West Ossipee Vacations from $620

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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.
Attitash Mountain Village

Attitash Mountain Village

3 out of 5
Save 100% on your flight
Price was $871, price is now $620 per person
$620
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
8.6/10 Excellent! (563 reviews)

Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,817, price is now $1,218 per person
$1,218
per person
Sep 20 - Sep 24
found 6 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
10/10 Exceptional! (4 reviews)
It was a spacious, clean, well thought out space with all the expected amenities. The location is ideal, and the hotel is truly a treasure.

Reviewed on Jun 28, 2026

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Save 100% on your flight
Price was $1,340, price is now $919 per person
$919
per person
Aug 4 - Aug 8
found 11 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
8.8/10 Excellent! (196 reviews)
We had a really wonderful visit at the Inn at Diamond Cove. It was a special adventure and the staff tried to work with us to help us enjoy our visit after arriving very late at night for a one night /one day stay. We knew nothing about the inn or the island's history so it was a leap of faith and well worth it.

Reviewed on Jun 29, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,247, price is now $858 per person
$858
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,003 reviews)
This place was amazing. Clean new rooms and very comfortable beds

Reviewed on Jun 23, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $1,413, price is now $1,023 per person
$1,023
per person
Aug 16 - Aug 19
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
9.6/10 Exceptional! (185 reviews)
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.

Reviewed on Jun 26, 2026

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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
$71 nightly
The price is $77 total per night from Jul 30 to Jul 31
$77 total
Jul 30 - Jul 31
Total with taxes and fees
7.4/10 Good! (489 reviews)
"Friendly staff good deal for the price"

Reviewed on Jun 25, 2026

Econo Lodge Lake Region
North Conway Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court North Conway NH
$174 nightly
The price is $189 total per night from Jul 5 to Jul 6
$189 total
Jul 5 - Jul 6
Total with taxes and fees
8.6/10 Excellent! (1,103 reviews)
"Ac was not working correctly"

Reviewed on Jun 28, 2026

North Conway Grand 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
$239 nightly
The price is $259 total per night from Jul 13 to Jul 14
$259 total
Jul 13 - Jul 14
Total with taxes and fees
8.4/10 Very Good! (1,006 reviews)
"We had a few issues at the beginning that the staff very kindly and expertly resolved. We will definitely come back here again- loved our stay. One warning for anyone who is booking this hotel at Expedia: there are 5-6 different locations of the same resort around town in Meredith and they differ ..."

Reviewed on Jun 29, 2026

Mill Falls Resort Collection at the Lake
See all 2,388 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 $620 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.