Title: Mountain Vacations in Great Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635976193455/b810478a-1b10-4d3d-875c-106512d8fc7d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Great Island Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Mountain hotel deals in Great Island Price found within the past 48 hours. Click for updated prices. ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Portland Harborview Downtown Portland CA $950 per person Apr 7 - Apr 11 found 6 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) Great location and my accommodations were great! Reviewed on Jan 28, 2026 ![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 CA $991 per person Apr 7 - Apr 11 found 6 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) Room very clean. All staff professional and courteous Reviewed on Jan 30, 2026 ![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 CA $1,384 per person Apr 7 - Apr 11 found 6 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (288 reviews) Room was ready early friendly staff and room is better than expected Reviewed on Nov 16, 2025 ![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 CA $1,267 per person Mar 20 - Mar 23 found 5 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (649 reviews) The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again. Reviewed on Jan 3, 2026 ![Grasshopper Inn](https://images.trvl-media.com/lodging/93000000/92430000/92420700/92420655/3872c145_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grasshopper Inn CA $1,527 per person Apr 26 - Apr 29 found 9 hours ago Roundtrip non-stop flight included Montreal (YUL) to Portland (PWM) 9.8/10 Exceptional! (70 reviews) We had a fantastic stay at Grasshopper Inn and will definitely return when back in the area. Clean, friendly staff and brilliant location. Reviewed on Oct 22, 2025 Don't see what you're looking for? See all available trips from Columbus to Great Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-01/2026-03-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Great Island Price found within the past 48 hours. Click for updated prices. ![White Barn Inn & Spa, Auberge Collection](https://images.trvl-media.com/lodging/1000000/530000/528600/528547/88e57c36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### White Barn Inn & Spa, Auberge Collection CA $1,677 per person Apr 26 - Apr 29 found 9 hours ago Roundtrip non-stop flight included Montreal (YUL) to Portland (PWM) 9.4/10 Exceptional! (103 reviews) Unbelievable! Amazing Service, and beautiful accommodations. The food was incredible as well! I’ll be back!! Reviewed on Dec 21, 2025 Don't see what you're looking for? See all available trips from Columbus to Great Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-01/2026-03-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays 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 CA $1,000 per person Mar 20 - Mar 23 found 5 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) Room very clean. All staff professional and courteous Reviewed on Jan 30, 2026 ![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 CA $1,293 per person Mar 20 - Mar 23 found 5 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (288 reviews) Room was ready early friendly staff and room is better than expected Reviewed on Nov 16, 2025 ![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 CA $1,267 per person Mar 20 - Mar 23 found 5 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (649 reviews) The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again. Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Great Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-01/2026-03-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Great Island Price found within the past 48 hours. Click for updated prices. ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Portland Harborview Downtown Portland CA $950 per person Apr 7 - Apr 11 found 6 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) Great location and my accommodations were great! Reviewed on Jan 28, 2026 ![The McKernan Inn](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The McKernan Inn CA $1,013 per person Apr 7 - Apr 11 found 6 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9/10 Wonderful! (83 reviews) Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation! Reviewed on Dec 27, 2025 ![Blind Tiger Portland - Danforth Street.](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/4e66cf6e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blind Tiger Portland - Danforth Street. West End CA $1,377 per person Apr 7 - Apr 11 found 6 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.6/10 Exceptional! (161 reviews) The whole was cozy! Well curated style and knowledgeable staff. Reviewed on Jan 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Great Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-01/2026-03-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Great Island ](https://expedia.ca/Cheap-Flights-To-Great-Island.d553248635976193455.Travel-Guide-Flights)[ Great Island Hotels ](https://expedia.ca/Great-Island-Hotels.d553248635976193455.Travel-Guide-Hotels)[ Great Island Vacation Rentals ](https://expedia.ca/Great-Island-Vacation-Rentals.d553248635976193455.Travel-Guide-VacationRentals)[ Great Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Great-Island.d553248635976193455.Car-Rental-Guide)[ Great Island Vacations ](https://expedia.ca/Great-Island.d553248635976193455.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points 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. Scan the QR code with your device camera and download our app