Ossipee Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*
  • Find the right fit

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

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

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Ossipee Holiday

Our pick of the best Ossipee Hotel Deals

Waterfront Cabin! Infloor heat, fireplace, Games, new hot tub mid Nov!

Waterfront Cabin! Infloor heat, fireplace, Games, new hot tub mid Nov!

Merrifield MN
The price is NZ$695 per night from 24 Feb to 25 Feb
NZ$695
24 Feb - 25 Feb
includes taxes & fees
10/10 Exceptional! (12 reviews)
We had a wonderful stay. The host amenities were definitely a highlight, but we also really appreciated the peaceful atmosphere and how comfortable the space felt overall.

Reviewed on 12 Feb 2026

Waterfront Cabin! Infloor heat, fireplace, Games, new hot tub mid Nov!
The Lodge at Brainerd Lakes, Trademark Collection by Wyndham

The Lodge at Brainerd Lakes, Trademark Collection by Wyndham

3 out of 5
6967 Lake Forest Rd Brainerd MN
Fully refundableReserve now, pay when you stay
The price is NZ$202 per night from 1 Mar to 2 Mar
NZ$202
1 Mar - 2 Mar
includes taxes & fees
7.8/10 Good! (1,005 reviews)
Clean room spacious bed was comfortable nice pillows I definitely stay there again

Reviewed on 16 Feb 2026

The Lodge at Brainerd Lakes, Trademark Collection by Wyndham
Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG

Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG

3 out of 5
15739 Audubon Way Brainerd MN
The price is NZ$219 per night from 3 Mar to 4 Mar
NZ$219
3 Mar - 4 Mar
includes taxes & fees
8.6/10 Excellent! (870 reviews)
Yes the stay was excellent! Roo. Clean stafff friend and concern! Our granddaughter comited and they were helpful in getting clean bedding. They all were amazing. Water park was excellent as well

Reviewed on 26 Jan 2026

Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG
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.

Explore a world of travel with Expedia

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