Title: Monteriggioni Castle in Monteriggioni - Tours and Activities | Expedia.ca [Monteriggioni Castle Hotels](https://expedia.ca/Monteriggioni-Castle-Hotels.0-l6258231-0.Travel-Guide-Filter-Hotels)[Flights to Monteriggioni](https://expedia.ca/Cheap-Flights-To-Monteriggioni.d5722.Travel-Guide-Flights)[Things to do in Monteriggioni](https://expedia.ca/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities)[Monteriggioni Castle Car Rentals](https://expedia.ca/Car-Rentals-In-Monteriggioni-Castle.d6258231.Car-Rental-Guide)[Monteriggioni Vacation Packages](https://expedia.ca/Monteriggioni.d5722.Destination-Travel-Guides) # Monteriggioni Castle Tours and Activities ![The main square of the fortress of Monteriggioni](https://images.trvl-media.com/place/5722/f8680b93-c9b1-45ae-9604-19481c36504b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![#TroveOn Monteriggioni is a medieval walled town, located on a natural hillock, built by the Sienese in 1214-1219 as a front line in their wars against Florence,[3] by assuming command of the Via Cassia running through the Val d'Elsa and Val Staggia to the west. During the conflicts between Siena and Florence in the Middle Ages, the city was strategically placed as a defensive fortification. It also withstood many attacks from both the Florentines and the forces of the Bishop of Volterra. In 1554 the Sienese were able to place control of the town's garrison to Giovannino Zeti, who had been exiled from Florence. In 1554, in an act of reconciliation with the Medicis, Zeti simply handed the keys of the town over to the Medicean forces - considered a "great betrayal" by the town's people. ---------------------------------------------------------- The Via Francigena is the common name of an ancient road and pilgrim route running from France to Rome, though it is usually considered to have its starting point much further away, in the English cathedral city of Canterbury. As such, the route passes through England, France, Switzerland and Italy. The route was known in Italy as the "Via Francigena" ("the road that comes from France") or the "Via Romea Francigena" ("the road to Rome that comes from France"). In mediaeval times it was an important road and pilgrimage route for those wishing to visit the Holy See and the tombs of the apostles Peter and Paul. ](https://images.trvl-media.com/place/5722/a408de7a-052c-438a-bcaf-f7572c8eaacf.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Medieval Festival of Monteriggioni. Here we are in the 24th year of what has become one of the most popular events on the Tuscan scene, which this year will allow you to savour the atmosphere of the “Delle Armi e degli Amori”. Info at: http://www.monteriggionimedievale.com/en/](https://images.trvl-media.com/place/5722/2c856b7a-10ea-4422-8b04-869c21c1c263.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Medieval Festival of Monteriggioni. Here we are in the 24th year of what has become one of the most popular events on the Tuscan scene, which this year will allow you to savour the atmosphere of the “Delle Armi e degli Amori”. Info at: http://www.monteriggionimedievale.com/en/](https://images.trvl-media.com/place/5722/a096b5f4-01be-4269-a4b7-ea5994ddf30e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Monteriggioni is a small mediaeval village in the middle of tuscan hills. From the top of the ancient walls you can see all the village (it's really small) on the inside, and the beautiful countryside on the outside. The weather this time wasn't exactly on our side, but it still couldn't take away the beauty of Monteriggioni. As small as charming this village can be seen in less then an hour, including the time to browse in the shops with typical products and taking suggestive pictures. It is very easy to reach from Siena and totally worth the stop. http://nomadswind.com/monteriggioni/](https://images.trvl-media.com/place/5722/09309981-1b33-4fba-9258-0e55e711c58e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Monteriggioni Castle Activities [Monteriggioni travel guide](https://expedia.ca/Monteriggioni.dx5722) --- --- ## Plan a trip to see Monteriggioni Castle Price found within the past 48 hours. Click for updated prices. ![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/88283612_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Florence Boutique Historic Centre of Florence CA $1,830 per person May 27 - Jun 2 found 1 day ago Roundtrip flight included Toronto (YYZ) to Florence (FLR) 8.6/10 Excellent! (483 reviews) The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants. Reviewed on Dec 13, 2025 ![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/a69619e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Moon Boutique Hotel & Spa Historic Centre of Florence CA $2,004 per person Jun 5 - Jun 11 found 1 day ago Roundtrip flight included Toronto (YYZ) to Florence (FLR) 9.6/10 Exceptional! (512 reviews) Staff excellent, room very good, food good. Facilities and location all good. Would be happy return and to recommend to family and friends. Thank you for such a pleasant stay Reviewed on Mar 17, 2026 ![Hotel L'Orologio Firenze](https://images.trvl-media.com/lodging/3000000/2980000/2970900/2970892/117818f0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel L'Orologio Firenze Historic Centre of Florence CA $3,726 per person May 26 - Jun 1 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Florence (FLR) 9.6/10 Exceptional! (1,008 reviews) Excellent location and staff Reviewed on Mar 13, 2026 ### Tours & day trips [See all 280 activities](https://expedia.ca/things-to-do/search?&rid=6258231&location=Monteriggioni+Castle&filter.categories=ToursDayTrips) ![Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](https://mediaim.expedia.com/localexpert/329818/151bf7bf-958a-43e4-8bc4-b332a2585668.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine 11h 8.8/10 138 verified reviews Free cancellation available CA $125 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/san-gimignano-siena-and-chianti-with-lunch-wine-tasting.a329818.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/711ec9bb-4d40-40e5-a110-59519c36ce6d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Half Day Wine Tour from Florence 5h 30m 8.8/10 56 verified reviews Free cancellation available CA $39 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Florence Day Trip: Medieval Villages & Cooking Class](https://mediaim.expedia.com/localexpert/321506/6b5ddcd1-86fe-4d2a-800f-065567276e82.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Day Trip: Medieval Villages & Cooking Class 9h 8.6/10 285 verified reviews Free cancellation available CA $221 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/full-day-tour-of-san-gimignano-siena-chianti.a321506.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena, San Gimignano, Monteriggioni & Chianti from Florence 10h 30m 8.6/10 30 verified reviews Free cancellation available ~~CA $104~~CA $72 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Siena & San Gimignano Day Trip from Florence with Chianti Views](https://mediaim.expedia.com/localexpert/599682/9aaa51e2-9a73-4f4e-9476-329b0fe89b06.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena & San Gimignano Day Trip from Florence with Chianti Views 9h 8.8/10 20 verified reviews Free cancellation available CA $78 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/charming-tuscany-pisa-siena-san-gimignano-chianti-day-trip-with-wine.a599682.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](https://mediaim.expedia.com/localexpert/46773619/ef900635-4e33-44a5-b043-5a52cc96c076.jpg?impolicy=resizecrop&rw=500&rh=280) ### Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence 11h 10/10 1 verified review Free cancellation available CA $87 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![From Florence Chianti Wine Tour with Tastings Half Day](https://mediaim.expedia.com/localexpert/51069909/7a9c46d4-027e-459b-bdcb-23c7a241b3f6.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence Chianti Wine Tour with Tastings Half Day 5h 30m Free cancellation available CA $78 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-florence-chianti-wine-tour-with-tastings-half-day.a51069909.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner](https://mediaim.expedia.com/localexpert/561475/2cf9fcfa-f4ab-4a98-936a-3965c616eb6a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner 7h 30m 8.4/10 5 verified reviews Free cancellation available ~~CA $142~~CA $99 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sunset-in-siena-and-chianti-dinner-from-florence.a561475.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano](https://mediaim.expedia.com/localexpert/292015/c55ad3e9-fb08-4f2c-9a21-1a348f66d3af.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano 9h 9.6/10 42 verified reviews Free cancellation available CA $310 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/small-group-tuscany-day-trip-to-siena-san-gimignano.a292015.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![From Siena: Chianti and Castles Tour with Wine Tastings](https://mediaim.expedia.com/localexpert/48558896/d1fcc585-57f7-4623-afce-51b88725559e.