Title: Book the Best ROMANTIC Hotels in Siena from CA $127 - 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409103-Siena.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Siena from CA $127 ![](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 [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top 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) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/c3101a79.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) ### La Certosa di Pontignano Castelnuovo Berardenga 9.6/10 Exceptional (495) "Excellent place to stay even for the next time. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Xuejie CA $103 CA $127 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.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) ![Reception](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/e5fc7e2c.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/102e69cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre 9.2/10 Wonderful (568) "Very nice hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary lou CA $471 CA $528 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.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) ![View from property](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/7664d144.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) ![Classic Room, 1 King Bed, Non Smoking, Courtyard View](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/a65407b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Ermellina Siena, a Tribute Portfolio Hotel Camollia 9.4/10 Exceptional (3) "Unique and cozy prot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristine CA $202 CA $227 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Siena-Hotels-Hotel-Garden.h73208.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) ![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) ### 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. " ![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) ![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/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) ![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) ### Castello di Fonterutoli Wine Resort Castellina in Chianti 9.4/10 Exceptional (193) "Amazing experience all around! Stayed for 2 nights!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Matthew CA $206 CA $233 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.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) ![Superior Double Room, City View](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/fd0447e4.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) ![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) ### Villa del Sole Siena Siena City Centre 9.8/10 Exceptional (613) "Beautiful small hotel with an exceptional staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond CA $205 CA $230 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.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) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/c910145f.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) ![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) ### Hotel Casafrassi Wine Resort Castellina in Chianti 8.2/10 Very good (214) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aloisio [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Casafrassi.h918923.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) ![Meeting facility](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/9900c9c5.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 Siena City Centre 9.8/10 Exceptional (271) "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 $208 CA $235 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Siena-Hotels-Relais-Degli-Angeli.h17500586.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) ![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) ![Reception](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/f8dc820f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ApartHotel Anghel Siena 8.4/10 Very good (330) "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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/c73e279c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Il Piccolo Castello Monteriggioni 8.6/10 Excellent (335) "We enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua CA $147 CA $170 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.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=2025-11-13&endDate=2025-11-14®ionId=9821&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Siena Hotel Reviews ![Hotel Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "We loved the staff, they were super friendly and great service. Location is great!! We would definitely stay here again!!" [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "It was a great time. Only problem was that it was too short. The beds were very comfortable, rooms clean, staff amazing, beautiful views. We will be back. " [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Hotel Italia](//images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "Excellent clean hotel with a superb buffet breakfast. The front desk staff are excellen;, very pleasant and helpful. The location is excellent, close to the Camolllia Gate into the old town. An aside, every local person we met on the streets when we were in Siena was pleasant and offered help when we looked a little confused with our directions. " [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.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 "Was wonderful. Staff, service, location, great! Need softer pillows. " [](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Beautiful quaint hotel. Beautiful view from the garden. Walkable to all of the sites and restaurants, at the top of the hill- but everything is on a hill. Nice breakfast. Very relaxing place to stay. Staff was very accommodating." [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.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 "Fantastic surroundings, very peaceful & relaxing environment " [](https://expedia.ca/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.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) ## Frequently asked questions ### Searching for romantic hotels in Siena? > Are you looking for a romantic escape? Our guests also love Siena for its interesting historical sites and sightseeing. If you'd like to explore some of the area's notable sights, you might make a stop by Piazza del Campo, Civic Museum, or Torre del Mangia. If you'd like to stay close to a certain attraction, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list. ### What's the best place to stay for a romantic vacation to Siena? > [La Scala house with garden in the old convent in Siena](https://www.expedia.ca/Siena-Hotels-Country-House-With-Garden-In-The-Old-Convent-In-Front-Of-Siena.h54017728.Hotel-Information) is a favorite country house for couples, and features in-room kitchens and private balconies. Other good options for your romantic getaway include [Traditional Tuscan farmhouse with stunning views](https://www.expedia.ca/Siena-Hotels-Traditional-Tuscan-Farmhouse-With-Stunning-Views.h34085263.Hotel-Information) and [Farmhouse with stunning views, 10m from Siena](https://www.expedia.ca/Siena-Hotels-Belvedere-Farmhouse-With-Stunning-Views.h36779803.Hotel-Information). ### How many romantic hotels are there in Siena? > Expedia has 6 romantic Siena hotels for you both to enjoy. ### When is the best time of year for a romantic getaway to Siena? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Siena: The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Siena is 37 inches. ### What is there to do in Siena? > There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Siena has to offer. Couples looking for a little of everything will enjoy Siena for its cathedral, historic landmarks, and sightseeing. You might think about stopping by Piazza del Campo, Civic Museum, or Torre del Mangia while you're seeing the sights. ### What's the best way to get to Siena and around town during my romantic getaway? > This information about transportation options in Siena might help your romantic trip go off without a hitch: To get to Siena, you can fly into Florence Airport, Peretola (FLR), which is the closest major airport, located 34.1 mi (54.8 km) from the city center. 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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) - 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