Title: Portole Vacation Packages 2026 from $1,121 | Expedia.com [Portole Travel Guide](https://expedia.com/Portole.dx3000390328)[Hotels in Portole](https://expedia.com/Portole-Hotels.d3000390328.Travel-Guide-Hotels)[Vacation Rentals in Portole](https://expedia.com/Portole-Vacation-Rentals.d3000390328.Travel-Guide-VacationRentals)[Flights to Portole](https://expedia.com/Cheap-Flights-To-Portole.d3000390328.Travel-Guide-Flights)[Car Rentals in Portole](https://expedia.com/Car-Rentals-In-Portole.d3000390328.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Portole Vacations from $1,121 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Portole Vacation Lock in a Portole vacation package and get set to experience the best of this lively city. Think about staying in the neighborhood of Contrada Castello, which is great for dining, views and culture. Make your trip to Portole even more enjoyable by including some sightseeing. [Villa Bramasole](https://www.expedia.com/Villa-Bramasole-Cortona.d553248635931712561.Vacation-Attraction), [Piazza della Repubblica](https://www.expedia.com/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) and [Cathedral of Cortona](https://www.expedia.com/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Vacation-Attraction) are among the popular attractions worth exploring. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Portole vacation plans into motion! ## The Latest Portole vacation packages Price found within the past 48 hours. Click for updated prices. ![Residenza Florentia](https://images.trvl-media.com/lodging/2000000/1140000/1133600/1133528/da5e2175_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Residenza Florentia Historic Centre of Florence $1,121 per person Apr 27 - May 1 found 1 day ago Roundtrip non-stop flight included New York (NYC) to Florence (FLR) 8.6/10 Excellent! (47 reviews) Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage. Reviewed on Jun 12, 2025 ![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/4fb74083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Uffizi Historic Centre of Florence Save 100% on your flight $1,150 per person Apr 27 - May 1 found 1 day ago Roundtrip non-stop flight included New York (NYC) to Florence (FLR) 7.6/10 Good! (1,002 reviews) The location is great. Free breakfast was provided and in my opinion it was a good one. Staff is very nice and helpful. Reviewed on Mar 9, 2026 ![Maxim Axial](https://images.trvl-media.com/lodging/3000000/2540000/2532900/2532899/b9927c89_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Maxim Axial Historic Centre of Florence Save 100% on your flight $1,896 per person May 6 - May 12 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 8.6/10 Excellent! (1,005 reviews) Great location and wonderful room! Will book again! Reviewed on Mar 6, 2026 ![Grand Hotel Cavour](https://images.trvl-media.com/lodging/1000000/20000/11000/10993/98a31a3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Cavour Historic Centre of Florence Save 100% on your flight $2,062 per person May 6 - May 12 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 9.2/10 Wonderful! (1,000 reviews) Great hotel near the center. Walking distance to everything. I enjoyed the quality of the hotel and the roof top bar was amazing. Good service. Rooms were a little small but not sure if that was because of my budget or whether the hotel rooms were just smaller due to the type/age of the building. All in all I would recommend and most of your time is spent outdoors anyway. Reviewed on Mar 3, 2026 ![Hotel La Scaletta Al Ponte Vecchio](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/d1c916cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel La Scaletta Al Ponte Vecchio Historic Centre of Florence Save 100% on your flight $1,882 per person May 6 - May 12 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 8.8/10 Excellent! (967 reviews) Fantastic location for everything whilst not being in the middle of it all. The staff were all lovely and everything super clean. Only issue was the aircon didn't work and we couldn’t open the windows due to mosquitoes (discovered this after the first night with it open - didn’t make that mistake again!). It’s quite an unusual interior with a tiny lift and lots of stairs so just be aware of that - it didn’t bother us though, we loved the charm. Reviewed on Mar 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Portole [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PEG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_3000390328) ### Discover the most popular places to visit in Portole #### Villa Bramasole You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area. [](https://expedia.com/Villa-Bramasole-Cortona.d553248635931712561.Vacation-Attraction) #### Piazza della Repubblica 5/5(4 reviews) Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area. [](https://expedia.com/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) #### Cortona Cathedral Cortona Cathedral is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theater. [](https://expedia.com/Cortona-Cathedral-Cortona-Old-Town.d6102846.Vacation-Attraction) ### What to do in Portole ![3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/47282553/e14b5a73-0ff4-428f-a567-234540a94e59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch $105 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details) ![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) ![Oil museum and oil mill in Tuscany: tour and tasting](https://mediaim.expedia.com/localexpert/47137603/cba72fc6-87d4-4e36-971f-bc6dc0d28c6e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oil museum and oil mill in Tuscany: tour and tasting $24 per adult [](https://expedia.com/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details) [See all activities in Portole](https://expedia.com/things-to-do/search?rid=3000390328) ## Portole Hotel Deals ![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 $589 nightly $657 total Apr 10 - Apr 11 Total with taxes and fees 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=3000390328) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/cd1e0f87_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relais Villa Grazianella - UNA Esperienze Via Grazianella 5 Montepulciano SI Fully refundableReserve now, pay when you stay $192 nightly $216 total Mar 15 - Mar 16 Total with taxes and fees 9.8/10 Exceptional! (279 reviews) Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended! Reviewed on Dec 5, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=4310479&PinnedHotelID=4310479&HadPinnedHotel=true®ionId=3000390328) ![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 Fully refundableReserve now, pay when you stay $283 nightly $315 total Mar 29 - Mar 30 Total with taxes and fees [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=23264410&PinnedHotelID=23264410&HadPinnedHotel=true®ionId=3000390328) [See all 4,313 properties in Portole](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F14%2F2026&endDate=3%2F15%2F2026®ionId=3000390328) 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. ## Find the Best Portole Vacation Packages ## Portole Essential Information | Language | Italian | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Euros | | Local Welcome | Ciao | | Local Goodbye | Ciao | | Closest Airport | Sant Egidio Airport (PEG) | | Top Sights | [Signorelli Theatre](https://www.expedia.com/Signorelli-Theatre-Cortona-Old-Town.d645383631929692160.Vacation-Attraction), [Cathedral of Cortona](https://www.expedia.com/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Vacation-Attraction) and [Museum of the Etruscan Academy](https://www.expedia.com/Museum-Of-The-Etruscan-Academy-Cortona-Old-Town.d6102850.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Portole vacation package cost? ### What are the cheapest months to go to Portole? ### How many days is enough for Portole? ### How to find the best Portole package deals? ### Is it cheaper to book a Portole vacation as a package? ### When to book a vacation package to Portole? ### Does Expedia offer Book Now, Pay Later Portole vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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