Title: Visit Montecchio: 2026 Travel Guide for Montecchio, Castiglion Fiorentino | Expedia.com [Hotels in Montecchio](https://expedia.com/Montecchio-Hotels.d6361207.Travel-Guide-Hotels)[Vacation Rentals in Montecchio](https://expedia.com/Montecchio-Vacation-Rentals.d6361207.Travel-Guide-VacationRentals)[Car Rentals in Montecchio](https://expedia.com/Car-Rentals-In-Montecchio.d6361207.Car-Rental-Guide)[Montecchio Vacation Packages](https://expedia.com/Montecchio.d6361207.Destination-Travel-Guides) # Montecchio ## Travel Guide ![Montecchio](https://images.trvl-media.com/place/6047858/23b55128-2d48-4cca-8748-3abb573248a4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Montecchio Things to do - Montecchio Hotel Deals - Vacation Rentals in Montecchio ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/c358cc6c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa di Piazzano - Small Luxury Hotel of the World Localita Piazzano, C.P. 6 Cortona AR $629 nightly $701 total Apr 10 - Apr 11 Total with taxes and fees Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ... 9.8/10 Exceptional! (228 reviews) Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly Reviewed on Nov 6, 2025 [](https://expedia.com/Hotel-Search?startDate=4%2F10%2F2026&endDate=4%2F11%2F2026&selected=971985&PinnedHotelID=971985&HadPinnedHotel=true®ionId=6361207) ![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Monastero di Cortona Hotel & Spa Via del Salvatore Cortona AR $323 nightly $364 total Apr 12 - Apr 13 Total with taxes and fees Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ... [](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=23264410&PinnedHotelID=23264410&HadPinnedHotel=true®ionId=6361207) ![Precise Tale Poggio Alla Sala](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/33c1dfc6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Precise Tale Poggio Alla Sala Via Poggio alla Sala 10 Montepulciano SI $400 nightly $447 total Apr 11 - Apr 12 Total with taxes and fees Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ... 9.4/10 Exceptional! (124 reviews) This was the highlight of our stay in Tuscany, beautiful location, amenities, food and staff. Reviewed on Mar 30, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F11%2F2026&endDate=4%2F12%2F2026&selected=90888666&PinnedHotelID=90888666&HadPinnedHotel=true®ionId=6361207) [See all 5,266 properties in Montecchio](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=4%2F2%2F2026&endDate=4%2F3%2F2026®ionId=6361207) 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. ![Abbadia Sicille Relais](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/39e29e99_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Abbadia Sicille Relais SP 14 Loc. Abbadia Sicille Trequanda SI Book a stay at this business-friendly residence in Trequanda. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Monastery of Sant'Anna ... 8.8/10 Excellent! (169 reviews) Room was beyond expectations. Helpful staff and overall great experience. Reviewed on Dec 7, 2025 [](https://expedia.com/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Residenza Fabroni](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Residenza Fabroni Via di Gracciano nel Corso, 12 Montepulciano SI Book a stay at this historic residence in Montepulciano. Enjoy free WiFi, an attached winery, and a rooftop terrace. Popular attractions Torre di Pulcinella ... 8.8/10 Excellent! (96 reviews) The parking states “on site”, as if there was a parking lot easy and close to get to and from, especially with luggage. The parking lot is a maze to get to and quite difficult to navigate to through the tiny streets. Other then that, place was clean, staff was great Very old school italy Also the ... Reviewed on Jan 19, 2026 [](https://expedia.com/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) ![Il Tosco](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/3e489ee1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Il Tosco Via del Poliziano 13 Montepulciano SI Book a stay at this luxury residence in Montepulciano. Enjoy free WiFi, free parking, and room service. Popular attractions Medici Fortress and Torre del Pulcinella ... 