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Siena: Chianti and Castles Tour with Wine Tastings 5h 9.4/10 104 GetYourGuide reviews Free cancellation available CA $135 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-siena-chianti-and-castles-tour-with-wine-tastings.a48558896.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ### Private & custom tours [See all 114 activities](https://expedia.ca/things-to-do/search?&rid=6258231&location=Monteriggioni+Castle&filter.categories=Privatecustomtours) ![An Exclusive Horseback Experience in the Heart of Tuscany](https://mediaim.expedia.com/localexpert/48146663/80233924-dd03-44cb-878c-00dcd9e8cea7.jpg?impolicy=resizecrop&rw=500&rh=280) ### An Exclusive Horseback Experience in the Heart of Tuscany 1h+ 10/10 56 GetYourGuide reviews Free cancellation available CA $111 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-horseback-adventure-in-the-tuscan-countryside.a48146663.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Siena: Private Custom Tour with a Local Guide](https://mediaim.expedia.com/localexpert/47380656/4c5103a2-febc-4f97-80d9-386adbec4108.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Private Custom Tour with a Local Guide 2h+ 8.8/10 12 GetYourGuide reviews Free cancellation available CA $159 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/siena-private-custom-tour-with-a-local-guide.a47380656.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private E-bike Tour in Chianti from San Gimignano](https://mediaim.expedia.com/localexpert/3084432/06d5ddb5-46ac-4e92-8585-9817311729c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private E-bike Tour in Chianti from San Gimignano 6h 9/10 2 Viator reviews Free cancellation available CA $605 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/e-bike-tour-and-wine-tasting-from-san-gimignano.a3084432.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Tour of the historical cellars in Montepulciano](https://mediaim.expedia.com/localexpert/45270989/ddf34be6-cd21-4a38-8175-a2c4b7ec8457.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tour of the historical cellars in Montepulciano 2h 30m 8.2/10 11 Viator reviews Free cancellation available CA $103 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tour-of-the-historical-cellars-in-montepulciano.a45270989.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private Ebike Tour in Chianti](https://mediaim.expedia.com/localexpert/3190447/49c30ff3-6a2f-41b5-9e78-885009370f19.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Ebike Tour in Chianti 6h 10/10 3 Viator reviews Free cancellation available CA $497 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/e-bike-tour-in-tuscany-with-wine-tasting.a3190447.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private Day Tour in Siena](https://mediaim.expedia.com/localexpert/3284713/4bd0ead8-6b79-42ee-affa-3ae66e2b087f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Day Tour in Siena 10h Free cancellation available CA $953 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-day-tour-in-siena.a3284713.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence](https://mediaim.expedia.com/localexpert/1086118/531d041d-c763-468f-9088-d8df86bae6c2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence 8h 9.8/10 259 Viator reviews Free cancellation available CA $1,096 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-tour-in-siena-san-gimignano-and-chianti-day-trip-from-florence.a1086118.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Tuscan Vineyard Old Jeep Tour, Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/52039337/f1ece2b9-a062-45b6-aa1a-b7a81b21d6c5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Vineyard Old Jeep Tour, Wine Tasting & Lunch 2h 10/10 1 GetYourGuide review Free cancellation available CA $106 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/classic-tuscan-vineyard-old-jeep-tour-wine-tasting-lunch.a52039337.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private Minivan Excursion to Siena, San Gimignano and Pisa](https://mediaim.expedia.com/localexpert/47131531/8021358a-d84b-45ac-b9bf-b8a5dafb6a9a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Minivan Excursion to Siena, San Gimignano and Pisa 10h Free cancellation available CA $1,586 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-minivan-excursion-to-siena-san-gimignano-and-pisa.a47131531.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Olive Oil Mill Tour & EVO Oils Tasting - Sarteano, Tuscany](https://mediaim.expedia.com/localexpert/48958555/73f80315-b232-4983-9833-86b88acc54fe.jpg?impolicy=resizecrop&rw=500&rh=280) ### Olive Oil Mill Tour & EVO Oils Tasting - Sarteano, Tuscany 45m 8.8/10 3 GetYourGuide reviews Free cancellation available CA $19 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/sarteano-tasting-of-oils-and-bruschetta.a48958555.