Title: Book the Best ADVENTURE Hotels in Siena in 2026 | 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 Hotels & Resorts for Couples in Siena from CA $145 - ![](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 Hotels & Resorts for Couples 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) 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) 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) 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) ## Our top choices for Siena adventure hotels ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/aaa613e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/76bac1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/5245d9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Grondaie [](https://www.expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) Siena 9.6/10 Exceptional (440) "A hidden gem overlooking the city set in stunning grounds" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Philip CA $128 CA $145 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103180000/103179300/103179253/6b7c01cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103180000/103179300/103179253/7e0096ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103180000/103179300/103179253/16e91231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103180000/103179300/103179253/53483e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Accogliente appartamento con animali domestici ammessi a pochi minuti dal centro [](https://www.expedia.ca/Siena-Hotels-Accogliente-Appartamento-Con-Animali-Domestici-Ammessi-A-Pochi-Minuti-Dal-Centro.h103179253.Hotel-Information) Petriccio CA $60 CA $184 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Siena-Hotels-Accogliente-Appartamento-Con-Animali-Domestici-Ammessi-A-Pochi-Minuti-Dal-Centro.h103179253.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/17000000/16250000/16249000/16248916/3ff15f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16250000/16249000/16248916/fc0f5792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/17000000/16250000/16249000/16248916/90c66e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, desk, laptop workspace](https://images.trvl-media.com/lodging/17000000/16250000/16249000/16248916/4bc98696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa di Osio - Porta Romana [](https://www.expedia.ca/Siena-Hotels-Casa-Di-Osio-Porta-Romana.h16248916.Hotel-Information) Siena City Centre 6.8/10 (18) "Bathroom could really be a lot cleaner. It’s a walk-up to the room on 2nd floor, but not bad unless you have a lot of luggage. The room itself is comfortable and the kitchen facilities are pretty good. I missed having a window in the room I could look out of, but also appreciated the peace and quiet. Can’t complain much about the kitchen, it has most of what you need, but there should really be a wine bottle opener. This is Italy after all. :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cecilia [](https://www.expedia.ca/Siena-Hotels-Casa-Di-Osio-Porta-Romana.h16248916.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33580000/33578300/33578240/f72947b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, internet](https://images.trvl-media.com/lodging/34000000/33580000/33578300/33578240/127d367a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33580000/33578300/33578240/49fb418f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33580000/33578300/33578240/a0319e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Period residence located in the heart of Siena [](https://www.expedia.ca/Siena-Hotels-Period-Residence-Located-In-The-Heart-Of-Siena.h33578240.Hotel-Information) Siena City Centre 9.6/10 Exceptional (46) "We had the best time during our short stay in Siena. Our hosts were great! Picked us up from the train station, answered all of our questions, gave us good recommendations for dinner, made sure we were comfortable in our stay & even drove us to pick up our rental car! We couldn't have asked for more. Not to mention the location was ideal also! Would highly recommend this place to anyone!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul M. CA $191 CA $323 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Siena-Hotels-Period-Residence-Located-In-The-Heart-Of-Siena.h33578240.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Hotel Certosa Di Maggiano [](https://www.expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) Siena 9.8/10 Exceptional (185) "The best in Siena." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David CA $287 CA $320 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/b8b0f4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/37d88bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/0273c2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mansarda](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/bb8071f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San niccolò & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (177) "Ideal country setting" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dee CA $146 CA $171 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) ![Deluxe Room | Vineyard view](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/a118885b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (with SPA access) | Vineyard view](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/2c78359e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite (with SPA access)](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/d623efd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Leopoldo Dimora Storica & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (275) "We loved it was easy to get to wineries or small towns we wanted to visit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $131 CA $154 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/59b16350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/bf339f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/944ced52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Casagrande Resort & SPA [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) Figline e Incisa Valdarno 9.2/10 Wonderful (375) "We had a great stay and loved the 2 bedrooms as a family of 4\. Very friendly and accommodating staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Stefanie CA $149 CA $167 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ![Seasonal outdoor pool, open 7 AM to 8:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/f05836b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/ea777c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/7af01e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/7a69a6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa San Lucchese [](https://www.expedia.ca/Poggibonsi-Hotels-Villa-San-Lucchese.h1685892.Hotel-Information) Poggibonsi 9.4/10 Exceptional (336) "Beautiful place Great service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) patricia [](https://www.expedia.ca/Poggibonsi-Hotels-Villa-San-Lucchese.h1685892.Hotel-Information) ![Minibar, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/f531fd35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, Valley View | Valley view](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/705d9d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/df37bbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/304a196c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Leon Bianco [](https://www.expedia.ca/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information) San Gimignano City Centre 9.4/10 Exceptional (574) "Great breakfast, clean room, great staff, and great value overall" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Brandon CA $211 CA $242 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.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=2025-12-29&endDate=2025-12-30®ionId=9821&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Siena Hotel Reviews ![Hotel Minerva](https://images.trvl-media.com/lodging/1000000/800000/800000/799995/bc9bd928_y.jpg) ### Hotel Minerva 10/10 Excellent "Helpful staff and overall vibe. " [](https://expedia.ca/Siena-Hotels-Hotel-Minerva.h799995.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) ![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg) ### Hotel Certosa Di Maggiano 10/10 Excellent "La habitación muy amplia, teníamos armario vestidor, sala, habitación amplia y un gran baño. Excelente la atención del personal. El lugar mágico maravilloso de epoca" [](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "The room was very clean and the bathroom was nice. The staff was very helpful especially because we had personal issues to deal with and places we had to get to for resolution. They helped us navigate several things that we could not have done on our own. We are grateful! " [](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.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) ![Borgo Grondaie](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg) ### Borgo Grondaie 10/10 Excellent "The sta" [](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.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) ![Relais La Corte Dei Cavalieri](https://images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/c9a65eed_y.jpg) ### Relais La Corte Dei Cavalieri 8/10 Good "Nice and easy checking friendly staff " [](https://expedia.ca/Siena-Hotels-Relais-La-Corte-Dei-Cavalieri.h15636837.Hotel-Information) ## Frequently asked questions ### How much do hotels for couples in Siena cost? ### What are the best hotels for couples in Siena? ### How many hotels for couples are there in Siena? ### What are the best cheap hotels for couples in Siena? ### Are there any 5-star hotels for couples in Siena? ### Why book your hotel for couples in Siena with Expedia? ### How can I find cheap hotels for couples in Siena? ### What is there to do in Siena near my hotel for couples? ## 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) - 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