Title: Book the Best Siena WINERY Hotels in 2025 | Expedia.ca [Siena Travel Guide](https://expedia.ca/Siena.dx9821)[Hotels in Siena](https://expedia.ca/Siena-Hotels.d9821.Travel-Guide-Hotels)[Vacation Rentals in Siena](https://expedia.ca/Siena-Vacation-Rentals.d9821.Travel-Guide-VacationRentals)[Flights to Siena](https://expedia.ca/Cheap-Flights-To-Siena.d9821.Travel-Guide-Flights)[Things to do in Siena](https://expedia.ca/Things-To-Do-In-Siena.d9821.Travel-Guide-Activities)[Siena Car Rentals](https://expedia.ca/Car-Rentals-In-Siena.d9821.Car-Rental-Guide)[Siena Vacation Packages](https://expedia.ca/Siena.d9821.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409103-Siena.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Siena from CA $116 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Siena Winery Hotels Tonight [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Siena Winery Hotels ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/84f971b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/f4558f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/c3101a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Certosa di Pontignano Castelnuovo Berardenga 9.6/10 Exceptional (483) "Excellent place to stay even for the next time. " CA $158 CA $180 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/afdd58ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/b1f3746e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/e8c659d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen](https://images.trvl-media.com/lodging/16000000/15370000/15366400/15366313/43c3729b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Sant Andrea Siena 9.2/10 Wonderful (33) "Nice Tuscan Villa, only 10 minutes from city centre, easy parking and moving in and out of the city. The host are great, Cecilia and husband always available to help." CA $157 CA $179 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Siena-Hotels-Villa-Sant-Andrea.h15366313.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/3000000/2530000/2523600/2523522/0a7f937e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room, Garden View](https://images.trvl-media.com/lodging/3000000/2530000/2523600/2523522/cb18c8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2530000/2523600/2523522/4a9e526a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2530000/2523600/2523522/0611e536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo di Valli Siena 9.8/10 Exceptional (407) "Perfect location, wonderful breakfast and very friendly and helpful staff" CA $155 CA $176 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Siena-Hotels-Palazzo-Di-Valli.h2523522.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/4c3dd1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Terrace](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/b8576d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/28d7b713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/aa595bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Certosa Di Maggiano Siena 9.8/10 Exceptional (177) "The property and staff were amazing. The guests were treated to great music and food. We can't wait to go back! " CA $366 CA $407 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Suite](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/d0c09bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/697e6029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living room](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/ac901ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/6384d210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Terrazza Sul Campo Rooming House Siena City Centre 9.8/10 Exceptional (236) "Lovely place to stay and very central . We had a room with a balcony which overlooked the square . Viola was very welcoming and ordered taxis for us . " CA $175 CA $199 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Siena-Hotels-La-Terrazza-Sul-Campo.h15853500.Hotel-Information) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/d71aded7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, Vineyard View | Vineyard view](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/91065266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Fonterutoli Wine Resort Castellina in Chianti 9.4/10 Exceptional (187) "Amazing experience all around! Stayed for 2 nights!" CA $255 CA $287 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/ac255c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/791027e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/0b3586ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 8 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/aa4db92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Casafrassi Wine Resort Castellina in Chianti 8.2/10 Very good (213) "Great place " CA $166 CA $209 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Casafrassi.h918923.