Title: Kittery Point Vacation Packages & Trips 2026 from CA $614 | Expedia.ca [Hotels in Kittery Point](https://expedia.ca/Kittery-Point-Hotels.d553248625382440721.Travel-Guide-Hotels)[Vacation Rentals in Kittery Point](https://expedia.ca/Kittery-Point-Vacation-Rentals.d553248625382440721.Travel-Guide-VacationRentals)[Things to do in Kittery Point](https://expedia.ca/Things-To-Do-In-Kittery-Point.d553248625382440721.Travel-Guide-Activities)[Kittery Point Car Rentals](https://expedia.ca/Car-Rentals-In-Kittery-Point.d553248625382440721.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6333306/04ce058a-7cce-461c-8acd-9bfa29c7c4ff.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Kittery Point 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 Kittery Point Vacation There's no better way to travel than with one of our vacation packages to Kittery Point. The coastal scenery and rich history are two of the many reasons to stay in this captivating city. A trip to Kittery Point is an ideal opportunity to sightsee. Check out big-name attractions such as [Kittery Premium Outlets](https://www.expedia.ca/Kittery-Premium-Outlets-Kittery.d6171986.Vacation-Attraction), [York Harbor Beach](https://www.expedia.ca/York-Harbor-Beach-York-Harbor.d553248633900187237.Vacation-Attraction) and [Kittery Historical and Naval Museum](https://www.expedia.ca/Kittery-Historical-And-Naval-Museum-Kittery.d553248621558565598.Vacation-Attraction). Expedia can help you escape the everyday. Tailor your vacation to Kittery Point to suit your style of travel, whatever that may be. ## Top Kittery Point Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Lakeside Inn](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/b04e2b5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lakeside Inn CA $614 per person May 7 - May 12 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 7.6/10 Good! (2,303 reviews) The room I had was adequate for one night. It was in need of repair and a paint job to cover the many plaster patches on the walls. The front desk staff were friendly and welcoming. Reviewed on Feb 4, 2026 ![Studio Allston Hotel](https://images.trvl-media.com/lodging/23000000/22760000/22757100/22757092/a522d616_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Studio Allston Hotel Brighton CA $775 per person May 7 - May 12 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.6/10 Excellent! (1,175 reviews) Staff was friendly. Room was clean Reviewed on Feb 5, 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 $1,591 per person Apr 2 - Apr 5 found 15 hours ago Roundtrip flight included Halifax (YHZ) 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 ![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Charles Hotel West Cambridge CA $1,349 per person Mar 19 - Mar 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.4/10 Exceptional! (1,003 reviews) Room very well appointed and gym was the stand out Reviewed on Jan 25, 2026 ![Hampton Inn Boston/Braintree](https://images.trvl-media.com/lodging/1000000/580000/570500/570430/ed85851a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn Boston/Braintree North Braintree CA $722 per person May 7 - May 12 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.2/10 Very Good! (1,003 reviews) Efficient and pleasant staff, clean room. Reviewed on Jan 11, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248625382440721) ## Ready to book your vacation to Kittery Point? Choose your dates ## Kittery Point Hotel Deals ![Hilton Garden Inn Portsmouth Downtown](https://images.trvl-media.com/lodging/2000000/1470000/1464400/1464340/7de77d01_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Portsmouth Downtown 100 High St Portsmouth NH Fully refundable CA $134 CA $145 total Feb 22 - Feb 23 includes taxes & fees 8.2/10 Very Good! (237 reviews) Good Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1464340&PinnedHotelID=1464340&HadPinnedHotel=true®ionId=553248625382440721) ![Hampton Inn & Suites Portsmouth Downtown](https://images.trvl-media.com/lodging/9000000/8270000/8268900/8268861/b0df55fb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Portsmouth Downtown 23 Portwalk Pl Portsmouth NH Fully refundableReserve now, pay when you stay CA $154 CA $168 total Feb 22 - Feb 23 includes taxes & fees 9.4/10 Exceptional! (1,107 reviews) Great stay great staff Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=8268861&PinnedHotelID=8268861&HadPinnedHotel=true®ionId=553248625382440721) ![Anchorage Inn and Resort](https://images.trvl-media.com/lodging/10000000/9320000/9317700/9317652/68fa4886_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Anchorage Inn and Resort 265 Long Beach Avenue York Beach ME CA $134 CA $146 total Feb 16 - Feb 17 includes taxes & fees 8.8/10 Excellent! (1,064 reviews) Outstanding staff response (assistance in operating the in room electronics and front desk attitude were commendable). Rooms were spotless. Reviewed on Feb 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=9317652&PinnedHotelID=9317652&HadPinnedHotel=true®ionId=553248625382440721) [See all 2,839 properties in Kittery Point](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F02%2F2026&endDate=14%2F02%2F2026®ionId=553248625382440721) 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