Title: Wiscasset Vacation Packages & Trips 2025/2026 from CA $817 | Expedia.ca [Hotels in Wiscasset](https://expedia.ca/Wiscasset-Hotels.d183305.Travel-Guide-Hotels)[Vacation Rentals in Wiscasset](https://expedia.ca/Wiscasset-Vacation-Rentals.d183305.Travel-Guide-VacationRentals)[Things to do in Wiscasset](https://expedia.ca/Things-To-Do-In-Wiscasset.d183305.Travel-Guide-Activities)[Wiscasset Car Rentals](https://expedia.ca/Car-Rentals-In-Wiscasset.d183305.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183305/b3e620e7-81ed-45ee-8985-a08e7980a57e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Wiscasset Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Debbie Hall - ## 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 Wiscasset Vacation Reserve a Wiscasset vacation package and you can prioritize what matters — having some fun. There's no more planning headaches, just a lot more free time to experience the delights of this fascinating city, such as its rich history and coastal scenery. A trip to Wiscasset is a wonderful opportunity to sightsee. Check out renowned attractions like [Lincoln County Jail Museum](https://www.expedia.ca/Lincoln-County-Jail-Museum-Wiscasset.d553248621533117438.Vacation-Attraction), [Wiscasset, Waterville and Farmington Railway Museum](https://www.expedia.ca/Wiscasset-Alna.d676705134567596032.Vacation-Attraction) and [Little Point](https://www.expedia.ca/Little-Point-Boothbay-Harbor.d553248635975748328.Vacation-Attraction). Your perfect Wiscasset vacation is clicks away. Browse hotels, flights and more on Expedia for a trip that's tailored just for you. ## Top Wiscasset Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 $817 per person Jan 1 - Jan 5 found 19 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) We were only here 1 night, but our room was clean and cozy. We walked right down the street for dinner at $3 Deweys and had a great time! We used our destination fee credit to have breakfast delivered and were thourouly dissapointed. I took one bite and knew something was not right, the potatoes were fried in rancid grease and inedibile. My husband had an omlet that was at least edibile but nothing special. Reviewed on Nov 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YYZ&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=898621&paandie=true&dealMarker=BQNfKpWiFQ9arNBx1okYzgNkTC3McH895HMdUTZGTBA4WqvYjoqF_M1ET4wNJiHs) ![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 CA $1,455 per person Jan 1 - Jan 5 found 19 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (1,001 reviews) Amazing view, even for our more basic room. Reviewed on Nov 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YYZ&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3981160&paandie=true&dealMarker=BQNfKpWiFQ9arNBx1okYzpcEYoeUsvun42YlW_AKvHgQ5QYeJZ9WRzG9Vlq-Ev0c) ![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 $872 per person Jan 1 - Jan 5 found 19 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.6/10 Exceptional! (249 reviews) This is in a great location and room was very spacious. Blind in bedroom was broken in down position so it was always dark in there. You are supposed to download an app that requires “always on” connection to Bluetooth to get in, but someone was available to give us card keys instead. Reviewed on Nov 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YYZ&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=38770068&paandie=true&dealMarker=BQNfKpWiFQ9arNBx1okYzgNkTC3McH895HMdUTZGTBDgEaWhTQ82yeTx0hEBGKy0) ![The Docent's Collection - Boyd Block](https://images.trvl-media.com/lodging/119000000/118150000/118144500/118144410/e3aa4f38_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Docent's Collection - Boyd Block Downtown Portland CA $1,033 per person Jan 1 - Jan 5 found 19 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 10/10 Exceptional! (2 reviews) Really nice and clean new hotel! Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YYZ&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=118144410&paandie=true&dealMarker=BQNfKpWiFQ9arNBx1okYzpcEYoeUsvun42YlW_AKvHjf-OwAgtjBjTk7YE_Y6oTy) ![AWOL Kennebunkport](https://images.trvl-media.com/lodging/68000000/67300000/67299700/67299636/b8fc5e43_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### AWOL Kennebunkport CA $1,168 per person Jan 1 - Jan 5 found 19 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (225 reviews) Wonderful stay, will definitely return. Great breakfast and we loved bringing our dog. Storage solutions in the form of more shelving and drawers in bathroom/shower and in main room to allow full unpacking seems like an easy fix. Reviewed on Nov 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YYZ&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67299636&paandie=true&dealMarker=BQNfKpWiFQ9arNBx1okYzpcEYoeUsvun42YlW_AKvHg2F1ovfKLdJlnNWlGrblEF) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=PKG_BF_PROMO_183305) ## Ready to book your vacation to Wiscasset? Choose your dates ## Wiscasset Hotel Deals ![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 ME [Get rates](https://expedia.ca/Hotel-Search?startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&selected=115971013&PinnedHotelID=115971013&HadPinnedHotel=true®ionId=183305) [](https://expedia.ca/Hotel-Search?startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&selected=115971013&PinnedHotelID=115971013&HadPinnedHotel=true®ionId=183305) ![Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces](https://images.trvl-media.com/lodging/58000000/57120000/57116800/57116800/d5b911b0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces Westport ME 8/10 Very Good! (30 reviews) Spectacular Location We loved the location of this property. The wrap around porch overlooking the water was amazing. The kitchen was equipped for what we needed and there was plenty of space to relax. The property itself needs some TLC. Many of the windows are inoperable and those that worked had screens that were in ... Reviewed on Aug 7, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&selected=57116800&PinnedHotelID=57116800&HadPinnedHotel=true®ionId=183305) [](https://expedia.ca/Hotel-Search?startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&selected=57116800&PinnedHotelID=57116800&HadPinnedHotel=true®ionId=183305) ![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 ME 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=11%2F12%2F2025&endDate=12%2F12%2F2025&selected=64605061&PinnedHotelID=64605061&HadPinnedHotel=true®ionId=183305) [](https://expedia.ca/Hotel-Search?startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&selected=64605061&PinnedHotelID=64605061&HadPinnedHotel=true®ionId=183305) [See all 1,722 properties in Wiscasset](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=183305) 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 Wiscasset #### 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) ## 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,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)