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/7d9bd48f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Quadruple Room, Private Bathroom](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/a63c49c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Double or Twin Room, Ground Floor](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/db84eb34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/2e1ec538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Ristorante Piccolo Chianti Acquacalda 8.6/10 Excellent (41) "Staff were wonderful. Offering to store our luggage if the room wasn’t ready early, and then letting us check in early. Since we had to miss breakfast the next day to leave for the airport, they prepared a massive plate of local breakfast treats and juice for us to enjoy in our room. " CA $101 CA $116 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Siena-Hotels-Hotel-Ristorante-Piccolo-Chianti.h2534340.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/cac6885d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/7618dff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/49c8818d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/3abb8b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Belvedere di San Leonino Castellina in Chianti 9.6/10 Exceptional (176) "Brilliant hotel , pool and restaurant " CA $143 CA $167 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/e097a1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/92b373a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/27ed04fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![25-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/15898c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Squarcialupi Castellina in Chianti 9.8/10 Exceptional (68) "This was the most amazing place ever. The view, the staff, the breakfast, the location, the everything! " CA $269 CA $306 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25®ionId=9821&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Siena Hotel Reviews ![Hotel Executive](//images.trvl-media.com/lodging/1000000/10000/3600/3559/745fe44b_y.jpg) ### Hotel Executive 10/10 Excellent "Quiet and safe location. Easy parking. Room is modern and clean. Very friendly and helpful staff. Onsite restaurant with delicious food options. Also close to Siena old town" [](https://expedia.ca/Siena-Hotels-Hotel-Executive.h3559.Hotel-Information) ![Villa Ermellina Siena, a Tribute Portfolio Hotel](//images.trvl-media.com/lodging/1000000/80000/73300/73208/b5937afa_y.jpg) ### Villa Ermellina Siena, a Tribute Portfolio Hotel 10/10 Excellent "Very nice hotel and beautiful hotel. My only complaint is that the king bed I stayed in was very lumpy - I do mean very.. otherwise great place. Good size gym. Clean. Very friendly service." [](https://expedia.ca/Siena-Hotels-Hotel-Garden.h73208.Hotel-Information) ![Hotel Chiusarelli](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "A little older hotel but a clean sweet place. Staff are wonderful and they include a good breakfast. Great location and walkable to everything. " [](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![Hotel Italia](//images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "The service was really the highlight of our stay. Everyone was so friendly and helpful! Our room was perfect and we really loved the large bathroom and shower. Breakfast was good and the service there was very good as well. A very enjoyable stay!" [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "What a unique and wonderful experience! This hotel is situated in the walled city and they