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ### Classes & workshops [See all 35 activities](https://expedia.ca/things-to-do/search?&rid=6258231&location=Monteriggioni+Castle&filter.categories=ClassesWorkshops) ![Tuscan Cooking Class in Central Siena](https://mediaim.expedia.com/localexpert/1052566/e4ba54c0-42b4-4ba5-af52-bb905f42857e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Cooking Class in Central Siena 4h 9.6/10 153 Viator reviews Free cancellation available CA $206 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscan-cooking-class-in-central-siena.a1052566.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards](https://mediaim.expedia.com/localexpert/3575311/34d2cee2-49d7-407c-92ae-12e02671c095.jpg?impolicy=resizecrop&rw=500&rh=280) ### Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards 1h 15m 10/10 3 Viator reviews Free cancellation available CA $56 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wine-tasting-in-tuscany.a3575311.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Olive Mill Tour with Oil and Food Tasting in Chianciano](https://mediaim.expedia.com/localexpert/50587099/87a29e69-ce27-4a4a-b073-a8cbaf175561.jpg?impolicy=resizecrop&rw=500&rh=280) ### Olive Mill Tour with Oil and Food Tasting in Chianciano 1h Free cancellation available CA $48 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/olive-mill-tour-with-oil-and-food-tasting-in-chianciano.a50587099.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private Cooking Class in Chianti from Siena](https://mediaim.expedia.com/localexpert/2180916/cb80912c-007c-4683-860a-34e71cbc602f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Cooking Class in Chianti from Siena 5h 10/10 5 Viator reviews Free cancellation available CA $583 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/cooking-class-in-tuscan-farmhouse-from-siena.a2180916.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![4 Hour Private Cooking Class Unique Tuscan Experience in Siena](https://mediaim.expedia.com/localexpert/50321243/103bd53b-8112-46f7-95da-4382c33a6df4.jpg?impolicy=resizecrop&rw=500&rh=280) ### 4 Hour Private Cooking Class Unique Tuscan Experience in Siena 4h 10/10 8 Viator reviews Free cancellation available CA $191 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/4-hour-private-cooking-class-unique-tuscan-experience-in-siena.a50321243.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Siena Small group Cooking Class in a Chianti Farm](https://mediaim.expedia.com/localexpert/50975898/4ca780c4-98dc-4121-a080-572083dd5e99.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena Small group Cooking Class in a Chianti Farm 3h 30m Free cancellation available ~~CA $159~~CA $135 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-small-group-cooking-class-in-a-chianti-farm.a50975898.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Pici Class in a Tuscan Farm](https://mediaim.expedia.com/localexpert/50018697/ca16fa54-29ca-43f0-9d35-4d0c8b5fc76c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pici Class in a Tuscan Farm 3h Free cancellation available CA $198 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/pici-class-in-a-tuscan-farm.a50018697.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Cooking Class: Italian Authentic Recipes with Lunch](https://mediaim.expedia.com/localexpert/48760354/15695096-597a-4270-9961-c13b9e1b4e89.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class: Italian Authentic Recipes with Lunch 3h Free cancellation available CA $122 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscan-and-italian-cooking-class-with-authentic-recipes.a48760354.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Siena: Pasta and Tiramisu Small Group Cooking Class with Wine](https://mediaim.expedia.com/localexpert/49774024/8dcc0cea-373d-4571-b4e4-540fc189f0c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Pasta and Tiramisu Small Group Cooking Class with Wine 3h 9.8/10 7 Viator reviews Free cancellation available CA $118 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-pasta-and-tiramisu-cooking-class-with-wine.a49774024.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private Tuscan cooking class with wine tasting](https://mediaim.expedia.com/localexpert/50932307/8ff24c64-e71e-4939-9d1e-93d57d0e077d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscan cooking class with wine tasting 3h Free cancellation available CA $349 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-tuscan-cooking-class-with-wine-tasting.a50932307.