Title: Book the Best ROMANTIC Hotels in Siena from CA $101 - Siena Romantic Getaways | 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://images.trvl-media.com/place/9821/7379d030-252a-4e26-a469-e10785470ebc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Siena from CA $101 - ![](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 Romantic Hotels Tonight [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Siena romantic 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 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) Castelnuovo Berardenga 9.6/10 Exceptional (502) "Excellent place to stay even for the next time. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Xuejie CA $86 CA $101 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/4dc52c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/e10ef75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/f44e075b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/d679c36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais degli Angeli [](https://www.expedia.ca/Siena-Hotels-Relais-Degli-Angeli.h17500586.Hotel-Information) Siena City Centre 9.8/10 Exceptional (281) "Very central and walkable. Wonderful staff and room was clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin CA $179 CA $203 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Siena-Hotels-Relais-Degli-Angeli.h17500586.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/b5937afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/f690476a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/fea4c9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden views ](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/ba54065b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Ermellina Siena, a Tribute Portfolio Hotel [](https://www.expedia.ca/Siena-Hotels-Hotel-Garden.h73208.Hotel-Information) Camollia 8.4/10 Very good (5) "Unique and cozy prot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristine CA $190 CA $214 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Siena-Hotels-Hotel-Garden.h73208.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/02562aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Terrace | View from room](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/239d33c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/e5fc7e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Continental Siena – Starhotels Collezione [](https://www.expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) Siena City Centre 9.2/10 Wonderful (574) "Great hotel / room, city center, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nebojsa CA $382 CA $430 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/2e1ec538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/767b74c3.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) ### Hotel Ristorante Piccolo Chianti [](https://www.expedia.ca/Siena-Hotels-Hotel-Ristorante-Piccolo-Chianti.h2534340.Hotel-Information) 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. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lavinia [](https://www.expedia.ca/Siena-Hotels-Hotel-Ristorante-Piccolo-Chianti.h2534340.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/f7dd744f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, City View](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/0d03d55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, City View](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/04d22f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa del Sole Siena [](https://www.expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information) Siena City Centre 9.8/10 Exceptional (627) "Beautiful small hotel with an exceptional staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond CA $190 CA $213 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/41ce111e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/1fe084e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Living area](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/03173438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Living area](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/2151e70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PALAZZO DEL PAPA [](https://www.expedia.ca/Siena-Hotels-Palazzo-Del-Papa-BB.h31785878.Hotel-Information) Siena City Centre 9.6/10 Exceptional (96) "Hamza was so wonderful and accommodating, would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elise CA $169 CA $193 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Siena-Hotels-Palazzo-Del-Papa-BB.h31785878.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/2319e7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, stovetop, highchair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/cba54bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/f8dc820f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/32add44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ApartHotel Anghel [](https://www.expedia.ca/Siena-Hotels-ApartHotel-Anghel.h6583628.Hotel-Information) Siena 8.4/10 Very good (335) "Would recommend staying here and will hopefully be back!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lisa [](https://www.expedia.ca/Siena-Hotels-ApartHotel-Anghel.h6583628.Hotel-Information) ![Turkish bath, body treatments, body scrubs, facials](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/de7e649e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/ac60812d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/c73e279c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/6c9c19d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Il Piccolo Castello [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.Hotel-Information) Monteriggioni 8.6/10 Excellent (337) "We enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.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) ![Panoramic Suite, Vineyard View](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/e04b84de.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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Fonterutoli Wine Resort [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) Castellina in Chianti 9.4/10 Exceptional (201) "Clean room, courteous staff, and good winery" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sangchun CA $257 CA $289 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.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=2025-12-28&endDate=2025-12-29®ionId=9821&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Siena Hotel Reviews ![Villa del Sole Siena](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg) ### Villa del Sole Siena 10/10 Excellent "Amazing rooms and service!!" [](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "Excellent hotel, very helpful staff, highly recommended " [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended" [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Ideal in every way." [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg) ### Villa Scacciapensieri Boutique Hotel 10/10 Excellent "The villa was wonderful and absolutely beautiful. My friends and I absolutely loved our stay here. " [](https://expedia.ca/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! " [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Hotel Santa Caterina](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540753/3b315dde_y.jpg) ### Hotel Santa Caterina 10/10 Excellent "Amazing staff, great food and an even better view from the garden. " [](https://expedia.ca/Siena-Hotels-Hotel-Santa-Caterina.h2540753.Hotel-Information) ![Villa Ermellina Siena, a Tribute Portfolio Hotel](https://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) ## Frequently asked questions ### Searching for romantic hotels in Siena? ### What's the best place to stay for a romantic vacation to Siena? ### How many romantic hotels are there in Siena? ### When is the best time of year for a romantic getaway to Siena? ### What is there to do in Siena? ### What's the best way to get to Siena and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in San Rocco a Pilli ](https://www.expedia.ca/4Star-San-Rocco-A-Pilli-Hotels.s40-0-d6285685.Travel-Guide-Filter-Hotels) - [Agostoli Hotels ](https://www.expedia.ca/Agostoli-Hotels.d553248635975863234.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Bagnaia ](https://www.expedia.ca/Bagnaia-Hotels-LGBT-Friendly-Hotel.0-0-d6046167-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bossi Hotels ](https://www.expedia.ca/Bossi-Hotels.d553248622858799636.Travel-Guide-Hotels) - 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