Title: Cundys Harbor Vacation Packages & Trips 2026 from CA $967 | 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. ![Dormir](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/eaaa6212_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dormir CA $967 per person May 3 - May 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTT) to Portland (PWM) 8.8/10 Excellent! (999 reviews) Enjoyed my stay. Very reliable. Reviewed on Mar 20, 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 $1,073 per person May 6 - May 9 found 1 day ago Roundtrip non-stop flight included Detroit (DTT) to Portland (PWM) 9.8/10 Exceptional! (56 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 ![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/c4a328d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kennebunkport Captains Collection CA $1,187 per person May 10 - May 13 found 1 day ago Roundtrip flight included Detroit (DTT) to Portland (PWM) 9.4/10 Exceptional! (686 reviews) Historic, cozy, and charming mansions and rooms...our stay was amazing. Reviewed on Mar 15, 2026 ![The Weldon Hotel](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/9fd24e5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Weldon Hotel Downtown Portland CA $1,275 per person May 3 - May 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTT) to Portland (PWM) 9.8/10 Exceptional! (94 reviews) We had an absolutely wonderful stay here. It is our second time. The location is fantastic, making it easy to get anywhere we needed. One block from the waterfront. Very walkable. Our unit came with a fully stocked kitchen, complete with a multi cooking option stove. Beautiful place settings, and every tool you could possibly need to prepare a full meal. We actually hosted a dinner party during our stay, and the staff went above and beyond by providing extra place settings and making sure we had everything we needed. The gym is impressively equipped - truly set up for any type of workout, which made it easy to stay on our routine. The bedding and towels were luxurious and added an extra level of comfort that made the stay feel special. Washer and dryer in the unit was awesome. Overall, a great second experience from start to finish. We'd happily stay again. Reviewed on Mar 26, 2026 ## Ready to book your vacation to Cundys Harbor? Choose your dates ## Cundys Harbor Hotel Deals ![SpringHill Suites by Marriott Freeport Brunswick](https://images.trvl-media.com/lodging/83000000/82840000/82833900/82833810/c11e7975_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### SpringHill Suites by Marriott Freeport Brunswick 500 US-1 Freeport ME Fully refundableReserve now, pay when you stay CA $137 CA $149 total Apr 13 - Apr 14 includes taxes & fees 8.8/10 Excellent! (230 reviews) Booked two queen bed only to end up with a queen and a pull out couch. I was told when I pointed this out that “ sometimes to booking sights don’t specify. Pull out couch is considered a second twin”. I was really disappointed but I did let it go. If anyone cares to follow up, I can give you the ... Reviewed on Mar 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=82833810&PinnedHotelID=82833810&HadPinnedHotel=true®ionId=3000439764) ![Fairfield Inn & Suites by Marriott Brunswick Freeport](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/80d3ccac_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 $153 CA $166 total Apr 2 - Apr 3 includes taxes & fees 8.8/10 Excellent! (456 reviews) Clean, nice rooms. Friendly staff. Close to downtown with nice restaurants (Especially THE GREAT IMPASTA!) Reviewed on Mar 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=1086088&PinnedHotelID=1086088&HadPinnedHotel=true®ionId=3000439764) ![Holiday Inn Express Hotel & Suites Freeport by IHG](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/776869f5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Hotel & Suites Freeport by IHG 450 U.S. Route 1 Freeport ME Fully refundable CA $117 CA $128 total Apr 12 - Apr 13 includes taxes & fees 8.6/10 Excellent! (1,002 reviews) Good breakfast. Friendly staff. Comfy beds! Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=1509679&PinnedHotelID=1509679&HadPinnedHotel=true®ionId=3000439764) [See all 1,437 properties in Cundys Harbor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%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) ### What to do in Cundys Harbor ![Oyster and Wine Tasting in a Cozy Seaside Lodge](https://mediaim.expedia.com/localexpert/49583555/d0cf9277-1956-41ec-bd71-ffed0719ceb9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oyster and Wine Tasting in a Cozy Seaside Lodge CA $157 per adult [](https://expedia.ca/things-to-do/oyster-and-wine-tasting-in-a-cozy-seaside-lodge.a49583555.activity-details) [See all activities in Cundys Harbor](https://expedia.ca/things-to-do/search?rid=3000439764) ## 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