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ### Adventure & outdoor [See all 18 activities](https://expedia.ca/things-to-do/search?&rid=6258231&location=Monteriggioni+Castle&filter.categories=AdventureOutdoor) ![Tuscany Hiking Tour from Siena Including Wine Tasting](https://mediaim.expedia.com/localexpert/1139505/eb9af263-6e20-4e1d-b783-b5bef201d588.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Hiking Tour from Siena Including Wine Tasting 4h 9.8/10 82 Viator reviews Free cancellation available CA $95 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Full Day bike tour in San Gimignano](https://mediaim.expedia.com/localexpert/514290/f5b3137f-e5f8-4097-bea0-d0905b12cd15.jpg?impolicy=resizecrop&rw=500&rh=280) ### Full Day bike tour in San Gimignano 7h 10/10 1 verified review Free cancellation available CA $103 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-by-electric-bike-from-san-gimignano.a514290.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private E-bike Tour in Chianti from San Gimignano](https://mediaim.expedia.com/localexpert/3084432/06d5ddb5-46ac-4e92-8585-9817311729c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private E-bike Tour in Chianti from San Gimignano 6h 9/10 2 Viator reviews Free cancellation available CA $605 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/e-bike-tour-and-wine-tasting-from-san-gimignano.a3084432.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Full-Day Chianti Bike Tour from Siena](https://mediaim.expedia.com/localexpert/229287/ccea3909-89dd-49b1-9be4-0e24c8ab251c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Full-Day Chianti Bike Tour from Siena 7h 10/10 2 verified reviews Free cancellation available CA $103 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/full-day-chianti-bike-tour-from-siena.a229287.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private Ebike Tour in Chianti](https://mediaim.expedia.com/localexpert/3190447/49c30ff3-6a2f-41b5-9e78-885009370f19.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Ebike Tour in Chianti 6h 10/10 3 Viator reviews Free cancellation available CA $497 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/e-bike-tour-in-tuscany-with-wine-tasting.a3190447.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Chianti: Quad Safari](https://mediaim.expedia.com/localexpert/48690222/7edec9d8-1bab-42bc-b26f-3f9e3f94ef01.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti: Quad Safari 4h 6/10 1 GetYourGuide review Free cancellation available CA $87 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chianti-quad-safari.a48690222.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Tuscany Bike Tour from Florence](https://mediaim.expedia.com/localexpert/512295/3167280f-d65a-4621-988d-7541b5fe1182.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Bike Tour from Florence 7h 8/10 1 verified review Free cancellation available CA $167 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tuscany-by-e-bike-from-florence.a512295.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private Off Road Wine Tour in Chianti](https://mediaim.expedia.com/localexpert/3100938/e204cd45-24c0-4c46-a502-cb2f60bb0409.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Off Road Wine Tour in Chianti 6h 9.6/10 4 Viator reviews Free cancellation available CA $529 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/off-road-tuscan-wine-tour-from-castellina.a3100938.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![From Florence/Badesse: Chianti quad bike Tour with Wine Tasting](https://mediaim.expedia.com/localexpert/48690613/bd54f0b7-70fd-4b2b-92b2-89dc272305e3.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence/Badesse: Chianti quad bike Tour with Wine Tasting 4h Free cancellation available CA $302 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-florence-badesse-chianti-quad-bike-tour-with-wine-tasting.a48690613.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Small Group Guided Hike to Monteriggioni from Siena](https://mediaim.expedia.com/localexpert/232407/0d19fd5d-5e98-42d2-a871-5b1f71a11bec.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small Group Guided Hike to Monteriggioni from Siena 4h 2/10 1 verified review Free cancellation available CA $95 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/guided-hike-small-group-tour-from-siena.a232407.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ### Air, helicopter & balloon tours [See all 5 activities](https://expedia.ca/things-to-do/search?