Title: Cliff Island Vacation Packages & Trips 2026 from CA $1,204 | Expedia.ca [Hotels in Cliff Island](https://expedia.ca/Cliff-Island-Hotels.d553248635976476647.Travel-Guide-Hotels)[Vacation Rentals in Cliff Island](https://expedia.ca/Cliff-Island-Vacation-Rentals.d553248635976476647.Travel-Guide-VacationRentals)[Cliff Island Car Rentals](https://expedia.ca/Car-Rentals-In-Cliff-Island.d553248635976476647.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) # Cliff Island Vacation Packages ## 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 ## Top Cliff Island Vacation Deals 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 $1,204 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) Front end lady very rude. Long hair, didn’t get her name. Young gentleman very nice, solved a misunderstanding with great customer service. Reviewed on Dec 4, 2025 ![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 $1,259 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) it's a bit worn out we felt and more expensive that it should have been Reviewed on Dec 16, 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 $1,652 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.6/10 Exceptional! (161 reviews) The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here! Reviewed on Nov 23, 2025 ![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 $1,933 per person Feb 21 - Feb 28 found 22 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 ![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Embassy Suites by Hilton Portland Maine CA $1,243 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (1,121 reviews) Because of an early morning out patient surgery appointment I was unable to enjoy the breakfast buffet. On my last visit I did and loved it, especially my made to order omelette! Reviewed on Dec 16, 2025 ## Ready to book your vacation to Cliff Island? Choose your dates ## Cliff Island Hotel Deals ![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tru by Hilton Portland Airport Area 369 Maine Mall Road South Portland ME Fully refundableReserve now, pay when you stay CA $92 CA $100 total Jan 11 - Jan 12, 2026 includes taxes & fees 8.8/10 Excellent! (1,646 reviews) The room was nice and the staff were very nice. Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=18952854&PinnedHotelID=18952854&HadPinnedHotel=true®ionId=553248635976476647) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Harbor Hotel 468 Fore Street Portland ME Fully refundableReserve now, pay when you stay CA $147 CA $216 total Dec 21 - Dec 22 includes taxes & fees 9.2/10 Wonderful! (1,712 reviews) Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities. Reviewed on Dec 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true®ionId=553248635976476647) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Regency Hotel & Spa 20 Milk Street Portland ME Fully refundableReserve now, pay when you stay 9.4/10 Exceptional! (1,546 reviews) Everything Reviewed on Dec 8, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=30%2F12%2F2025&endDate=31%2F12%2F2025&selected=920050&PinnedHotelID=920050&HadPinnedHotel=true®ionId=553248635976476647) [](https://expedia.ca/Hotel-Search?startDate=30%2F12%2F2025&endDate=31%2F12%2F2025&selected=920050&PinnedHotelID=920050&HadPinnedHotel=true®ionId=553248635976476647) [See all 2,127 properties in Cliff Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025®ionId=553248635976476647) 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. ![](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) ## Explore a world of travel with Expedia \* 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