10/10 Exceptional! (117 reviews) Exceptional place! Spacious and very comfortable. The breakfasts were magnificent and the owner and management so accommodating. Highly recommend. Reviewed on Mar 22, 2026 [](https://expedia.com/Montepulciano-Hotels-Il-Tosco.h6309554.Hotel-Information) [See all properties in Montecchio](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6361207&sort=VACATION_RENTAL) 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. ## Check Montecchio hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361207&startDate=2026-04-01&endDate=2026-04-02)[Apr 1 - Apr 2](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361207&startDate=2026-04-01&endDate=2026-04-02) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361207&startDate=2026-04-02&endDate=2026-04-03)[Apr 2 - Apr 3](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361207&startDate=2026-04-02&endDate=2026-04-03) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361207&startDate=4%2F3%2F2026&endDate=4%2F5%2F2026)[Apr 3 - Apr 5](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361207&startDate=4%2F3%2F2026&endDate=4%2F5%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361207&startDate=4%2F10%2F2026&endDate=4%2F12%2F2026)[Apr 10 - Apr 12](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361207&startDate=4%2F10%2F2026&endDate=4%2F12%2F2026) ### Popular places to visit #### Agricola Buccelletti Winery You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries. [](https://expedia.com/Agricola-Buccelletti-Winery-Castiglion-Fiorentino.d553248621580159025.Vacation-Attraction) #### Tennis Club Castiglionese Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.com/Tennis-Club-Castiglionese-Castiglion-Fiorentino.d553248621580159024.Vacation-Attraction) #### Cassero Tower Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area. [](https://expedia.com/Cassero-Tower-Castiglion-Fiorentino.d553248621580159023.Vacation-Attraction) #### Archaeological Museum You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.com/Archaeological-Museum-Castiglion-Fiorentino.d553248621580159022.Vacation-Attraction) #### Vasari Loggia You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area. [](https://expedia.com/Vasari-Loggia-Castiglion-Fiorentino.d553248621580159026.Vacation-Attraction) #### Municipal Art Gallery You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.com/Municipal-Art-Gallery-Castiglion-Fiorentino.d553248621533001056.Vacation-Attraction) ### Things to do ![Montepulciano Wine Tasting in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/50286653/77c79a76-70f1-4375-9739-0f0f71d7da02.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Montepulciano Wine Tasting in the Tuscan Countryside $29 per adult [](https://expedia.com/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) ![Cellar Tour & Wine Tasting](https://mediaim.expedia.com/localexpert/3097351/68a40ca2-51b5-4652-b05f-599f0a5eb29d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cellar Tour & Wine Tasting $58 per adult [](https://expedia.com/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details) ![Arezzo Gran Tour](https://mediaim.expedia.com/localexpert/51013277/79ecb6c7-4b4b-43cd-a32a-4bf4245adcac.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Arezzo Gran Tour $14 per adult [](https://expedia.com/things-to-do/arezzo-gran-tour.a51013277.activity-details) [See all activities in Montecchio](https://expedia.com/Things-To-Do-In-Montecchio.d6361207.Travel-Guide-Activities) ## Cities near Montecchio ![Cortona](https://images.trvl-media.com/place/601360/f4054673-52dd-4f97-8d57-389d1f349940.