Title: Wiscasset Vacation Packages & Trips 2025/2026 from CA $1,279 | 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 $1,279 per person Dec 31 - Jan 3 found 1 day ago Roundtrip non-stop flight included Québec (YQB) to Portland (PWM) 9.2/10 Wonderful! (1,621 reviews) This is a beautiful hotel! We had a wonderful stay. We are looking forward to the next visit! Reviewed on Nov 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-03/?FromAirport=YQB&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=898621&paandie=true&dealMarker=IR6jbqr_opPnHXRJiwn_3p_8OFXkUD6xo6uBZmduFbIRkELPk1bx9C4U13pVLSZH) ![Blind Tiger Portland - Danforth Street.](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/4e66cf6e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blind Tiger Portland - Danforth Street. West End CA $1,899 per person Dec 31 - Jan 3 found 1 day ago Roundtrip non-stop flight included Québec (YQB) to Portland (PWM) 9.6/10 Exceptional! (155 reviews) Wish they had a liquor license and could do a cocktail hour in addition to a breakfast service. Wish they had just a tad more breakfast options. Really wish they had a key pad and front door access! LOVED the fire places in every room. Property manager was lovely and friendly. Loved the snacks available and variety. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-03/?FromAirport=YQB&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=200246&paandie=true&dealMarker=dPlBOo2EqtfDTvWmRVKQO1Nt2AtN76aK9fWGdpI3VGZegHZpcFVzeqCA7dbTkHUN) ![The Docent's Collection - New Opening](https://images.trvl-media.com/lodging/119000000/118150000/118144500/118144410/09f81118_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Docent's Collection - New Opening Downtown Portland CA $1,574 per person Dec 31 - Jan 3 found 1 day ago Roundtrip non-stop flight included Québec (YQB) to Portland (PWM) No reviews Really nice and clean new hotel! Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-03/?FromAirport=YQB&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=118144410&paandie=true&dealMarker=dPlBOo2EqtfDTvWmRVKQO1Nt2AtN76aK9fWGdpI3VGbBHG8-MlKDKorIGv3VrjLd) ![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 $1,822 per person Dec 24 - Dec 27 found 18 hours ago Roundtrip non-stop flight included Québec (YQB) to Portland (PWM) 9.4/10 Exceptional! (283 reviews) Absolutely wonderful experience. We are traveling with our small dog Buttons. The staff all made her feel so welcomed. We were able to eat in the bar area with her and she had her own menu to choose from. The property and grounds are well maintained. The view is stunning. Would absolutely recommend! Hope to stay again Reviewed on Oct 31, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-27/?FromAirport=YQB&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1542725&paandie=true&dealMarker=dPlBOo2EqtfDTvWmRVKQOw3WjJLnJBtGfuxzr_zGnk1sgXge8vf14n299JnGcntv) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Regency Hotel & Spa Downtown Portland CA $1,374 per person Dec 31 - Jan 3 found 1 day ago Roundtrip non-stop flight included Québec (YQB) to Portland (PWM) 18.8/10 Exceptional! (1,507 reviews) Lovely hotel, great location, great staff, valet parking. Reviewed on Nov 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-03/?FromAirport=YQB&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=920050&paandie=true&dealMarker=dPlBOo2EqtfDTvWmRVKQO1Nt2AtN76aK9fWGdpI3VGbqnPgBWIE00PUIt4AbFARs) ## 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=29%2F11%2F2025&endDate=30%2F11%2F2025&selected=115971013&PinnedHotelID=115971013&HadPinnedHotel=true®ionId=183305) [](https://expedia.ca/Hotel-Search?startDate=29%2F11%2F2025&endDate=30%2F11%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 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=29%2F11%2F2025&endDate=30%2F11%2F2025&selected=57116800&PinnedHotelID=57116800&HadPinnedHotel=true®ionId=183305) [](https://expedia.ca/Hotel-Search?startDate=29%2F11%2F2025&endDate=30%2F11%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 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=29%2F11%2F2025&endDate=30%2F11%2F2025&selected=64605061&PinnedHotelID=64605061&HadPinnedHotel=true®ionId=183305) [](https://expedia.ca/Hotel-Search?startDate=29%2F11%2F2025&endDate=30%2F11%2F2025&selected=64605061&PinnedHotelID=64605061&HadPinnedHotel=true®ionId=183305) [See all 1,676 properties in Wiscasset](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F11%2F2025&endDate=17%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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)