Title: Westport Vacation Packages & Trips 2025/2026 | Expedia.ca [Hotels in Westport](https://expedia.ca/Westport-Hotels.d553248635975847929.Travel-Guide-Hotels)[Vacation Rentals in Westport](https://expedia.ca/Westport-Vacation-Rentals.d553248635975847929.Travel-Guide-VacationRentals)[Westport Car Rentals](https://expedia.ca/Car-Rentals-In-Westport.d553248635975847929.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) # Westport 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 Westport Vacation With a vacation package to Westport, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you go, so you can get on with experiencing this exciting city. If your trip to Westport includes a little sightseeing, check out well-known attractions like [Brooks Point](https://www.expedia.ca/Brooks-Point-Maine.d553248635975748323.Vacation-Attraction), [Castle Tucker](https://www.expedia.ca/Castle-Tucker-Wiscasset.d6334533.Vacation-Attraction) and [Monkey C Monkey Do](https://www.expedia.ca/Monkey-C-Monkey-Do-Wiscasset.d553248621532668218.Vacation-Attraction). Browse Expedia's wide range of travel options and begin planning your ideal vacation to Westport today. ## Ready to book your vacation to Westport? Choose your dates ## Westport Hotel Deals ![Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.](https://images.trvl-media.com/lodging/65000000/64610000/64605100/64605061/5353cccc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast. Westport 9.8/10 Exceptional! (97 reviews) "Place is beautiful! Communication was great, house is very well maintained. They did not leave anything out for this home , did not cook much, but had everything you need. We brought our dogs, even furnish pooper scooper & disposal place . We loved it. If we are ever back we will definitely rent ..." Reviewed on Oct 5, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=64605061&PinnedHotelID=64605061&HadPinnedHotel=true®ionId=553248635975847929) [](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=64605061&PinnedHotelID=64605061&HadPinnedHotel=true®ionId=553248635975847929) ![Make Shimmering River Retreat your Maine Coastal getaway!](https://images.trvl-media.com/lodging/68000000/67460000/67450900/67450866/95405adf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Make Shimmering River Retreat your Maine Coastal getaway! Westport Island 9.6/10 Exceptional! (39 reviews) "Very private and peaceful! We enjoyed the yard, the dock, and the campfire. There was lots of room to spread out and enjoy the property." Reviewed on Sep 12, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=67450866&PinnedHotelID=67450866&HadPinnedHotel=true®ionId=553248635975847929) [](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=67450866&PinnedHotelID=67450866&HadPinnedHotel=true®ionId=553248635975847929) ![WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……](https://images.trvl-media.com/lodging/116000000/115980000/115971100/115971013/5496049d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!…… Westport Island [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=115971013&PinnedHotelID=115971013&HadPinnedHotel=true®ionId=553248635975847929) [](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=115971013&PinnedHotelID=115971013&HadPinnedHotel=true®ionId=553248635975847929) [See all 1,652 properties in Westport](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F10%2F2025&endDate=11%2F10%2F2025®ionId=553248635975847929) 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) ### Discover the most popular places to visit in Westport #### Castle Tucker You can spend an afternoon exploring the galleries in Castle Tucker in Wiscasset. While you're in the area, stroll along the waterfront. [](https://expedia.ca/Castle-Tucker-Wiscasset.d6334533.Vacation-Attraction) ### What to do in Westport ![Boothbay: Lighthouses & Islands Harbor Cruise](https://mediaim.expedia.com/localexpert/44646951/7fddcb25-9200-4a0b-b06e-618af7ddd873.