Ossipee Holidays from £1,374

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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.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Lexington Green Historic District
Price was £1,734, price is now £1,374 per person
£1,374
per person
18 Dec - 23 Dec
found 19 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (268 reviews)
Gorgeous and cosy with great breakfast

Reviewed on 22 Oct 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was £2,085, price is now £1,471 per person
£1,471
per person
19 Dec - 23 Dec
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Excellent as always.

Reviewed on 27 Oct 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was £2,306, price is now £1,731 per person
£1,731
per person
1 Dec - 6 Dec
found 18 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)
Great location and nice view from the room overlooking the park. However, the property is mismanaged. 4 days with most basic issues every day. Nice staff but they need training.

Reviewed on 22 Oct 2026

AC Hotel by Marriott Boston Downtown

AC Hotel by Marriott Boston Downtown

3.5 out of 5
South End
Price was £2,443, price is now £1,963 per person
£1,963
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
8.8/10 Excellent! (1,001 reviews)
REAL PILLOWS, comfortable and well appointed rooms with nice showers. Easy access to South Station and there’s a Whole Foods right around the back.

Reviewed on 26 Oct 2026

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
Price was £3,138, price is now £2,539 per person
£2,539
per person
8 Dec - 12 Dec
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (401 reviews)
My wife and I loved our stay in this hotel in October 2026. The property and room were beautiful and quite comfortable, the location was superb (steps away from Boston Common), and the staff were friendly, attentive and incredibly helpful. I will stay here again when I am in Boston. One quick anecdote - I was dropping off my wife and our luggage at the hotel before returning the rental car to a local Hertz drop-off location. As hotel staff was helping with the luggage, the hotel's driver offered to drive to the Hertz location with me following behind him (so as not to get lost) and then drive me back to the hotel. That was typical of our stay. Staff routinely anticipated our needs and provided seamless and cordial service. Loved it.

Reviewed on 12 Oct 2026

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

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 £62 per night from 18 Nov to 19 Nov
£62
18 Nov - 19 Nov
includes taxes & fees
6.6/10 (287 reviews)
"Booked a bunk bed room, was told they were removed months ago and offered two twin beds. Kinda the whole reason we booked the Inn."

Reviewed on 27 Oct 2026

The Green Granite North Conway, an Ascend Collection Hotel
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 £163 per night from 1 Nov to 2 Nov
£163
1 Nov - 2 Nov
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"I had a great experience. I loved having a view of the lake with a balcony. The pools were amazing and I had a relaxing time."

Reviewed on 27 Oct 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 £82 per night from 4 Nov to 5 Nov
£82
4 Nov - 5 Nov
includes taxes & fees
Best Western Plus Landmark Inn
See all 2,083 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 £1,374, 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.