Ossipee Vacations from ￥250,708

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    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Ossipee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
8.8/10 Excellent! (1,009 reviews)
Beautiful hotel. Perfectly located

Reviewed on Jul 4, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Great hotel terrific staff

Reviewed on Jul 12, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful facility and wonderful staff.

Reviewed on Jul 10, 2025

InterContinental Boston by IHG

InterContinental Boston by IHG

5 out of 5
Downtown Boston
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.2/10 Wonderful! (1,013 reviews)
Great location. Well appointed rooms.

Reviewed on Jul 10, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (224 reviews)
This was a cute little hotel located in a central area making it easy to walk to see many places! It’s an extremely tiny room, so not ideal if you plan to spend any time in your room other than sleeping. We don’t stay put, so it was ideal for us!

Reviewed on Jul 8, 2025

Find the Best Ossipee Vacation Packages

Ossipee Hotel Deals

Green Granite Inn, Ascend Hotel Collection
Green Granite Inn, Ascend Hotel Collection
2.5 out of 5
1515 White Mountain Hwy, North Conway, NH
Fully refundableReserve now, pay when you stay
The price is ￥9,446 per night from Jul 20 to Jul 21
￥9,446
￥10,248 total
Jul 20 - Jul 21
includes taxes & fees
7/10 Good! (1,188 reviews)
"It was a clean, comfortable stay which I enjoyed. My only complaint was I requested an early check in which they said they could accommodate when I called ahead. Upon arrival they said they knew nothing of it and refused to check me in early. I’ll probably try one of the areas many other hotels and ..."

Reviewed on Jul 7, 2025

Green Granite Inn, Ascend Hotel Collection
Mill Falls Resort Collection at the Lake
Mill Falls Resort Collection at the Lake
3 out of 5
281 Daniel Webster Hwy, Meredith, NH
The price is ￥29,312 per night from Jul 15 to Jul 16
￥29,312
￥38,071 total
Jul 15 - Jul 16
includes taxes & fees
8.2/10 Very Good! (727 reviews)
"Great. Screen door was loud and needs a gentle close adaptation and would be perfect."

Reviewed on Jul 9, 2025

Mill Falls Resort Collection at the Lake
Best Western Plus Landmark Inn
Best Western Plus Landmark Inn
2.5 out of 5
480 Main Street, Laconia, NH
The price is ￥16,657 per night from Jul 16 to Jul 17
￥16,657
￥18,072 total
Jul 16 - Jul 17
includes taxes & fees
7.6/10 Good! (1,003 reviews)
I would recommend this hotel
"Room we clean and spacious. Breakfast was included. Fast checkout."

Reviewed on Jul 10, 2025

Best Western Plus Landmark Inn
See all 1,985 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?
You can grab a vacation package to this destination from ￥250,708 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?
To score cheap Ossipee vacation 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-organized 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 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.
How to plan a trip to Ossipee?

  1. 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.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Ossipee.
  3. 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.
  4. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, lock in the right Ossipee vacation package for you.

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