Ossipee Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to Rp16.000.000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Ossipee
Pine Peaks Lodge & Suites
14047 Swann Dr Crosslake MN
Fully refundableReserve now, pay when you stay
Rp2.413.216
Rp2.639.360 total
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (428 reviews)
"Front desk staff was friendly and helpful. Room was clean, although furnishings somewhat dated. Cannot speak to the rest of the amenities as we were there for one night; checked in, slept and checked out."
Reviewed on 13 Aug 2026
Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG
15739 Audubon Way Brainerd MN
Fully refundable
Rp2.556.411
Rp2.834.420 total
13 Sept - 14 Sept
includes taxes & fees
8.8/10 Excellent! (925 reviews)
"Love the water park and the stagg was very helpful and friendly."
Reviewed on 14 Aug 2026
Country Inn Deerwood
23884 Front Street Deerwood MN
Fully refundableReserve now, pay when you stay
Rp1.126.072
Rp1.235.837 total
16 Aug - 17 Aug
includes taxes & fees
6.8/10 (1,001 reviews)
"The hot tub was not working and the breakfast was very minimal and our room smelled musty"
Reviewed on 12 Aug 2026
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.
Stay near popular Ossipee attractions
Upper Mission Lake
Commune with nature and explore the great outdoors at Upper Mission Lake during your travels in Ossipee. Wander the lakeside and beaches while you're in the area.
Bass Lake
Commune with nature and explore the great outdoors at Bass Lake during your travels in Ossipee. Wander the lakeside and beaches while you're in the area.
Lower Mission Lake
Commune with nature and explore the great outdoors at Lower Mission Lake during your travels in Ossipee. Wander the lakeside and beaches while you're in the area.
Mission Lake Wildlife Management Area
You can take time to visit Mission Lake Wildlife Management Area during your travels to Ossipee. Wander the lakeside and beaches while you're in the area.
Frequently asked questions
How much does an Ossipee holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Ossipee costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Ossipee?
The off-season is the best time to head to Ossipee if you're trying to save. Another tip for scoring cheap Ossipee holiday packages? Avoid visiting during public holidays and any major events.
How many days is enough for Ossipee?
With a well-organised travel plan, you can easily hit the most popular Ossipee sights in a few days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Ossipee holiday for longer.
How to find the best Ossipee package deals?
Start your search for an Ossipee package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Ossipee package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Ossipee getaway off to a flying start.
Is it cheaper to book an Ossipee holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and accommodation separately. Better still, you can personalise your Ossipee escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Ossipee?
Secure incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Ossipee adventure.
How to plan a trip to Ossipee?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Ossipee.
- Work out your budget: Ensure you have enough money to cover everything from transportation and food to activities and airfares. Your accommodation will likely be the largest expense during your trip to Ossipee.
- Decide how long to go away for: Now that you're up to speed on Ossipee, you can work out the perfect length of your holiday. Create a rough plan and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Ossipee holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
