Title: Ossipee Vacation Packages & Trips 2026 from CA $671 | 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. ![Crowne Plaza Boston - Woburn by IHG](https://images.trvl-media.com/lodging/1000000/20000/19600/19526/a2200be4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Plaza Boston - Woburn by IHG CA $671 per person Apr 29 - May 2 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 8.6/10 Excellent! (1,013 reviews) Great stay, close to restaurants, train station to the city and the highway. Reviewed on Mar 7, 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 $1,040 per person Apr 29 - May 2 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 8.6/10 Excellent! (1,395 reviews) I had a great stay at this hotel. The room was clean, comfortable, and well maintained. The staff was friendly and helpful throughout my visit, and the location was convenient for getting around. I would definitely stay here again and recommend it to others. Reviewed on Mar 15, 2026 ![AutoCamp Cape Cod](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/da4b66b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### AutoCamp Cape Cod CA $1,035 per person May 28 - Jun 3 found 15 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.4/10 Exceptional! (306 reviews) We had a wonderful stay here on Valentine’s Day weekend. It was the first time we stayed at a camp ground and definitely the first time staying in an AirStream. The clubhouse was sooo nice! Staff were great. Good menu options and merch as well. Picked up an AutoCamp beanie! Live music was awesome. My only complaint is we had no hot water! That was tough being that we are in the middle of the winter and it was already freezing outside. Hot showers would have been nice! Other than that we’re planning for a summer weekend here Reviewed on Feb 17, 2026 ![Sea Crest Beach Resort](https://images.trvl-media.com/lodging/1000000/30000/25600/25567/024e668f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sea Crest Beach Resort CA $1,541 per person May 28 - Jun 3 found 15 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8/10 Very Good! (253 reviews) The staff were really nice and the food was good. They have an excellent location right on the beach. Reviewed on Mar 12, 2026 ![Coastal Haven in West Dennis -15](https://images.trvl-media.com/lodging/116000000/115550000/115540200/115540153/1385e5ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coastal Haven in West Dennis -15 CA $3,380 per person May 28 - Jun 3 found 15 hours ago Roundtrip flight included Toronto (YTO) 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 $174 CA $247 total Apr 7 - Apr 8 includes taxes & fees 8.4/10 Very Good! (953 reviews) We had the most wonderful time for a girls weekend. We enjoyed the food all of the amenities and the staff was all lovely. We did, however have a really strange interaction with someone in the hot tub last night. Her name was Meghan was maybe mid 40s or 50s and had really short hair. She claimed ... Reviewed on Mar 16, 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 $145 CA $157 total Mar 22 - Mar 23 includes taxes & fees 7.8/10 Good! (1,002 reviews) Great staff! Reviewed on Feb 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%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 $87 CA $94 total Apr 5 - Apr 6 includes taxes & fees 6.6/10 (1,227 reviews) The staff was so friendly and knowledgeable Reviewed on Mar 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%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=17%2F03%2F2026&endDate=18%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