helped us navigate in and out of the limited traffic zone. They also made a reservation for us at the most amazing little restaurant in Siena and just treated us spectacularly! Thank you for taking care of us for our short time with you!" [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Borgo Grondaie](//images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg) ### Borgo Grondaie 10/10 Excellent "A hidden gem overlooking the city set in stunning grounds" [](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ![Villa Scacciapensieri Boutique Hotel](//images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg) ### Villa Scacciapensieri Boutique Hotel 10/10 Excellent "Beautiful grounds and main hotel area. Food was good as well. The room was nice, bed was comfortable." [](https://expedia.ca/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information) ![Hotel Certosa Di Maggiano](//images.trvl-media.com/lodging/1000000/530000/528500/528470/4c3dd1ab_y.jpg) ### Hotel Certosa Di Maggiano 10/10 Excellent "A wonderfully peaceful hotel in the middle of Tuscany. Amazing views. Great staff - friendly, professional and very helpful & accommodating. " [](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Villa del Sole Siena](//images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg) ### Villa del Sole Siena 10/10 Excellent "We had a wonderful stay at Hotel Villa del Sole Siena. The terrace offers a stunning view, perfect for morning coffee or an evening glass of wine. The staff were fantastic—friendly, helpful, and even went above and beyond when one staff member escorted us out of the city on his motorcycle after roads were closed for upcoming celebrations. The location is excellent, just a short walk to Piazza del Campo. Highly recommended!" 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[Quercegrossa Hotels](https://www.expedia.ca/Quercegrossa-Hotels.d6047905.Travel-Guide-Hotels) - [Cheap Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-Cheap-Hotels.0-0-d601693-tCheapHotels.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-LGBT-Friendly-Hotel.0-0-d601693-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-Spa-Hotel.0-0-d601693-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-Wedding-Hotels.0-0-d601693-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-Winery-Hotel.0-0-d601693-tWineryHotel.Travel-Guide-Filter-Hotels) - [Radi Hotels](https://www.expedia.ca/Radi-Hotels.d6342138.Travel-Guide-Hotels) - [Rosia Hotels](https://www.expedia.ca/Rosia-Hotels.d602592.Travel-Guide-Hotels) - [Boutique Hotels in San Felice](https://www.expedia.ca/San-Felice-Hotels-Boutique-Hotel.0-0-d6140997-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [San Giovanni A Cerreto Hotels](https://www.expedia.ca/San-Giovanni-A-Cerreto-Hotels.d553248622859516344.Travel-Guide-Hotels) - [San Leonino Hotels](https://www.expedia.ca/San-Leonino-Hotels.d553248635975861535.Travel-Guide-Hotels) - [Hotels near San Martino](https://www.expedia.ca/San-Martino-Hotels.0-l6077956-0.Travel-Guide-Filter-Hotels) - [San Rocco a Pilli Hotels](https://www.expedia.ca/San-Rocco-A-Pilli-Hotels.d6285685.Travel-Guide-Hotels) - [San Sano Hotels](https://www.expedia.ca/San-Sano-Hotels.d6285678.Travel-Guide-Hotels) - [Hotels near Santa Maria alle Scotte Polyclinic](https://www.expedia.ca/Santa-Maria-Alle-Scotte-Polyclinic-Hotels.0-l6171787-0.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Siena City Centre](https://www.expedia.ca/Siena-City-Centre-Siena-Hotels-LGBT-Friendly-Hotel.0-n553248633938945205-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Siena City Centre Hotels](https://www.expedia.ca/Siena-City-Centre-Siena-Hotels.0-n553248633938945205-0.Travel-Guide-Filter-Hotels) - [Siena Historical Center Hotels](https://www.expedia.ca/Siena-Historical-Center-Siena-Hotels.0-n6285925-0.