Title: TOP Winery Hotels in Portland for 2025 | Expedia.co.uk [Portland Travel Guide](https://expedia.co.uk/Portland.dx182615)[Hotels in Portland](https://expedia.co.uk/Portland-Hotels.d182615.Travel-Guide-Hotels)[Holiday Rentals in Portland](https://expedia.co.uk/Portland-Holiday-Rentals.d182615.Travel-Guide-HolidayRentals)[Things to do in Portland](https://expedia.co.uk/Things-To-Do-In-Portland.d182615.Travel-Guide-Activities)[Portland Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Portland.d182615.Car-Hire-Guide)[Portland Holidays](https://expedia.co.uk/Portland.d182615.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/1/4d7e3432efe195de04bda2c9ea214ea5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winery Hotels in Portland ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Portland Winery Hotels Tonight [28 Oct - 29 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [29 Oct - 30 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Portland Winery Hotels ![Honeymoon Room | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/2ca63663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Triple Room | Garden view](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/e3d09f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Double or Twin Room | Courtyard view](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/9e019a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Twin Room | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/59fcb14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingston Country Courtyard Wareham 9.4/10 Exceptional (210) "Lovely hotel in a great location. Breakfast was excellent " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Karen £116 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Wareham-Hotels-Kingston-Country-Courtyard.h91819948.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.co.uk/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12®ionId=182615&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Portland Hotel Reviews ## Explore a world of travel with Expedia - Accommodation - [Business Hotels in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Business-Hotel.0-0-d6046198-tBusinessHotel.Hotel-Filter-Destinations) - [Casino Hotels in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Casino-Hotel.0-0-d6046198-tCasinoHotel.Hotel-Filter-Destinations) - [Golf Hotels in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Golf-Hotels.0-0-d6046198-tGolfHotels.Hotel-Filter-Destinations) - [Green Hotels in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Green-Sustainable.0-0-d6046198-tGreenSustainable.Hotel-Filter-Destinations) - [Hotels near Museums in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Hotel-Near-Museums.0-0-d6046198-thotelnearmuseums.Hotel-Filter-Destinations) - 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