West Ossipee Vacations from $844

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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.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $1,245, price is now $844 per person
$844
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
9/10 Wonderful! (1,003 reviews)
The front desk was incredibly nice. They moved us closer to our family in another room without being asked. It was very appreciated, thank you.

Reviewed on May 3, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,428, price is now $981 per person
$981
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
8.6/10 Excellent! (1,001 reviews)
Very well kept… great staff we had a great time

Reviewed on Apr 14, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,879, price is now $1,336 per person
$1,336
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again

Reviewed on Apr 23, 2026

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $2,207, price is now $1,593 per person
$1,593
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
9.4/10 Exceptional! (1,003 reviews)
all was great. my favorite place!

Reviewed on Apr 29, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,601, price is now $1,158 per person
$1,158
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
9.2/10 Wonderful! (1,751 reviews)
Really enjoyed our stay. Staff was great as well!

Reviewed on May 8, 2026

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West Ossipee Hotel Deals

North Conway Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $131 total per night from May 12 to May 13
$131 total
May 12 - May 13
Total with taxes and fees
8.4/10 Very Good! (1,056 reviews)
Children friendly

Reviewed on May 4, 2026

North Conway Grand Hotel
Hampton Inn & Suites North Conway

Hampton Inn & Suites North Conway

2.5 out of 5
1788 White Mountain Hwy North Conway NH
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $105 total per night from May 17 to May 18
$105 total
May 17 - May 18
Total with taxes and fees
8.6/10 Excellent! (1,011 reviews)
Great for a little getaway with the kids. Love the breakfast and water slides.

Reviewed on May 9, 2026

Hampton Inn & Suites North Conway
Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

3 out of 5
281 Daniel Webster Hwy Meredith NH
$114 nightly
The price is $124 total per night from May 11 to May 12
$124 total
May 11 - May 12
Total with taxes and fees
8.4/10 Very Good! (974 reviews)
W

Reviewed on May 4, 2026

Mill Falls Resort Collection at the Lake
See all 2,290 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 $844 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.