Ossipee Vacation Packages
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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.
Top Ossipee Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston
CA $1,848
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (265 reviews)
I had a King room with a fireplace, it was a nice size room and very clean. The bathroom was nice and they had a robe hanging for me. Little touches like personalized notes and soft drinks in the refrigerator and snacks to pick up for the room. The staff was very friendly. I'm not a breakfast eater so can't really comment on that although there was a nice continental spread and you could order off the menu. I will say that I was a bit disappointed in the restaurant. Had dinner there the night before and for the price, I felt the food was a little lackluster. The bartender was very nice and he was my server as well. All in all I really enjoyed my stay and if I go back to Lexington I would stay there again.
Reviewed on Sep 4, 2026
Ready to book your vacation to Ossipee?
Ossipee Hotel Deals
Mill Falls Resort Collection at the Lake
281 Daniel Webster Hwy Meredith NH
CA $199
CA $275 total
Sep 16 - Sep 17
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"Our room was clean, facility was clean, as well. We used the outdoor pool and the pool bathrooms which were tidy. There was some details of the windowsill and the sliding door off our room that needed attention as well as outside, but, my husband and I are very observant of such things while most ..."
Reviewed on Sep 11, 2026
Best Western Plus Landmark Inn
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
CA $147
CA $160 total
Sep 16 - Sep 17
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Very nice, breakfast and nice staff."
Reviewed on Sep 9, 2026
The Green Granite North Conway, an Ascend Collection Hotel
1515 White Mountain Hwy North Conway NH
Fully refundable
CA $173
CA $188 total
Sep 20 - Sep 21
includes taxes & fees
6.6/10 (231 reviews)
"This is not the same place it was 10 years ago. Booked through Expedia, check in was stressful because it seemed like they didn’t have all of our rooms but in the end, they did. Our room has 2 very dim lights, we had to go to Lowe’s and buy a lamp and light bulbs. Now, they are double charging me ..."
Reviewed on Sep 7, 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
Duncan Lake
Commune with nature and explore the great outdoors at Duncan Lake during your travels in Ossipee.
Frequently asked questions
How much does an Ossipee vacation package cost?
You'll find cheap prices from CA $898 on Expedia for your Ossipee getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Ossipee costs.
What are the cheapest months to go to Ossipee?
The off-season is the best time to travel to Ossipee if you're trying to save. Another tip for scoring cheap Ossipee vacation packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Ossipee?
For an Ossipee vacation, a handful of days will be enough to tour the best spots. Make sure to stop by Wentworth State Park — it's one of the top sights in this destination. If you want more activities, consider basing yourself here and going on some tours from Ossipee.
How to find the best Ossipee package deals?
Bagging a cheap Ossipee package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most affordable Ossipee package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Ossipee vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can customize your Ossipee trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Ossipee?
If you have your Ossipee vacation dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Ossipee?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Ossipee.
- Work out your budget: Ensure you have enough money to pay for everything from food and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Ossipee.
- Decide your trip length: Consider how much time you want to spend discovering Ossipee. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find an Ossipee vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
