Title: Ossipee Vacation Packages & Trips 2026 from CA $1,821 | Expedia.ca [Hotels in Ossipee](https://expedia.ca/Ossipee-Hotels.d553248634999059097.Travel-Guide-Hotels)[Vacation Rentals in Ossipee](https://expedia.ca/Ossipee-Vacation-Rentals.d553248634999059097.Travel-Guide-VacationRentals)[Ossipee Car Rentals](https://expedia.ca/Car-Rentals-In-Ossipee.d553248634999059097.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248634999059097/38cd9a94-49a6-4bb5-9299-f81dd0e93b39.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Ossipee 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 Ossipee Vacation With all your travel plans organized before you set off, our Ossipee vacation packages let you simply focus on vacationing! One place to base yourself in this interesting city is Chocorua Ski and Beach, which is good for camping and nature. You'll want to sightsee during your trip to Ossipee. Make time for big-name attractions such as [Province Lake](https://www.expedia.ca/Province-Lake-New-Hampshire.d553248635976196840.Vacation-Attraction), [Wentworth State Park](https://www.expedia.ca/Wentworth-State-Park-Wolfeboro.d6333338.Vacation-Attraction) and [Sap House Meadery](https://www.expedia.ca/Sap-House-Meadery-Center-Ossipee.d553248621532667875.Vacation-Attraction). Don't put off your visit to this city any longer. Your perfect Ossipee vacation is a couple of clicks away with Expedia. ## Top Ossipee Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton, Boston](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/7e37dec5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Boston Downtown Boston CA $1,821 per person May 21 - May 25 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9/10 Wonderful! (435 reviews) All accommodations was absolutely amazing! The experiece started with thw doorman upon arrival ,the concierge service, room awrvice, reataurants, gym, everything was perfect! The location was great. Will stay again on our next visit. Reviewed on Mar 2, 2026 ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End CA $2,256 per person May 13 - May 20 found 24 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 8.6/10 Excellent! (1,384 reviews) Good location to T.D. Garden. Reviewed on Mar 7, 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 $2,179 per person Apr 29 - May 2 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 9.8/10 Exceptional! (1,002 reviews) Best hotel ive ever stayed in. Reviewed on Mar 11, 2026 ![Hyatt Regency Boston/Cambridge](https://images.trvl-media.com/lodging/1000000/20000/16100/16079/944dfde2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Boston/Cambridge MIT CA $1,843 per person Jun 1 - Jun 8 found 12 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 9/10 Wonderful! (2,266 reviews) The valet parking is an additional $60.00 Reviewed on Mar 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_553248634999059097) ## Ready to book your vacation to Ossipee? Choose your dates ## Ossipee Hotel Deals ![Mill Falls Resort Collection at the Lake](https://images.trvl-media.com/lodging/37000000/36900000/36897600/36897575/1b02a295_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mill Falls Resort Collection at the Lake 281 Daniel Webster Hwy Meredith NH CA $172 CA $245 total Apr 7 - Apr 8 includes taxes & fees 8.4/10 Very Good! (950 reviews) Turned on the hot water and it was so hot it burned my hand. I'm glad that I did it and not my granddaughter. The pool it said 4ft and it wasn't that far intill it dropped off. Not happy at all with my stay. Never again. Reviewed on Mar 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=36897575&PinnedHotelID=36897575&HadPinnedHotel=true®ionId=553248634999059097) ![Best Western Plus Landmark Inn](https://images.trvl-media.com/lodging/3000000/2610000/2601700/2601613/80e088ad_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Landmark Inn 480 Main Street Laconia NH Fully refundableReserve now, pay when you stay CA $135 CA $146 total Mar 17 - Mar 18 includes taxes & fees 7.8/10 Good! (1,000 reviews) Great staff! Reviewed on Feb 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=2601613&PinnedHotelID=2601613&HadPinnedHotel=true®ionId=553248634999059097) ![Green Granite Inn, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/2000000/1220000/1220000/1219930/29fdc6b0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Green Granite Inn, an Ascend Collection Hotel 1515 White Mountain Hwy North Conway NH Fully refundable CA $103 CA $111 total Apr 1 - Apr 2 includes taxes & fees 6.6/10 (1,226 reviews) The staff was so friendly and knowledgeable Reviewed on Mar 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=1219930&PinnedHotelID=1219930&HadPinnedHotel=true®ionId=553248634999059097) [See all 1,950 properties in Ossipee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F03%2F2026&endDate=14%2F03%2F2026®ionId=553248634999059097) 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