
Ossipee Vacations from $820
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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.
The Latest Ossipee vacation packages
Price found within the past 48 hours. Click for updated prices.


Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,065, price is now $1,218 per person
$1,218
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
This was 10/10 with everything top tier
Reviewed on May 20, 2026

Sea Crest Beach Resort
Save 100% on your flight
Price was $2,714, price is now $1,808 per person
$1,808
per person
Jul 27 - Aug 1
found 14 hours ago
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
8/10 Very Good! (276 reviews)
There was no housekeeping to clean my house the next day we have to request amenity for my stay.
Reviewed on May 19, 2026

By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
Price was $1,554, price is now $1,036 per person
$1,036
per person
Jul 6 - Jul 10
just found
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025

Meco Hotel - Hostel
West End
Save 100% on your flight
Price was $1,425, price is now $951 per person
$951
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
8.6/10 Excellent! (414 reviews)
Great access very cheep.
Was not expecting that much for a reasonable price, but was surprised when they had a 24h autolock, well furnished and clean bunkers, and most importantly, well mannerred room mates. Also had a small snack stand, free coffee in the morning which made me very happy.
would love to stay here again!
Reviewed on May 18, 2026
Ossipee Hotel Deals

Mill Falls Resort Collection at the Lake
281 Daniel Webster Hwy Meredith NH
$137 nightly
The price is $149 total per night from May 31 to Jun 1
$149 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (988 reviews)
"Our room has a great view and was just lovely"
Reviewed on May 21, 2026

The Green Granite North Conway, an Ascend Collection Hotel
1515 White Mountain Hwy North Conway NH
Fully refundable
$72 nightly
The price is $78 total per night from May 31 to Jun 1
$78 total
May 31 - Jun 1
Total with taxes and fees
6.6/10 (1,228 reviews)
"Yes, to both"
Reviewed on May 20, 2026

Home2 Suites by Hilton North Conway
1439 White Mountain Hwy North Conway NH
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $115 total per night from Jun 9 to Jun 10
$115 total
Jun 9 - Jun 10
Total with taxes and fees
9.4/10 Exceptional! (719 reviews)
"Booked a room with handicap accessible bathroom. Unfortunately tub/shower was unusable as tub bottom was extremely slippery as was bathroom floor. But it was a short trip from your vehicle to your room. Take elevator inside the lobby and when the door opened upstairs your room was in sight. Also ..."
Reviewed on May 21, 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.
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















