Title: Great Island Romantic Holidays 2025/2026 | Expedia.co.uk ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Great Island Romantic Holidays ## Book a Romantic Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to £335 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 Packages with flights are ATOL protected ## Top flight + Romantic hotel deals in Great Island Price found within the past 48 hours. Click for updated prices. ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland £1,069 per person 30 Oct - 6 Nov found 6 hours ago Return flight included Glasgow (GLA) to Portland (PWM) 9.2/10 Wonderful! (1,581 reviews) Great hotel, highly recommend! Reviewed on 26 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-10-30/2025-11-06/?FromAirport=GLA&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=898621&paandie=true&HotelClass=40&dealMarker=ZwvnFerlVVj1IatA_j_Be2gfDbSKsbZ2HGGq6ylFZJM5a9GR1kJpx6ZZ6o6Gkepa) ![Cliff House Maine](https://images.trvl-media.com/lodging/4000000/3990000/3981200/3981160/eb122fc0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cliff House Maine £1,225 per person 30 Oct - 6 Nov found 6 hours ago Return flight included Glasgow (GLA) to Portland (PWM) 9.4/10 Exceptional! (1,007 reviews) We were celebrating our 10th Anniversary and we asked about upgrading our room and the front desk representative pleasantly upgraded our stay. The staff around the resort were all friendly and accommodating. Reviewed on 19 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-10-30/2025-11-06/?FromAirport=GLA&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3981160&paandie=true&HotelClass=40&dealMarker=GQSfePVz7PVscyG1kwOKBS5BagT6oqZE1u3rO-IsPtg2ecZfwkpLTEKUIxxLqbeH) ![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn By The Sea £1,874 per person 30 Oct - 6 Nov found 6 hours ago Return flight included Glasgow (GLA) to Portland (PWM) 9.4/10 Exceptional! (281 reviews) Absolutely 5 star. Best bed I’ve slept in at a hotel bar none. Reviewed on 10 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-10-30/2025-11-06/?FromAirport=GLA&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1542725&paandie=true&HotelClass=40&dealMarker=GQSfePVz7PVscyG1kwOKBZC7GSKOPI-fv-V-owEdjropZCCVslpurTuCFVUB2nmy) ![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/285f2526_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kennebunkport Captains Collection £1,303 per person 30 Oct - 6 Nov found 6 hours ago Return flight included Glasgow (GLA) to Portland (PWM) 9.4/10 Exceptional! (622 reviews) We loved the quietness of the property and how walkable it was to downtown Reviewed on 23 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-10-30/2025-11-06/?FromAirport=GLA&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13279259&paandie=true&HotelClass=40&dealMarker=GQSfePVz7PVscyG1kwOKBS5BagT6oqZE1u3rO-IsPtiWAISmDzn3p5_NBvUo-TDR) ![The Weldon Hotel](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Weldon Hotel Downtown Portland £1,109 per person 30 Oct - 6 Nov found 6 hours ago Return flight included Glasgow (GLA) to Portland (PWM) 9.8/10 Exceptional! (79 reviews) The property was extreme clean. Staff was extremely helpful and responded quickly to requests. Very safe location. Loved that there was a washer and dryer and also a small kitchen area in the property. Reviewed on 15 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-10-30/2025-11-06/?FromAirport=GLA&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=107321604&paandie=true&HotelClass=40&dealMarker=GQSfePVz7PVscyG1kwOKBS5BagT6oqZE1u3rO-IsPtjPm5UV-lHQGES7G0LSgcmC) Don't see what you're looking for? See all available trips from Glasgow to Great Island [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-10-26/2025-11-02/?FromAirport=GLA&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays in Great Island Price found within the past 48 hours. Click for updated prices. ![The Weldon Hotel](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Weldon Hotel Downtown Portland £843 per person 7 Nov - 10 Nov found 1 hour ago Return flight included Durham (MME) to Portland (PWM) 9.8/10 Exceptional! (79 reviews) The property was extreme clean. Staff was extremely helpful and responded quickly to requests. Very safe location. Loved that there was a washer and dryer and also a small kitchen area in the property. Reviewed on 15 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-07/2025-11-10/?FromAirport=MME&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=107321604&paandie=true&HotelClass=40&dealMarker=bYeZ0zNbyuTEHYoqBgyX55TFan2noAMM6ssDEdSQl_auX7h5lUBG0vWiy0sK_Ny1) ![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn By The Sea £1,000 per person 7 Nov - 10 Nov found 1 hour ago Return flight included Durham (MME) to Portland (PWM) 9.4/10 Exceptional! (281 reviews) Absolutely 5 star. Best bed I’ve slept in at a hotel bar none. Reviewed on 10 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-07/2025-11-10/?FromAirport=MME&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1542725&paandie=true&HotelClass=40&dealMarker=bYeZ0zNbyuTEHYoqBgyX55TFan2noAMM6ssDEdSQl_aMoexnFHbrz6G4MRW8nDy-) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland £855 per person 7 Nov - 10 Nov found 1 hour ago Return flight included Durham (MME) to Portland (PWM) 9.2/10 Wonderful! (1,581 reviews) Great hotel, highly recommend! Reviewed on 26 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-07/2025-11-10/?FromAirport=MME&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=898621&paandie=true&HotelClass=40&dealMarker=bYeZ0zNbyuTEHYoqBgyX55TFan2noAMM6ssDEdSQl_YshkI_A1esw_uZ6-1m2YY9) Don't see what you're looking for? See all available trips from Durham to Great Island [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-10-26/2025-11-02/?FromAirport=MME&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## How to find a romantic Great Island holiday #### How can I find the best Great Island vacation packages for couples? Use our easy-to-use holiday search tools to plan your most-romantic getaway to Great Island. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino. #### Can I book cheap Great Island romantic holidays for two? Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Great Island that start from £843. Prices and availability are subject to change. Additional terms may apply. #### What should I think about when booking a Great Island romantic getaway? The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure. #### What should I look for in a luxury romantic holiday to Great Island? Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service. #### Can I book a romantic hot-tub holiday in Great Island? What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter. #### How can I find romantic holidays for couples in Great Island that are all inclusive? Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available. #### Can I book a romantic trip to Great Island with free cancellation and/or flexible dates? Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print. #### Why should I book my Great Island romantic holiday with Expedia? At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing. ## More holidays 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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Romantic Holiday Destinations > - 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[Romantic Holidays in Venice](https://www.expedia.co.uk/lp/theme-holidays/romantic-holidays/179981/Venice) ## More Holiday Ideas [Flights to Great Island](https://expedia.co.uk/Cheap-Flights-To-Great-Island.d553248635976193455.Travel-Guide-Flights)[Great Island Hotels](https://expedia.co.uk/Great-Island-Hotels.d553248635976193455.Travel-Guide-Hotels)[Great Island Holiday Rentals](https://expedia.co.uk/Great-Island-Holiday-Rentals.d553248635976193455.Travel-Guide-HolidayRentals)[Great Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Great-Island.d553248635976193455.Car-Hire-Guide)[Great Island Holidays](https://expedia.co.uk/Great-Island.d553248635976193455.Holidays-City-Breaks) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)