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Sovicille](https://www.expedia.ca/Sovicille-Hotels-LGBT-Friendly-Hotel.0-0-d602594-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Sovicille Hotels](https://www.expedia.ca/Sovicille-Hotels.d602594.Travel-Guide-Hotels) - [Taverne d'Arbia Hotels](https://www.expedia.ca/Taverne-DArbia-Hotels.d3000388927.Travel-Guide-Hotels) - [Vagliagli Hotels](https://www.expedia.ca/Vagliagli-Hotels.d6047102.Travel-Guide-Hotels) - [Hotels & Resorts for Couples in Val d'Elsa](https://www.expedia.ca/Val-DElsa-Hotels-Couples-Resorts-Hotels.0-0-d6047917-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Val d'Elsa](https://www.expedia.ca/Val-DElsa-Hotels-Luxury-Hotel.0-0-d6047917-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Val d'Elsa](https://www.expedia.ca/Val-DElsa-Hotels-Pet-Friendly-Hotel.0-0-d6047917-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Villa Parigini Hotels](https://www.expedia.ca/Villa-Parigini-Hotels.d553248622847106390.Travel-Guide-Hotels) - [Ville di Corsano Hotels](https://www.expedia.ca/Ville-Di-Corsano-Hotels.d6361513.Travel-Guide-Hotels) - [Volte Basse Hotels](https://www.expedia.ca/Volte-Basse-Hotels.d3000416925.Travel-Guide-Hotels) - [Flights to Province of Siena](https://www.expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Flight-Destinations) - [Flights from Taverne d'Arbia](https://www.expedia.ca/lp/flights/3000388927/flights-from-taverne-darbia) - [Flights from Val di Pugna](https://www.expedia.ca/lp/flights/553248635149838501/flights-from-val-di-pugna) - [Flights from London (LHR) to Siena (SAY)](https://www.expedia.ca/lp/flights/lhr/say/london-to-siena) - [Flights from Ottawa (YOW) to Siena (SAY)](https://www.expedia.ca/lp/flights/yow/say/ottawa-to-siena) - [Flights from Québec (YQB) to Siena (SAY)](https://www.expedia.ca/lp/flights/yqb/say/quebec-to-siena) - [Flights from Montreal (YUL) to Siena (SAY)](https://www.expedia.ca/lp/flights/yul/say/montreal-to-siena) - [Flights from Vancouver (YVR) to Siena (SAY)](https://www.expedia.ca/lp/flights/yvr/say/vancouver-to-siena) - [Flights from Calgary (YYC) to Siena (SAY)](https://www.expedia.ca/lp/flights/yyc/say/calgary-to-siena) - [Flights from Toronto (YYZ) to Siena (SAY)](https://www.expedia.ca/lp/flights/yyz/say/toronto-to-siena) - [Visit Badesse](https://www.expedia.ca/Badesse.dx553248635118858455) - [Fortezza Medicea](https://www.expedia.ca/Fortezza-Medicea-Siena-Historical-Center.d6287282.Vacation-Attraction) - [Visit Le Tolfe](https://www.expedia.ca/Le-Tolfe.dx553248622897701422) - [Monteriggioni Castle](https://www.expedia.ca/Monteriggioni-Castle-Monteriggioni.d6258231.Vacation-Attraction) - [Visit Monteriggioni](https://www.expedia.ca/Monteriggioni.dx5722) - [Visit Monteroni d'Arbia](https://www.expedia.ca/Monteroni-DArbia.dx6053877) - [Province of Siena Vacations](https://www.expedia.ca/Province-Of-Siena.d6047850.Destination-Travel-Guides) - [Visit Province of Siena](https://www.expedia.ca/Province-Of-Siena.dx6047850) - [Rosia Vacations](https://www.expedia.ca/Rosia.d602592.Destination-Travel-Guides) - [Visit Rosia](https://www.expedia.ca/Rosia.dx602592) - [Visit San Giovanni A Cerreto](https://www.expedia.ca/San-Giovanni-A-Cerreto.dx553248622859516344) - [Visit San Rocco a Pilli](https://www.expedia.ca/San-Rocco-A-Pilli.dx6285685) - [Visit Siena City Centre](https://www.expedia.ca/Siena-Siena-City-Centre.dx553248633938945205) - [Visit Siena Historical Center](https://www.expedia.ca/Siena-Siena-Historical-Center.dx6285925) - [Visit Ville di Corsano](https://www.expedia.ca/Ville-Di-Corsano.dx6361513) - [Car rental Monteriggioni](https://www.expedia.ca/Car-Rentals-In-Monteriggioni.d5722.Car-Rental-Guide) - [Province of Siena Vacation Rentals](https://www.expedia.ca/Destinations-In-Province-Of-Siena.d6047850.Vacation-Rental-Destinations) - [San Sano Vacation Rentals](https://www.expedia.ca/San-Sano-Vacation-Rentals.d6285678.Travel-Guide-VacationRentals) - [Things to do in Monteriggioni](https://www.expedia.ca/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities) - [Things to do in Monteroni d'Arbia](https://www.expedia.ca/Things-To-Do-In-Monteroni-DArbia.d6053877.Travel-Guide-Activities) - [Things to do in Province of Siena](https://www.expedia.ca/Things-To-Do-In-Province-Of-Siena.d6047850.Travel-Guide-Activities) - [Things to do in Quercegrossa](https://www.expedia.ca/Things-To-Do-In-Quercegrossa.d6047905.Travel-Guide-Activities) - [Things to do in Sovicille](https://www.expedia.ca/Things-To-Do-In-Sovicille.d602594.Travel-Guide-Activities) - [Book Winery Hotels in Siena on Expedia.it](https://www.expedia.it/Siena-Hotel-Hotel-Winery.0-0-d9821-tHotelWinery.Guida-Viaggi-Filtro-Hotel)