West Ossipee Vacations from $277

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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.
Stonybrook Motel & Lodge

Stonybrook Motel & Lodge

2 out of 5
Price was $380, price is now $277 per person
$277
per person
Mar 27 - Mar 29
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Manchester (MHT)
7.6/10 Good! (1,000 reviews)
VERY DATED, felt like a 1960’s room, lots of wear! Property was also from the past. Very dated, worn and not in such great shape.

Reviewed on Jan 10, 2026

The McKernan Inn

The McKernan Inn

3 out of 5
Price was $709, price is now $515 per person
$515
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (83 reviews)
Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!

Reviewed on Dec 27, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $888, price is now $654 per person
$654
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Hotel was very clean, room was nice, bed was comfy and it was very peaceful!

Reviewed on Jan 26, 2026

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $657, price is now $512 per person
$512
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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

The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Price was $389, price is now $304 per person
$304
per person
Mar 27 - Mar 29
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.2/10 Very Good! (544 reviews)
Very clean room, pleasant staff, great location.

Reviewed on Dec 27, 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
$135 nightly
The price is $147 total per night from Feb 4 to Feb 5
$147 total
Feb 4 - Feb 5
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 4 to Feb 5
$109 total
Feb 4 - Feb 5
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
$153 nightly
The price is $166 total per night from Mar 1 to Mar 2
$166 total
Mar 1 - Mar 2
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 $277 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.