Ossipee Holidays from £1,074

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    Packages with flights are ATOL protected

Your Ossipee Holiday

With all your travel plans organised before you set off, our Ossipee holiday packages let you simply focus on holidaying! 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 holiday is a couple of clicks away with Expedia.

Top Ossipee Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Save 100% on your flight
Price was £1,723, price is now £1,074 per person
£1,074
per person
15 Sept - 22 Sept
found 1 day ago
Return direct flight included
Newcastle (NCL) to Boston (BOS)
9.4/10 Exceptional! (603 reviews)
Great experience, rooms were clean and very nice. Our expectations were definitely exceeded. The hotel staff was also amazing, the girl at the valet counter was very helpful and so was Alexis at the front desk. Highly recommend. Hotel is centrally located with tons of food options and walking distance to train station.

Reviewed on 27 Jul 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was £2,450, price is now £1,542 per person
£1,542
per person
2 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (262 reviews)
This Inn is a beautiful old building with a long history. It is located within easy walking distance of downtown Lexington with all its history. The Inn had wonderful rooms, a great staff and a top rate restaurant all in one place. Highly recommend!

Reviewed on 13 Jul 2026

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
North Brookline
Save 100% on your flight
Price was £1,707, price is now £1,161 per person
£1,161
per person
3 Oct - 10 Oct
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
6.8/10 (5 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells. Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.

Reviewed on 6 Jul 2026

Lark Hotels 907 Main

Lark Hotels 907 Main

2 out of 5
Central Square
Price was £2,347, price is now £1,670 per person
£1,670
per person
31 Aug - 5 Sept
found 4 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (203 reviews)

Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium

2 out of 5
Allston
Price was £1,589, price is now £1,158 per person
£1,158
per person
3 Oct - 10 Oct
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
8.8/10 Excellent! (13 reviews)

Ossipee Essential Information

Language
English
Currency
U.S dollars
Population
4,700
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Allen Albee Beach, Brewster Beach and Wentworth State Park

Top hotels in Ossipee

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 £215 per night from 5 Aug to 6 Aug
£215
5 Aug - 6 Aug
includes taxes & fees
8.4/10 Very good! (1,015 reviews)
"I love the room and view"

Reviewed on 27 Jul 2026

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
Fully refundableReserve now, pay when you stay
The price is £93 per night from 26 Aug to 27 Aug
£93
26 Aug - 27 Aug
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"The room was ok.Bed was good. Breakfast was good. That being said. Some lamps were inop, bathroom wastebasket had trash in it, the tv guide card showed 40 plus channels but the tv only received 20 and not very well. When asking the desk the agent she was polite but not very informative. Now I know ..."

Reviewed on 27 Jul 2026

Best Western Plus Landmark Inn
The Green Granite North Conway, an Ascend Collection Hotel

The Green Granite North Conway, an Ascend Collection Hotel

2.5 out of 5
1515 White Mountain Hwy North Conway NH
Fully refundable
The price is £95 per night from 11 Aug to 12 Aug
£95
11 Aug - 12 Aug
includes taxes & fees
7.2/10 Good! (143 reviews)
"One of the most disgusting hotels I’ve ever stayed in. You could not pay me to stay here again. Walls are paper thin, locks on the doors barely worked, there were brown stains all over the bathroom walls/bed frame, mold all over the ceiling and the room had clearly not been vacuumed."

Reviewed on 27 Jul 2026

The Green Granite North Conway, an Ascend Collection Hotel
See all 2,099 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Ossipee attractions

Duncan Lake

Commune with nature and explore the great outdoors at Duncan Lake during your travels in Ossipee.
See properties

Frequently asked questions

How much does an Ossipee travel package cost?
Starting from just £1,074, a package is your portal to cheaper travel. Build your own Ossipee getaway by selecting from our great range of hotels, flights and rental cars.
If I'm not able to travel, can I cancel my Ossipee travel package?
You sure can, and we'll help you every step of the way. You may be able to change or cancel your Ossipee travel package for free if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company for older bookings. If life gets in the way of your holiday, visit our Customer Service Portal for further information.
How do I get a cheap travel package to Ossipee?
Crafting your own Ossipee travel package with Expedia is a smart way to save. We have access to more than 550 air carriers and 1,000,000 hotels around the globe. With such a wonderful range to choose from, you'll have no difficulty creating your perfect escape.
Does Expedia offer Book Now, Pay Later Ossipee holidays?
We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan that suits you best during the checkout process and take the stress out of budgeting for your next trip. Make sure you bundle your flights, hotel and car hire with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can escape on that well-earned holiday sooner.
  • Pay in instalments holidays: If you'd like to pay off your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan with Klarna.

What are the top hotels in Ossipee?
If this will be your first visit to Ossipee, lock in a room at Green Granite Inn or Hampton Inn & Suites Portsmouth Downtown. Both hotels offer comfortable beds and are top options with many travellers.
How far in advance should I book my Ossipee holiday?
It's hard to pick the best time for airfares, but we generally suggest the earlier, the better. Many international journeys on Expedia become available to compare up to 12 months in advance. If you're booking last minute, don't worry. Low prices occasionally appear within a few weeks of departure dates.
What does an Expedia Ossipee travel package include?
From airfares and hotels to car rentals, Expedia can help you create an Ossipee package that's ideal for you. Heading away for a week or longer? Give some thought to a rental car, hotel and flight bundle. If your break is short, a flight and hotel deal could be what you're after. Tours and activities can be added once you've made your booking. Our packages make it a breeze to plan and save.
What should I know before booking an Ossipee travel package?
A travel package can be easier on the hip pocket than separately booking everything you need for your getaway. For example, combine your flights, hotels and rental cars and score impressive savings. No matter your holiday plans, you're sure to find a package that matches your budget.
Can I choose my airline with an Ossipee Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.