West Ossipee Vacations from $348

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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
Save 100% on your flight
Price was $558, price is now $348 per person
$348
per person
Apr 2 - Apr 5
found 13 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Nice outside fire place in winter

Reviewed on Jan 25, 2026

River View Resort

River View Resort

2.5 out of 5
Save 100% on your flight
Price was $1,048, price is now $707 per person
$707
per person
Apr 18 - Apr 25
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
8.8/10 Excellent! (297 reviews)
Hot tub was nice and hot. Kitchen is fairly well equipped - you can often get whatever you need but don't have in your kitchen from the front desk. Convenient to Sunday River. Very difficult to find such reasonably priced rooms, with 2 discrete bedrooms, plus kitchenette, and only a few minutes from Sunday River, for these prices. We've been going there for years and will continue to do so. Very nice people that run the place, too.

Reviewed on Jan 20, 2026

The Chandler Inn Bethlehem - Littleton, an Ascend Collection Hotel

The Chandler Inn Bethlehem - Littleton, an Ascend Collection Hotel

3 out of 5
Price was $788, price is now $551 per person
$551
per person
Apr 18 - Apr 25
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Manchester (MHT)
8.4/10 Very Good! (689 reviews)
Staff was wonderful!!

Reviewed on Jan 22, 2026

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $553, price is now $410 per person
$410
per person
Apr 2 - Apr 5
found 13 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Room was very clean, neat vibe, tons of space! Made coming back from

Reviewed on Jan 23, 2026

84 Main

84 Main

4 out of 5
Price was $956, price is now $717 per person
$717
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.

Reviewed on Dec 29, 2025

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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
$133 nightly
The price is $145 total per night from Feb 11 to Feb 12
$145 total
Feb 11 - Feb 12
Total with taxes and fees
8.2/10 Very Good! (1,017 reviews)
Very courteous staff,clean room,easy parking,and food from restaurant was good.

Reviewed on Jan 23, 2026

North Conway Grand Hotel
Cambria Hotel North Conway

Cambria Hotel North Conway

3 out of 5
1858 White Mountain Highway North Conway NH
Fully refundable
$100 nightly
The price is $109 total per night from Feb 2 to Feb 3
$109 total
Feb 2 - Feb 3
Total with taxes and fees
8.8/10 Excellent! (484 reviews)
Friendly staff, very clean. Very nice location

Reviewed on Jan 21, 2026

Cambria Hotel 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
$156 nightly
The price is $169 total per night from Feb 25 to Feb 26
$169 total
Feb 25 - Feb 26
Total with taxes and fees
8.2/10 Very Good! (927 reviews)
The room was great - the hot tub wasn't functioning properly which was sad, but the staff was accommodating

Reviewed on Jan 20, 2026

Mill Falls Resort Collection at the Lake
See all 2,212 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 $348 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.