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boothbay: Lighthouses & Islands Harbor Cruise CA $56 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/boothbay-lighthouses-islands-harbor-cruise.a44646951.activity-details) ![Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise](https://mediaim.expedia.com/localexpert/48213529/0c4e965d-f83a-4db2-a03d-d78670f5dc1c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise CA $83 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/boothbay-harbor-schooner-apple-jack-sunset-sailing-cruise.a48213529.activity-details) ![Schooner Applejack Sunset Sail Tour in Boothbay Harbor ](https://mediaim.expedia.com/localexpert/46153504/4a470dbb-9d7f-4c8e-8fac-5408ee7805f3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Schooner Applejack Sunset Sail Tour in Boothbay Harbor CA $83 per adult [](https://expedia.ca/things-to-do/schooner-applejack-sunset-sail-tour-in-boothbay-harbor.a46153504.activity-details) [See all activities in Westport](https://expedia.ca/things-to-do/search?rid=553248635975847929) ## 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 ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFiklEQVR4Xu3bMZYbKRCAYeY5UOgj9FF0NPpofZQ+woYT6Il1FQUFLeS3FXgD6/+TGVUDnzJW8mwq/0PpOvgTgYQCCQUSCiQUSCiQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiTUgDzSpa2OfpanDYZVX6Ucw6pc/rE1vewng4CAgNRAatlPBgHRtZ5s13T7vY39xOvoq71uox7IYgSiLU9cjEC05YmLEYi2PHExAtGWJy5GINryxMXovyO6PaVbRXztIVNbuCe/40s55YchOpo3SiAgIPIDBCSBgFi/R4qc+LOvqM+mQCSQOgTR6rMpEAmkDkG0+mwKRDLERl/y+LtvT9W1E1P6Ia9AQEAKiAZSQEDCiCdrFzkyuv2t+Krsr0A0EA+krcr+CkQD8UDaquyv/lZkbtx+pFt1348uZT8ZZDG6lP1kkMXoUvaTQRajS9lPBlmMLmU/GWQxupT9ZJDF6FL2kwdkkbp6oc8najqyVTZ6E0gb2SobvQmkjWyVjd4E0ka2ykZvAmkjW2WjN4G0ka2y0ZtA2shW2ehNbxD78Kz5hS6pOzd+w/3yViSQMRAQEJBc10sgYx+L7Mn+cFpPPKftSf6Yy1bptW+dVRr/F2Tb2APxQEBACsgYiPepyHh7/0JS2tqTp/yfxN/Tdh1ZulERHckrEBCZ+K8gICA6AgGxroit9RP3pNf+vMq6yeCsv/tGCWRcZYGAgIBIIOMqC+Rl7Z4MsVGS767HP+ba5OE+DOys7CeDeJs83IeBnZX9ZBBvk4f7MLCzsp8M4m3ycB8Gdlb2k0G8TR7uw8DOyn4yiLfJw30Y2FnZTwbxNnm4DwM7K/vJM5KLfnherD3SrS+UfNUpb6VU9y6/iQsCIhP/FQQE5C6/gYBYr0hLNv2Q29v+Nfm7nmonfpkrJ2o6mlf1QEBA6mMQEJACog1ImU8s5ZTlueiFfq9zHUkNkR4ymN+KbbRAQAoICAhIAakDaUB0rW63tZuM8nR7z6O5Zz9/uzwBAQFpgYBcnoCA6HbtkJWlnPLDRoZogqT52l+OeiDpeuJi1ANJ1xMXox5Iup64GPVA0vXExagHkq4nLkY9kHQ9cTHqDUipH7H9qu5fZ2u3ol96e/fm+iobbcMblkASCAiIBQICIg3Io25ZfHgudu3PJ6pbytmejOmqHogGAnIJZNwOAvKxSHm941O9qp9ye2vn60gbN8rrx7s7voAUkF4uIP4UBKSAlI9E9IH+0/FRb+9x7VEP2Oor/wfmPlLXrv1rICAg9hsIyDUQEEdK+a4nPuSH/uG0IZqsSnbH26pcFLHRbz5ig4CA2Ajk6ARIDeSzEe3Wp3sd3Ktr6efpe11wyiC35f7u+ggEBAQkgRSQvQ5AtBm5Zlf10172VYrMI8vf3RDIy8gCAfFAXkYWCIj3VyKLHvWq1hN/bbeDZFT6p+6trdKRIT6SQArIayAgIBJI+XjkYWf0Npnu7ULX7We99u178CKuITo62lb7j4O2yH8FAaltMgUZAwEB+Vwk+6txexq+4bbtz/lLb9t4tNcgIAUEBKRmG4/2GgSkvCJ6ol7ogmh2oX/L19nntF0RfSu9m8xP+S37OhANBKQFAuLrQDSQJZLkQh/zVeb2D+KautmXg7RVILYdJIGAWCBtFYhtN0S2a99yx+sq6cs+T/fd2lE3atnHICAgQyAgICAviGdIqe5dEBkZ0ka2eE/qzht7ICAgEggICEhrRuY2mcod/5QTZbGPil3opZyyNJf334ODgICAtDaZgoyBlI9H/lwgoUBCgYQCCQUSCiQUSCiQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCfX3IP8CJlleXI+1tg4AAAAASUVORK5CYII=)