Title: Cundys Harbor Vacation Packages & Trips 2026 from CA $795 | Expedia.ca [Hotels in Cundys Harbor](https://expedia.ca/Cundys-Harbor-Hotels.d3000439764.Travel-Guide-Hotels)[Vacation Rentals in Cundys Harbor](https://expedia.ca/Cundys-Harbor-Vacation-Rentals.d3000439764.Travel-Guide-VacationRentals)[Cundys Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Cundys-Harbor.d3000439764.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) # Cundys Harbor 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 #### Your Cundys Harbor Vacation With all your travel needs organized before you go, our Cundys Harbor vacation packages mean you can focus more on having a good time! One neighborhood to consider staying in this interesting city is Harpswell, which is great for nature and culture. Make your trip to Cundys Harbor even more exciting by including some sightseeing. [Bailey Island Bridge](https://www.expedia.ca/Bailey-Island-Bridge-Bailey-Island.d6077256.Vacation-Attraction), [Ragged Island](https://www.expedia.ca/Ragged-Island-Maine.d553248635976196478.Vacation-Attraction) and [Paddleworks](https://www.expedia.ca/Paddleworks-Orrs-Island.d553248621532668107.Vacation-Attraction) are some of the major attractions you'll want to explore. Stop daydreaming and start adventuring. Check out the broad range of options on Expedia today and put your Cundys Harbor vacation plans into action! ## Top Cundys Harbor 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 $795 per person Apr 23 - Apr 26 found 8 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) Room and room service was great. Awesome location as well. Reviewed on Feb 8, 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 $923 per person Apr 23 - Apr 26 found 8 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) Really nice room. Tub, separate shower, nice linens. Reviewed on Feb 7, 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 $1,149 per person Apr 23 - Apr 26 found 8 hours ago Roundtrip non-stop flight included Edmonton (YEG) 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 ![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 $1,285 per person Apr 24 - Apr 27 found 3 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 ![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 $1,073 per person Apr 23 - Apr 26 found 8 hours ago Roundtrip non-stop flight included Edmonton (YEG) 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 ## Ready to book your vacation to Cundys Harbor? Choose your dates ## Cundys Harbor Hotel Deals ![The Federal](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/282b074c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Federal 10 Water St Brunswick ME Fully refundableReserve now, pay when you stay CA $162 CA $176 total Feb 22 - Feb 23 includes taxes & fees 9.6/10 Exceptional! (572 reviews) This is the four seasons Brusnwick. Excellent decore, fantastic service, and even the cities best fine dining. Reviewed on Feb 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=75630171&PinnedHotelID=75630171&HadPinnedHotel=true®ionId=3000439764) ![Residence Inn Bath Brunswick Area](https://images.trvl-media.com/lodging/1000000/10000/2800/2756/123ef08d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Residence Inn Bath Brunswick Area 139 Richardson St. Bath ME Fully refundableReserve now, pay when you stay CA $173 CA $189 total Feb 15 - Feb 16 includes taxes & fees 9.4/10 Exceptional! (386 reviews) Friendly staff, clean rooms, and great breakfast!! Reviewed on Feb 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=2756&PinnedHotelID=2756&HadPinnedHotel=true®ionId=3000439764) ![Fairfield Inn & Suites by Marriott Brunswick Freeport](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/a735e9f6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites by Marriott Brunswick Freeport 36 Old Portland Rd Brunswick ME Fully refundableReserve now, pay when you stay CA $138 CA $151 total Feb 15 - Feb 16 includes taxes & fees 8.6/10 Excellent! (443 reviews) Staff was wonderful and the room was clean Reviewed on Jan 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=1086088&PinnedHotelID=1086088&HadPinnedHotel=true®ionId=3000439764) [See all 1,371 properties in Cundys Harbor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F02%2F2026&endDate=11%2F02%2F2026®ionId=3000439764) 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