Ossipee Holidays from £855

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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.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Save 100% on your flight
Price was £1,265, price is now £855 per person
£855
per person
1 Nov - 8 Nov
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Great Experience at a great location

Reviewed on 21 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £1,923, price is now £1,143 per person
£1,143
per person
9 Oct - 12 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on 24 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £3,820, price is now £2,448 per person
£2,448
per person
29 Oct - 5 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on 20 Aug 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was £1,862, price is now £1,314 per person
£1,314
per person
9 Oct - 12 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
The Langham is a wonderful, luxurious family hotel. The staff were absolutely lovely and made a fuss over our young daughter which seems rare at hotels these days. The location of the hotel is also fantastic, as it's within walking distance to both the Boston Children’s Museum and the aquarium. The indoor pool was a fantastic added bonus that our family thoroughly enjoyed. We were so impressed with our experience that we will definitely be staying at The Langham again the next time we are in Boston.

Reviewed on 21 Aug 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Price was £1,477, price is now £1,063 per person
£1,063
per person
25 Oct - 31 Oct
found 12 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.2/10 Very Good! (139 reviews)
Clean. Great location.

Reviewed on 31 Jul 2025

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

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 £59 per night from 2 Sept to 3 Sept
£59
2 Sept - 3 Sept
includes taxes & fees
6.8/10 (1,214 reviews)
"👍"

Reviewed on 22 Aug 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 £129 per night from 4 Sept to 5 Sept
£129
4 Sept - 5 Sept
includes taxes & fees
8.2/10 Very Good! (794 reviews)
"Our room was clean, comfortable and had some character with a lake view balcony and gas fireplace. The only thing that was wrong was that the tv did not work correctly. It went in and out. If you were watching a show, you’d get about 2 sentences, and then it would go dark for about 5 seconds, and ..."

Reviewed on 22 Aug 2025

Mill Falls Resort Collection at the Lake
Quality Inn

Quality Inn

2.5 out of 5
1567 White Mountain Hwy, North Conway, NH
Fully refundableReserve now, pay when you stay
The price is £79 per night from 26 Aug to 27 Aug
£79
26 Aug - 27 Aug
includes taxes & fees
7.4/10 Good! (1,004 reviews)
"Very nice withvgreat amenities."

Reviewed on 20 Aug 2025

Quality Inn
See all 1,971 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

Frequently asked questions

How much does an Ossipee travel package cost?
Starting from just £855, 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.