&rid=6258231&location=Monteriggioni+Castle&filter.categories=AirHelicopterBalloonTours) ![Experience the Magic of Tuscany from a Hot Air Balloon](https://mediaim.expedia.com/localexpert/919439/a7d4b4ff-36b9-4c2e-b567-997ed6b60dc7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Experience the Magic of Tuscany from a Hot Air Balloon 3h 9.8/10 109 Viator reviews Free cancellation available CA $427 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/experience-the-magic-of-tuscany-from-a-hot-air-balloon.a919439.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Hot Air Balloon Flight Over Tuscany from Siena](https://mediaim.expedia.com/localexpert/1153035/e5ee0590-1d82-45a7-a079-ce0cdc2d4bc3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Hot Air Balloon Flight Over Tuscany from Siena 3h 9.6/10 43 Viator reviews Free cancellation available CA $492 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/hot-air-balloon-flight-over-tuscany-from-siena.a1153035.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Hot Air Balloon ride in the Chianti Valley Tuscany](https://mediaim.expedia.com/localexpert/3673792/61d2a9a6-004b-4dab-845e-dec4e6803992.jpg?impolicy=resizecrop&rw=500&rh=280) ### Hot Air Balloon ride in the Chianti Valley Tuscany 3h 9/10 7 Viator reviews Free cancellation available CA $484 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/volo-in-mongolfiera-nella-valle-del-chianti.a3673792.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Private Tour: Tuscany Hot Air Balloon Flight from Siena](https://mediaim.expedia.com/localexpert/1153043/699d3ae7-cdfb-4cb4-b63e-366d0dd9f0d5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tour: Tuscany Hot Air Balloon Flight from Siena 2h 30m Free cancellation available CA $2,858 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-tour-tuscany-hot-air-balloon-flight-with-transport-from-siena.a1153043.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ![Siena: Balloon Flight Over Tuscany with a Glass of Wine](https://mediaim.expedia.com/localexpert/44505029/cebd2ada-d125-4c9a-ae6f-655f33f6a6a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Balloon Flight Over Tuscany with a Glass of Wine 3h 9.4/10 30 GetYourGuide reviews Free cancellation available CA $492 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/siena-balloon-flight-over-tuscany-with-a-glass-of-wine.a44505029.activity-details?&rid=6258231&location=Monteriggioni+Castle&swp=off) ### Popular places to visit ![Cascate del Diborrato - Parco fluviale dell'Elsa Inside the residential area of Colle Val d'Elsa is a historic and natural landscape of enormous value thanks to the Elsa River which crosses the Val d'Elsa creating a unique territory. The river creates enchanting corners for hiking and observing: the engineering works for gathering water, the artifical canal system for carrying the water to the city, the caves. A particularly suggestive point is the Diborrato water falls, a 15m jump which is more than 10m deep, a sort of small lake where the locals used to go to cool off. Other places not to miss are the Grotta dell'Orso, the Conchina, the Masso Bianco, the Nicchia and the Spianata dei Falchi, each with its own particularities. This natural richness has been recognized with the institution of a protected area in the River Park of the Upper Val d'Elsa which includes the path of the river from the city of Colle Val d'Elsa which stretches from Ponte Santa Giulia to Ponte di Spugna and includes the Caldane, thermal springs which were known to the Etruscans and Romans. ](https://images.trvl-media.com/place/3000027885/3d52072f-6a1e-4294-8491-e30bc0d78a8f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Alta Val d'Elsa River Park Explore the great outdoors at Alta Val d'Elsa River Park, a lovely green space in Colle di Val d'Elsa. Discover the countryside and spas in this quaint area. [](https://expedia.ca/Alta-Val-DElsa-River-Park-Colle-di-Val-dElsa.d794864780380164096.Vacation-Attraction) #### Casa Vinicola Luigi Cecchi You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.ca/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction) #### The Rock of Staggia Learn about the local history of Staggia with a stop at The Rock of Staggia. Discover the beautiful countryside in this culturally rich area, or enjoy its local tours. [](https://expedia.ca/The-Rock-Of-Staggia-Poggibonsi.d6318569.Vacation-Attraction) #### Lilliano Estate Winery You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano. [](https://expedia.ca/Lilliano-Estate-Winery-Castellina-in-Chianti.d873863669629562880.Vacation-Attraction) #### Casina di