Title: Waterboro Vacation Packages & Trips 2026 from CA $942 | Expedia.ca [Hotels in Waterboro](https://expedia.ca/Waterboro-Hotels.d3000440388.Travel-Guide-Hotels)[Vacation Rentals in Waterboro](https://expedia.ca/Waterboro-Vacation-Rentals.d3000440388.Travel-Guide-VacationRentals)[Waterboro Car Rentals](https://expedia.ca/Car-Rentals-In-Waterboro.d3000440388.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) # Waterboro 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 Waterboro Vacation Build a custom vacation package to Waterboro and get ready to experience this exciting city the way you want. Consider spending some time in the neighborhood of South Sanford, which is great for walking and tons more. If taking in sights is on the agenda during your trip to Waterboro, visit top attractions like [Little Ossipee Pond](https://www.expedia.ca/Little-Ossipee-Pond-Waterboro.d553248635976196843.Vacation-Attraction), [Kennebunk Pond](https://www.expedia.ca/Kennebunk-Pond-Lyman.d553248635975748929.Vacation-Attraction) and [Swan Pond](https://www.expedia.ca/Swan-Pond-Lyman.d553248635975749293.Vacation-Attraction). No matter your travel plans or budget, organizing your ultimate tailored Waterboro vacation is a walk in the park with Expedia. ## Top Waterboro Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Colonnade Hotel Back Bay](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/f43e7537_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Colonnade Hotel Back Bay Back Bay CA $942 per person Mar 21 - Mar 25 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Boston (BOS) 9.2/10 Wonderful! (2,268 reviews) Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave.. Reviewed on Feb 2, 2026 ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Harbor Hotel North End CA $2,327 per person Apr 27 - May 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem. Reviewed on Jan 25, 2026 ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $2,939 per person Apr 29 - May 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (181 reviews) Attention to guest needs. Reviewed on Feb 8, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston CA $1,065 per person Mar 26 - Mar 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you Reviewed on Feb 3, 2026 ![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitney Hotel Beacon Hill CA $1,254 per person Mar 21 - Mar 25 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Boston (BOS) 9.6/10 Exceptional! (482 reviews) Excellent property conveniently located in Beacon Hill. Rooms are a tad on the small side but well appointed and clean. Reviewed on Feb 7, 2026 ## Ready to book your vacation to Waterboro? Choose your dates ## Waterboro Hotel Deals ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Portland 363 Maine Mall Rd South Portland ME Fully refundableReserve now, pay when you stay CA $101 CA $110 total Feb 17 - Feb 18 includes taxes & fees 8/10 Very Good! (1,336 reviews) Staff was great. Such a roomy space! Loved it. Fantastic Breakfast included! Great Stay. Highly recommend! Reviewed on Feb 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=8166&PinnedHotelID=8166&HadPinnedHotel=true®ionId=3000440388) ![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tru by Hilton Portland Airport Area 369 Maine Mall Road South Portland ME Fully refundableReserve now, pay when you stay CA $101 CA $110 total Feb 23 - Feb 24 includes taxes & fees 8.8/10 Excellent! (1,721 reviews) Decent Reviewed on Feb 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=18952854&PinnedHotelID=18952854&HadPinnedHotel=true®ionId=3000440388) ![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Long Creek Hotel by IHG 171 Philbrook Ave South Portland ME Fully refundable CA $113 CA $123 total Feb 17 - Feb 18 includes taxes & fees 7.4/10 Good! (1,010 reviews) The hotel is under renovation, but suited our needs for a one-night stay. Location is excellent, quick access to the mall, jetport, and interstate. The breakfast was lacking, but there was coffee & toast. We rented a King Suite and found it acceptable. The pool area is being renovated but we were ... Reviewed on Feb 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=24280&PinnedHotelID=24280&HadPinnedHotel=true®ionId=3000440388) [See all 2,938 properties in Waterboro](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F02%2F2026&endDate=13%2F02%2F2026®ionId=3000440388) 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) ## 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