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cortona ![Castiglion Fiorentino](https://images.trvl-media.com/place/6047858/aaab608c-e23c-4d48-acbe-896e0882191d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Castiglion Fiorentino - Cities near Montecchio - Places of interest [Cortona](https://expedia.com/Cortona.dx601360)[Castiglion Fiorentino](https://expedia.com/Castiglion-Fiorentino.dx6047858)[Il Borgo](https://expedia.com/Il-Borgo.dx6361285)[Poggiolo](https://expedia.com/Poggiolo.dx6361313)[Casa del Re](https://expedia.com/Casa-Del-Re.dx6361319) - [Lake Trasimeno ](https://expedia.com/Lake-Trasimeno-Umbria.d6055082.Vacation-Attraction) - [Arno River ](https://expedia.com/Arno-River-Tuscany.d553248621532501484.Vacation-Attraction) - [Arezzo Equestrian Centre ](https://expedia.com/Arezzo-Equestrian-Centre-Arezzo.d6312910.Vacation-Attraction) - [Piazza Grande ](https://expedia.com/Piazza-Grande-Arezzo-Centro-Storico.d6104294.Vacation-Attraction) - [Tiber River ](https://expedia.com/Tiber-River-Marcigliana.d553248621532500472.Vacation-Attraction) - [Piazza Grande ](https://expedia.com/Piazza-Grande-Montepulciano.d553248621533000912.Vacation-Attraction) - [Terme di Montepulciano Spa ](https://expedia.com/Terme-Di-Montepulciano-Spa-Montepulciano.d6169786.Vacation-Attraction) - [Dome of Montepulciano ](https://expedia.com/Dome-Of-Montepulciano-Montepulciano.d553248621532500181.Vacation-Attraction) - [Terme di Chianciano ](https://expedia.com/Terme-Di-Chianciano-Chianciano-Terme.d553248621555471461.Vacation-Attraction) - [San Giovanni Terme Rapolano ](https://expedia.com/San-Giovanni-Terme-Rapolano-Rapolano-Terme.d553248621532500193.Vacation-Attraction) - [Val di Chiana ](https://expedia.com/Val-Di-Chiana-Tuscany.d6049003.Vacation-Attraction) - [San Donato Hospital ](https://expedia.com/San-Donato-Hospital-Arezzo.d553248621583444251.Vacation-Attraction) - [Tuscan Surgical Center ](https://expedia.com/Tuscan-Surgical-Center-Arezzo.d553248632870974319.Vacation-Attraction) - [Piscine Termali Theia ](https://expedia.com/Piscine-Termali-Theia-Chianciano-Terme.d553248621555471462.Vacation-Attraction) - [Valdichiana Outlet Village ](https://expedia.com/Valdichiana-Outlet-Village-Foiano-della-Chiana.d6153160.Vacation-Attraction) - [Terme Antica Querciolaia ](https://expedia.com/Terme-Antica-Querciolaia-Rapolano-Terme.d553248621532500215.Vacation-Attraction) - [Villa Bramasole ](https://expedia.com/Villa-Bramasole-Cortona.d553248635931712561.Vacation-Attraction) - [Cathedral of Saints Peter and Donato ](https://expedia.com/Cathedral-Of-Saints-Peter-And-Donato-Arezzo-Centro-Storico.d6104274.Vacation-Attraction) - [Palazzo Avignonesi ](https://expedia.com/Palazzo-Avignonesi-Montepulciano.d553248621533000914.Vacation-Attraction) - [Piazza Guido Monaco ](https://expedia.com/Piazza-Guido-Monaco-Arezzo-Centro-Storico.d553248635975742732.Vacation-Attraction) - [Villa a Sesta Polo Club ](https://expedia.com/Villa-A-Sesta-Polo-Club-Bucine.d553248622945495059.Vacation-Attraction) - [Anghiari Historic Town Center ](https://expedia.com/Anghiari-Historic-Town-Center-Anghiari.d553248634983625076.Vacation-Attraction) - [Consorzio del Vino Nobile di Montepulciano ](https://expedia.com/Consorzio-Del-Vino-Nobile-Di-Montepulciano-Montepulciano.d6105000.Vacation-Attraction) - [Isola Maggiore ](https://expedia.com/Isola-Maggiore-Tuoro-sul-Trasimeno.d3000404297.Vacation-Attraction) - [Basilica of San Francesco ](https://expedia.com/Basilica-Of-San-Francesco-Arezzo-Centro-Storico.d6104276.Vacation-Attraction) - [Piazza della Repubblica ](https://expedia.com/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) - [Palazzo Ricci ](https://expedia.com/Palazzo-Ricci-Montepulciano.d553248621532500182.Vacation-Attraction) - [Arezzo Exhibition Center ](https://expedia.com/Arezzo-Exhibition-Center-Arezzo.d6164468.Vacation-Attraction) - [Cortona Cathedral ](https://expedia.com/Cortona-Cathedral-Cortona-Old-Town.d6102846.Vacation-Attraction) - [Piazza Italia ](https://expedia.com/Piazza-Italia-Chianciano-Terme.d553248635944123833.Vacation-Attraction) - [Cantina Contucci ](https://expedia.com/Cantina-Contucci-Montepulciano.d6105002.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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