mazzini 65/67, Montalcino, SI
Free CancellationReserve now, pay when you stay
$70
per night
Oct 29 - Oct 30
4.6/5Exceptional! (64 reviews)
Very pleasant stay

"Fulvia is a great host. She communicated well...in english too! Arranged our parking, found us when we were lost, and treated us very kindly. She has an amazing coffee maker...press buttons picturing what you want. It worked flawlessly. All in all a lovely stay and a good value."…"

Reviewed on Jul 10, 2019

Idolina Guest House
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Your Guide to Siena Winery Hotels

There are few trips that are intrinsically as relaxing as a wine tasting tour. Siena is quickly becoming a spot where wine-lovers try the latest vintages, as well as those wanting to perfecting their palate. Siena offers a great starting point for you to explore Siena's wines and beautiful scenery. But even if you are spending most of your trip toasting to your friends, you'll need a place to stay. Expedia has 3292 hotels near wineries, making it easy to toast, tour, and appreciate Siena's wine region.

Toast to Your Vacation

We have Siena lodgings near wineries for almost any budget You'll find everything from budget-friendly hotels to hotels for those that want their Siena vacation to be extravagant from beginning to end. And no matter what hotel you choose, you can rest easy knowing that you will have plenty of amenities, a comfy bed, and accommodations not far from Siena's wineries.

After you check out your accommodations, venture out to some of Siena's best wineries. You'll discover there isn't a more relaxing vacation than learning about how every harvest is as unique as a fingerprint, all while sampling the end result of so much knowledge and dedication. From smooth and balanced Merlots to slight wild berry flavors of Malbecs, even a trip to one winery can be an adventure unto itself. Tasting local wines while also being surrounded by the very vineyards and the people that produced them is a one-of-a kind experience that not many vacations can offer.

Book Your Winery Hotel in Siena Today!

Wine has been the muse for countless songs, movies, novels, and poems. And it could be the inspiration for your next great trip We have hotels near Siena wineries for almost any budget. If you are unsure what hotel to select, then you can read thorough our review section to see which accommodation is the best fit for your trip. But unlike a fine wine that gets better with age, these deals won't last long. Reserve soon to get the hotel for your Siena wine-infused getaway.

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