Ossipee Vacations from $281

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The Latest Ossipee vacation packages

Price found within the past 48 hours. Click for updated prices.
Legacy Lakeside Resort

Legacy Lakeside Resort

2.5 out of 5
Price was $338, price is now $281 per person
$281
per person
Oct 23 - Oct 27
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Brainerd (BRD)
10/10 Exceptional! (3 reviews)
Legacy lakeside resort was fantastic! There's trails to walk, kayaks, paddle boards, paddle boats, nice beach, clean, very comfy beds, quiet and relaxing. There's also a cool game room, grills, fish cleaning station. We will definitely be coming back! It's our new favorite place to go! Staff were very helpful and kind too!!

Reviewed on Aug 25, 2024

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Ossipee Hotel Deals

*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!

*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!

Merrifield
Get rates
*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!
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
$106 nightly
The price is $117 total per night from Sep 4 to Sep 5
$117 total
Sep 4 - Sep 5
Total with taxes and fees
The Lodge at Brainerd Lakes, Trademark Collection by Wyndham
Rapid River Lodge

Rapid River Lodge

2.5 out of 5
7376 Woida Rd, Baxter, MN
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $101 total per night from Sep 9 to Sep 10
$101 total
Sep 9 - Sep 10
Total with taxes and fees
Rapid River Lodge
See all 909 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.

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Frequently asked questions

How much does an Ossipee vacation package cost?
Offering excellent value package deals from $281 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?
You can usually find lower prices and greater availability in November, December and January. Browse our cheap Ossipee vacation packages and you could score some great off-season discounts.
How many days is enough for Ossipee?
With a well-organized travel plan, you can easily tick off the main Ossipee sights in a few days. But if you prefer to discover lesser-known spots or go on 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.
Does Expedia offer Book Now, Pay Later Ossipee vacation packages?
Your Ossipee trip is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

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.