Title: Cliff Island Vacation Packages & Trips 2026 from CA $1,141 | 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 Docent’s Collection – Thompson Block](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/e5025392_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Docent’s Collection – Thompson Block Downtown Portland CA $1,141 per person Apr 19 - Apr 25 found 18 hours ago Roundtrip non-stop flight included Vancouver (YVR) to Portland (PWM) 9.6/10 Exceptional! (249 reviews) Check-in and check-out are a breeze, easy access to a city parking lot on the block (needed as there was a snow ban on parking when I visited!). In terms of the space itself - clean, well appointed, spacious. Honestly a treat to stay here! Reviewed on Feb 23, 2026 ![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 Bald Head CA $2,251 per person Apr 19 - Apr 25 found 18 hours ago Roundtrip non-stop flight included Vancouver (YVR) to Portland (PWM) 9.4/10 Exceptional! (1,001 reviews) Great hotel with super nice views! Reviewed on Mar 1, 2026 ![84 Main ](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/f78a93a3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 84 Main CA $1,178 per person Apr 2 - Apr 6 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Portland (PWM) 10/10 Exceptional! (52 reviews) Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities. Reviewed on Dec 29, 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 $1,373 per person Apr 2 - Apr 6 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Portland (PWM) 9.4/10 Exceptional! (288 reviews) Inn by the Sea was an excellent place to stay. The front desk during check-in was 5 star and very helpful. Our room was clean, cozy and comfortable. The spa was wonderful and relaxing. The restaurant food was delicious, a lot of variety. I would recommend the Inn By The Sea to my friends and family. Reviewed on Mar 1, 2026 ![](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.ca/deals?rfrr=PKG_SPRING_PROMO_553248635976476647) ## Ready to book your vacation to Cliff Island? Choose your dates ## Cliff Island Hotel Deals ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Westin Portland Harborview 157 High St Portland ME Fully refundableReserve now, pay when you stay CA $134 CA $148 total Mar 18 - Mar 19 includes taxes & fees 8.8/10 Excellent! (1,003 reviews) Clean, quiet and comfortable. Exceptional team who were helpful and friendly. I actually hated to leave. Great stay! Reviewed on Feb 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true®ionId=553248635976476647) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/c90266f6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Clarion Hotel Portland Airport ME 1230 Congress St Portland ME Fully refundableReserve now, pay when you stay CA $105 CA $116 total Mar 5 - Mar 6 includes taxes & fees 8/10 Very Good! (1,387 reviews) Nothing saying on page that boiler is broken no hot showers pool ice cold hot tub ice cold crack heads everywhere. This place has gone completely to hell just from last year will never be staying at this location again. Not to add messed up my rooms put me in a double bed instead of my king ... Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true®ionId=553248635976476647) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Harbor Hotel 468 Fore Street Portland ME Fully refundableReserve now, pay when you stay CA $155 CA $224 total Mar 15 - Mar 16 includes taxes & fees 9.2/10 Wonderful! (1,766 reviews) Pet friendly but the fee is $100 per night - a little steep. Great staff! Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true®ionId=553248635976476647) [See all 2,078 properties in Cliff Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F03%2F2026&endDate=05%2F03%2F2026®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