Ossipee Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 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 Flight + Hotel Deals in Ossipee
Price found within the past 48 hours. Click for updated prices.
The Whitney Hotel
Beacon Hill
€1,794
per person
18 Oct - 22 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (611 reviews)
Our spacious room amenities were amazing! All the usual plus a loofa, bath salts, slippers, fabulous terry robe, hand steamer for clothes, espresso machine, refrigerator, assorted care products like shower cap, cotton pads, q-tips, sewing kit, and more that I can’t remember. It was such a luxurious experience. I will be back and I highly recommend this hotel for its phenomenal location.
Reviewed on 11 Sept 2026
Top hotels in Ossipee
Mill Falls Resort Collection at the Lake
281 Daniel Webster Hwy Meredith NH
€171
16 Sept - 17 Sept
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"Average inn"
Reviewed on 11 Sept 2026
Best Western Plus Landmark Inn
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
€99
15 Sept - 16 Sept
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"The air conditioner was full of dust and made the room smell awful . Must have needed a new filter . Rug looked clean but may have contributed to odor . 2 AM loud voices , arguing, screaming lasted a few hours with no intervention."
Reviewed on 11 Sept 2026
The Green Granite North Conway, an Ascend Collection Hotel
1515 White Mountain Hwy North Conway NH
Fully refundable
€117
20 Sept - 21 Sept
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 7 Sept 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 holiday package cost?
You can grab a holiday package to this destination from €838 on Expedia. But how much your holiday 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?
To score cheap Ossipee holiday packages, plan your trip outside of busy periods like public holidays and major festivals. You'll generally find better availability and lower prices when it's less busy.
How many days is enough for Ossipee?
With a well-organised itinerary, you can easily tick off the main Ossipee attractions in a few days. But if you prefer to discover hidden gems or go on day tours, consider booking your Ossipee holiday 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 holiday package well in advance.
Is it cheaper to book an Ossipee holiday as a package?
You can enjoy significant savings on your Ossipee retreat by booking a personalised holiday package. Check the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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.
How to plan a trip to Ossipee?
- Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Ossipee.
- Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to experiences and flights. Your accommodation will probably be the biggest expense during your trip to Ossipee.
- Decide how long to go away for: Now that you're more familiar with Ossipee, you can work out the perfect length of your break. Create a draft itinerary and allocate enough time to cover everything you want to do.
- Bundle your airfare and accommodation: Once you've nailed down your dates and duration, lock in the right Ossipee holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
