Ossipee Vacations from $638
Book a Hotel + Flight or Car together to unlock savings
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, Wentworth State Park and Sap House Meadery. 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.
Raffles Boston
Back Bay
$1,528
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
A stunning hotel with super helpful staff. Would highly recommend the Raffles, from start to finish it was excellent and we’ll definitely be back.
Reviewed on Oct 14, 2026
Stay near popular Ossipee attractions
Duncan Lake
Commune with nature and explore the great outdoors at Duncan Lake during your travels in Ossipee.
Ossipee Hotel Deals
Mill Falls Resort Collection at the Lake
281 Daniel Webster Hwy Meredith NH
$209 nightly
$226 total
Oct 28 - Oct 29
Total with taxes and fees
The Green Granite North Conway, an Ascend Collection Hotel
1515 White Mountain Hwy North Conway NH
Fully refundable
$71 nightly
$77 total
Nov 1 - Nov 2
Total with taxes and fees
6.6/10 (277 reviews)
"This had to be the worst hotel ever. The place was filthy, the television did not work, the sliding glass doors were even hard for my husband to open.When they did open the screen door was unable to be opened. After speaking to the help they gave us a new room. The television finally worked but everything ..."
Reviewed on Oct 15, 2026
Best Western Plus Landmark Inn
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
$101 nightly
$110 total
Nov 1 - Nov 2
Total with taxes and fees
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, Brewster Beach and Wolfeboro Abenaki Ski Area |
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Frequently asked questions
How much does an Ossipee vacation package cost?
You can grab a vacation package to this destination from $638 on Expedia. But how much your vacation to Ossipee costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Ossipee?
If you're looking to snag a cheap Ossipee vacation package, consider traveling in October, November and December. You'll usually find lower prices on flights and accommodations during these months — perfect for a budget-friendly break.
How many days is enough for Ossipee?
With a well-planned itinerary, you can easily tick off the main Ossipee sights in a few days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Ossipee vacation for longer.
How to find the best Ossipee package deals?
Use Expedia's handy filters to help you find some unbeatable Ossipee package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Ossipee package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Ossipee vacation as a package?
You can enjoy significant savings on your Ossipee retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Ossipee?
Secure incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Ossipee escape.
Does Expedia offer Book Now, Pay Later Ossipee vacation packages?
Your Ossipee break is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.