Title: Ossipee Vacation Packages 2026 from $574 | Expedia.com [Hotels in Ossipee](https://expedia.com/Ossipee-Hotels.d553248634999059097.Travel-Guide-Hotels)[Vacation Rentals in Ossipee](https://expedia.com/Ossipee-Vacation-Rentals.d553248634999059097.Travel-Guide-VacationRentals)[Flights to Ossipee](https://expedia.com/Cheap-Flights-To-Ossipee.d553248634999059097.Travel-Guide-Flights)[Car Rentals in Ossipee](https://expedia.com/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 Vacations from $574 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/Province-Lake-New-Hampshire.d553248635976196840.Vacation-Attraction), [Wentworth State Park](https://www.expedia.com/Wentworth-State-Park-Wolfeboro.d6333338.Vacation-Attraction) and [Sap House Meadery](https://www.expedia.com/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. ## The Latest Ossipee vacation packages 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 Save 100% on your flight $574 per person May 14 - May 16 found 1 day ago Roundtrip flight included Chicago (CHI) to Boston (BOS) 8.6/10 Excellent! (1,384 reviews) Good location to T.D. Garden. Reviewed on Mar 7, 2026 ![Boston Lodge and Suites](https://images.trvl-media.com/lodging/22000000/21340000/21333100/21333029/f9b493e0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Lodge and Suites Dorchester Save 100% on your flight $883 per person Apr 13 - Apr 17 found 1 day ago Roundtrip flight included Dallas (DFW) to Boston (BOS) 8.4/10 Very Good! (188 reviews) Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available. Reviewed on Nov 10, 2025 ![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 Save 100% on your flight $1,031 per person May 22 - May 25 found 1 day ago Roundtrip flight included Chicago (ORD) to Boston (BOS) 9.6/10 Exceptional! (251 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 2026 ![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/6c2b250e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Charles Hotel West Cambridge Save 100% on your flight $1,177 per person Apr 17 - Apr 20 found 1 day ago Roundtrip flight included Chicago (CHI) to Boston (BOS) 9.4/10 Exceptional! (1,003 reviews) Room and staff were great Reviewed on Feb 26, 2026 ![Life House, Nantucket](https://images.trvl-media.com/lodging/49000000/48530000/48529300/48529240/a9cbc478_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Life House, Nantucket Nantucket Town Save 100% on your flight $890 per person Jun 4 - Jun 7 found 1 day ago Roundtrip flight included Miami (MIA) to Boston (BOS) 8/10 Very Good! (65 reviews) The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again. Reviewed on Sep 26, 2025 Don't see what you're looking for? See all available trips from Columbus to Ossipee [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-09/2026-04-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FRY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](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.com/deals?rfrr=PKG_SPRING_PROMO_553248634999059097) ## 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 $180 nightly $195 total Apr 7 - Apr 8 Total with taxes and fees 8.4/10 Very Good! (949 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.com/Hotel-Search?startDate=4%2F7%2F2026&endDate=4%2F8%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 $99 nightly $108 total Mar 11 - Mar 12 Total with taxes and fees 7.8/10 Good! (1,003 reviews) Great staff! Reviewed on Feb 28, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F11%2F2026&endDate=3%2F12%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 $76 nightly $82 total Mar 30 - Mar 31 Total with taxes and fees 6.6/10 (1,232 reviews) It was fine and economical. The Breakfast staff was wonderful and you had a variety of options. Warm Breakfast.? Reviewed on Mar 8, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=1219930&PinnedHotelID=1219930&HadPinnedHotel=true®ionId=553248634999059097) [See all 1,951 properties in Ossipee](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F10%2F2026&endDate=3%2F11%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. ## Find the Best Ossipee Vacation Packages ## Ossipee Essential Information | Language | English | | ---------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 4,700 | | Top Sights | [Allen Albee Beach](https://www.expedia.com/Allen-Albee-Beach-Wolfeboro.d6271252.Vacation-Attraction), [Brewster Beach](https://www.expedia.com/Brewster-Beach-Wolfeboro.d553248635924387464.Vacation-Attraction) and [Wolfeboro Abenaki Ski Area](https://www.expedia.com/Wolfeboro-Abenaki-Ski-Area-Wolfeboro.d553248635975102855.Vacation-Attraction) | ## More vacations you might like 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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 even more - get up to 20% on select hotels 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