Ossipee Trips (flight + hotel)

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Top hotels in Ossipee

The Lodge at Brainerd Lakes, Trademark Collection by Wyndham

The Lodge at Brainerd Lakes, Trademark Collection by Wyndham

3 out of 5
6967 Lake Forest Rd, Brainerd, MN
Fully refundableReserve now, pay when you stay
The price is P5,734 per night from Aug 24 to Aug 25
P5,734
P6,867 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,010 reviews)
"For the price property was nice. Very clean, rooms were spacious and like the smaller water park. It is dated and needs some refreshing. The included breakfast was not worth it, but they rarely are."

Reviewed on Jul 21, 2025

The Lodge at Brainerd Lakes, Trademark Collection by Wyndham
Grand View Lodge

Grand View Lodge

3.5 out of 5
23521 Nokomis Avenue, Nisswa, MN
9/10 Wonderful! (793 reviews)
"Beautiful property, rooms were great. Staff/customer service could be better. They have many activities planned, but unfortunately, they were either canceled or ended early. For example, live music planned until 10pm ended at 9pm, and the prior day was scheduled until 6pm ended at 4pm. We also had ..."

Reviewed on Jul 22, 2025

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Grand View Lodge
Pine Peaks Lodge & Suites

Pine Peaks Lodge & Suites

2.5 out of 5
14047 Swann Dr, Crosslake, MN
Fully refundableReserve now, pay when you stay
The price is P6,860 per night from Jul 28 to Jul 29
P6,860
P7,435 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (193 reviews)
"Fantastic stay!"

Reviewed on Jul 22, 2025

Pine Peaks Lodge & Suites
See all 926 properties in Ossipee
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.

Frequently asked questions

How much does an Ossipee vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation 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 vacation packages? Avoid visiting during public holidays and any major events.
How many days is enough for Ossipee?
With a well-organized 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 vacation 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 vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can personalize 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 vacation 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?

  1. 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.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to activities and airfares. Your accommodations will likely be the largest expense during your trip to Ossipee.
  3. 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 vacation. Create a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Ossipee vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.