Title: Wiscasset Vacation Packages & Trips 2026 from CA $671 | 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. ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn Portland Downtown - Waterfront Downtown Portland CA $671 per person Feb 13 - Feb 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 8.8/10 Excellent! (1,002 reviews) clean room, digital key wonderful, good breakfast selection, staff very accommodating. Pool water very, very cloudy (negative) Reviewed on Dec 9, 2025 ![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 Bald Head CA $1,188 per person Feb 13 - Feb 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (1,001 reviews) My husband and I had a wonderful time. Breakfast, lunch, and dinner was delicious, drinks were crafted just right. We absolutely loved the outdoor hot tub. Our stay was everything we expected. Thank you. Reviewed on Dec 8, 2025 ![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 $715 per person Feb 13 - Feb 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) The staff was extremely helpful and went out of their way to ensure our stay was exceptional. Greatly appreciated. Reviewed on Dec 24, 2025 ![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 $769 per person Feb 13 - Feb 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (1,512 reviews) Everything, wonderful hotel. Can't wait to be back. Reviewed on Dec 25, 2025 ![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cambria Hotel Portland Downtown-Old Port East Bayside CA $683 per person Feb 13 - Feb 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (1,118 reviews) room very clean. Nice staff Reviewed on Dec 22, 2025 ## Ready to book your vacation to Wiscasset? Choose your dates ## Wiscasset Hotel Deals ![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=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=57116800&PinnedHotelID=57116800&HadPinnedHotel=true®ionId=183305) [](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&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! (98 reviews) Beautiful House, a perfect getaway Reviewed on Dec 8, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=64605061&PinnedHotelID=64605061&HadPinnedHotel=true®ionId=183305) [](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=64605061&PinnedHotelID=64605061&HadPinnedHotel=true®ionId=183305) ![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/42d3f26f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Maine Evergreen Hotel, an Ascend Collection Hotel 65 Whitten Rd Augusta ME Fully refundable CA $158 CA $172 total Jan 9 - Jan 10, 2026 includes taxes & fees 9.2/10 Wonderful! (1,008 reviews) Clean & nicely decorated room & hotel. Reviewed on Dec 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=787572&PinnedHotelID=787572&HadPinnedHotel=true®ionId=183305) [See all 1,710 properties in Wiscasset](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F12%2F2025&endDate=28%2F12%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