Cornia Winery You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the countryside and wineries in this relaxing area. [](https://expedia.ca/Casina-Di-Cornia-Winery-Castellina-in-Chianti.d873855187677331456.Vacation-Attraction) #### Le Caldane Thermal Baths Commune with nature and explore the great outdoors at Le Caldane Thermal Baths during your travels in Colle di Val d'Elsa. Find some time to visit the spas or temples in this quaint area. [](https://expedia.ca/Le-Caldane-Thermal-Baths-Colle-di-Val-dElsa.d794863324960514048.Vacation-Attraction) --- ## Best Lodging Options Near Monteriggioni Castle ## Check availability on hotels close to Monteriggioni Castle [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6258231&startDate=2026-03-22&endDate=2026-03-23)[Mar 22 - Mar 23](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6258231&startDate=2026-03-22&endDate=2026-03-23) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6258231&startDate=2026-03-23&endDate=2026-03-24)[Mar 23 - Mar 24](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6258231&startDate=2026-03-23&endDate=2026-03-24) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6258231&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026)[Mar 27 - Mar 29](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6258231&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026) ![Farmhouse in old mill nestled in the beautiful Chianti hills](https://images.trvl-media.com/lodging/19000000/18980000/18972300/18972262/ffbe2c1f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Farmhouse in old mill nestled in the beautiful Chianti hills Monteriggioni Toscana [](https://expedia.ca/Monteriggioni-Hotels-Farmhouse-In-Old-Mill-Nestled-In-The-Beautiful-Chianti-Hills.h18972262.Hotel-Information) ![Hotel Ristorante La Dama nella Vigna ](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/a5266ae5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Ristorante La Dama nella Vigna Via Cassia Nord, 75 Monteriggioni SI [](https://expedia.ca/Monteriggioni-Hotels-Hotel-Ristorante-La-Dama-Nella-Vigna.h110113413.Hotel-Information) ![Agriturismo Novelleto](https://images.trvl-media.com/lodging/15000000/14620000/14615700/14615633/7e24d993_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Agriturismo Novelleto Strada di Bracciano, 1 Monteriggioni SI [](https://expedia.ca/Monteriggioni-Hotels-Agriturismo-Novelleto.h14615633.Hotel-Information) ![Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence. ](https://images.trvl-media.com/lodging/35000000/34300000/34296300/34296251/07af5e76_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence. Monteriggioni SIENA Toscana [](https://expedia.ca/Monteriggioni-Hotels-Beautiful-Rustic-Villa-In-Tuscany-In-Monteriggioni.h34296251.Hotel-Information) ![Villa "Le Vallecchie" overlooking Siena and with private swimming pool](https://images.trvl-media.com/lodging/35000000/34150000/34147700/34147616/98bdf7e1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa "Le Vallecchie" overlooking Siena and with private swimming pool Siena Tuscany [](https://expedia.ca/Monteriggioni-Hotels-Villa-Le-Vallecchie-Overlooking-Siena-And-With-Private-Swimming-Pool.h34147616.Hotel-Information) ![Castel Pietraio](https://images.trvl-media.com/lodging/23000000/22790000/22783800/22783779/9246a90f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Castel Pietraio Strada di Strove, 33 Monteriggioni SI [](https://expedia.ca/Monteriggioni-Hotels-Castel-Pietraio.h22783779.Hotel-Information) ![Relais la Costa - Dimora Storica](https://images.trvl-media.com/lodging/7000000/6110000/6102000/6101998/eec098ac_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relais la Costa - Dimora Storica Strada di Riciano Monteriggioni SI [](https://expedia.ca/Monteriggioni-Hotels-Relais-La-Costa-Dimora-Storica.h6101998.Hotel-Information) ![Hotel Borgo San Luigi](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/b7790c0c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Borgo San Luigi STRADA DELLA CERRETA,7 Monteriggioni SI [](https://expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ![Relais Castel Bigozzi](https://images.trvl-media.com/lodging/1000000/530000/520400/520323/72aa14e4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relais Castel Bigozzi Strada Di Bigozzi 13 Monteriggioni SI [](https://expedia.ca/Monteriggioni-Hotels-Castel-Bigozzi.h520323.Hotel-Information) [See all 3,431 properties in Monteriggioni Castle](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6258231) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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