West Ossipee Vacations from $521

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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
Moody
Save 100% on your flight
Price was $836, price is now $521 per person
$521
per person
Sep 16 - Sep 20
found 12 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (1,008 reviews)
Clean room and very attentive staff! P

Reviewed on Jul 12, 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 $2,350, price is now $1,510 per person
$1,510
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (188 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

Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
Price was $1,139, price is now $769 per person
$769
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
8.8/10 Excellent! (79 reviews)
An absolutely beautiful property and staff were incredibly kind and helpful! We had a late arrival and the two young gentlemen were waiting at the dock and they helped my sister and I with all our bags. The entire property was very clean and there were incredible views of the water and golf course. Looking forward to returning!

Reviewed on Jun 27, 2026

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
Price was $1,427, price is now $965 per person
$965
per person
Aug 23 - Aug 27
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.6/10 Exceptional! (124 reviews)

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $920, price is now $623 per person
$623
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Excellent location and a close walk to town. Gorgeous pool and the room was very clean. I would highly recommend it.

Reviewed on Jul 12, 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
$90 nightly
The price is $98 total per night from Jul 14 to Jul 15
$98 total
Jul 14 - Jul 15
Total with taxes and fees
7.4/10 Good! (495 reviews)
"It was a very clean room with a very comfortable bed"

Reviewed on Jul 6, 2026

Econo Lodge Lake Region
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
$157 nightly
The price is $170 total per night from Jul 14 to Jul 15
$170 total
Jul 14 - Jul 15
Total with taxes and fees
8.6/10 Excellent! (1,128 reviews)
"The rwstairant was convenient"

Reviewed on Jul 13, 2026

North Conway Grand Hotel
North Conway Mountain Inn

North Conway Mountain Inn

2.5 out of 5
2114 White Mountain Highway North Conway NH
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $97 total per night from Jul 14 to Jul 15
$97 total
Jul 14 - Jul 15
Total with taxes and fees
8.8/10 Excellent! (1,264 reviews)
"Room was outdated although very clean Staff were so friendly and helpful Air conditioning worked very well WiFi and parking were the only struggles Balcony view at night is exceptional"

Reviewed on Jul 13, 2026

North Conway Mountain Inn
See all 2,214 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 $521 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.