Title: Ossipee Vacation Packages & Trips 2026 from CA $1,151 | 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. ![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 $1,151 per person Jun 4 - Jun 9 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 8.6/10 Excellent! (1,395 reviews) Clean room and close to TD Garden. Reviewed on Mar 22, 2026 ![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn at Hastings Park, Relais & Chateaux - Boston CA $1,488 per person Jun 16 - Jun 20 found 3 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.6/10 Exceptional! (252 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 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 $1,644 per person Apr 24 - Apr 27 found 1 day ago Roundtrip flight included Hamilton (YHM) to Boston (BOS) 9.8/10 Exceptional! (1,001 reviews) Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub. Reviewed on Mar 23, 2026 ![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/c39bbe4a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitney Hotel Beacon Hill CA $2,400 per person Jun 4 - Jun 9 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.6/10 Exceptional! (526 reviews) Fantastic location, close to Mass Gen. Restaurant on property was also very good. Reviewed on Mar 19, 2026 ![Cambridge Common House](https://images.trvl-media.com/lodging/120000000/119910000/119904000/119903959/d3cc1e39_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cambridge Common House West Cambridge CA $2,091 per person Jun 4 - Jun 9 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) No reviews ## 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 $154 CA $226 total Mar 24 - Mar 25 includes taxes & fees 8.4/10 Very Good! (958 reviews) Fantastic experience, highly recommend Reviewed on Mar 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=24%2F03%2F2026&endDate=25%2F03%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 $145 CA $157 total Mar 29 - Mar 30 includes taxes & fees 7.8/10 Good! (1,002 reviews) It was good. The juice and coffee weren't working, but they fixed it quickly. Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=2601613&PinnedHotelID=2601613&HadPinnedHotel=true®ionId=553248634999059097) ![Home2 Suites by Hilton North Conway](https://images.trvl-media.com/lodging/64000000/63120000/63112100/63112040/0c005b04_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Home2 Suites by Hilton North Conway 1439 White Mountain Hwy North Conway NH Fully refundableReserve now, pay when you stay CA $134 CA $145 total Mar 29 - Mar 30 includes taxes & fees 9.4/10 Exceptional! (684 reviews) The front desk and breakfast staff were extremely kind and nice. Hotel is spotless Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=63112040&PinnedHotelID=63112040&HadPinnedHotel=true®ionId=553248634999059097) [See all 1,976 properties in Ossipee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F03%2F2026&endDate=25%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