West Ossipee Vacations from $553

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Your West Ossipee Vacation

Reserve a West Ossipee vacation package that includes everything you need and nothing you don't. Good for nature, families and views, consider basing yourself in the neighborhood of Chocorua. You'll want to do some exploring during your trip to West Ossipee. Make time for big-name attractions such as Ossipee Lake, White Lake State Park and Bearcamp River. Expedia is here to help you escape your routine. Tailor your vacation to West Ossipee to match your travel style, whatever that may be!

The Latest West Ossipee vacation packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $654, price is now $553 per person
$553
per person
Jan 8 - Jan 11
found 24 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
9.2/10 Wonderful! (1,851 reviews)
each floor had a pantry where you can make coffee. Although the downstairs coffee in the lobby emptied really fast and they didn’t really refill it very often. There’s only one elevator going up to the fourth floor, at least by the lobby. So sometimes it would get crowded. The hotel is centrally located and very close to everything. I would highly recommend.

Reviewed on Oct 27, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $2,328, price is now $1,783 per person
$1,783
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.6/10 Exceptional! (199 reviews)

Nautical Mile

Nautical Mile

2.5 out of 5
Price was $698, price is now $557 per person
$557
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
8.6/10 Excellent! (25 reviews)
I've stayed at the Nautical Mile many times! The rooms are perfect for a get-away! The pool is always ready to cool off in and the people, both working at the Nautical Mile and guests are very friendly.

Reviewed on Sep 8, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,275, price is now $1,093 per person
$1,093
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,007 reviews)
The property was very clean and well maintained. The staff were friendly and helpful. It’s the ideal location when attending the Ogunquit Playhouse. We didn’t have time to take advantage of them, but I was impressed by the many amenities available. The complimentary breakfast was adequate.

Reviewed on Oct 26, 2026

Inn By The Sea

Inn By The Sea

4 out of 5
Price was $869, price is now $749 per person
$749
per person
Jan 8 - Jan 11
found 24 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
9.6/10 Exceptional! (342 reviews)

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West Ossipee Hotel Deals

Econo Lodge Lake Region

Econo Lodge Lake Region

2 out of 5
2365 White Mountain Hwy West Ossipee NH
$76 nightly
The price is $82 total per night from Nov 6 to Nov 7
$82 total
Nov 6 - Nov 7
Total with taxes and fees
Econo Lodge Lake Region
North Conway Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court North Conway NH
$117 nightly
The price is $127 total per night from Nov 1 to Nov 2
$127 total
Nov 1 - Nov 2
Total with taxes and fees
North Conway Grand Hotel
Grand Summit Hotel at Attitash

Grand Summit Hotel at Attitash

3 out of 5
104 Grand Summit Road Bartlett NH
$122 nightly
The price is $133 total per night from Nov 2 to Nov 3
$133 total
Nov 2 - Nov 3
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
"This hotel is a fantastic value in the area. The loft rooms we have stayed in are spacious and functional, with comfortable beds and beautiful views of the mountains from the windows. Unfortunately this time the restaurant wasn’t open, last time we stayed the food was amazing. While it is a little ..."

Reviewed on Oct 27, 2026

Grand Summit Hotel at Attitash
See all 2,381 properties in West 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.

Find the Best West Ossipee Vacation Packages

West Ossipee Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
King Pine Ski Area, Tuckerman Brewery and The Barnstormers Theatre

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Frequently asked questions

How much does a West Ossipee vacation package cost?
Offering great value package deals from $553 on Expedia, you'll be pleasantly surprised at how much a vacation to West Ossipee costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to West Ossipee?
If you'd like to book a cheap West Ossipee vacation package, consider visiting in March, November and December. You'll usually find lower prices on hotels and flights during these months — perfect for budget-conscious travelers.
How many days is enough for West Ossipee?
With a well-planned schedule, you can easily visit the top West Ossipee sights in a few days. But if you prefer to discover hidden gems or take day trips, think about booking your West Ossipee vacation for longer.
How to find the best West Ossipee package deals?
Start your search for a West Ossipee package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal West Ossipee package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your West Ossipee adventure underway.
Is it cheaper to book a West Ossipee vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized West Ossipee vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to West Ossipee?
Land fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu West Ossipee escape.
Does Expedia offer Book Now, Pay Later West Ossipee vacation packages?
If you're anything like us, you love traveling but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your West Ossipee vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

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