West Ossipee Vacations from $749

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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
Save 100% on your flight
Price was $1,183, price is now $749 per person
$749
per person
Aug 14 - Aug 17
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (1,007 reviews)
Patrick was great and helped us out a lot. He gave us suggestions somewhere to eat.

Reviewed on May 31, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $2,943, price is now $1,840 per person
$1,840
per person
Aug 11 - Aug 18
found 21 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
The room was recently renovated and was immaculate. The beds and pillows were very good, as was the shower pressure. The chairs were uncomfortable. There needs to be handicapped parking available near the rooms. I would not recommend the Pub. The service was excellent, but the food was subpar.

Reviewed on May 30, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,217, price is now $1,415 per person
$1,415
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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

The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

2 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,978, price is now $1,367 per person
$1,367
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.8/10 Exceptional! (20 reviews)
A very nice home away from home. Outside of the difficulties to find the entrance, the property is first rate. Clean, very well maintained, and comfortable in all aspects.

Reviewed on Jun 3, 2026

Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
Price was $1,404, price is now $996 per person
$996
per person
Jul 20 - Jul 27
found 22 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9/10 Wonderful! (49 reviews)
Quaint bed-and-breakfast. Clean and comfortable. Would definitely stay again.

Reviewed on Dec 8, 2025

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West Ossipee Hotel Deals

Cozy 4 season waterfront cottage in the white mountains on the bearcamp river!

Cozy 4 season waterfront cottage in the white mountains on the bearcamp river!

Ossipee NH
9.8/10 Exceptional! (6 reviews)
"My experience was bad because of leeches in the water"

Reviewed on Aug 26, 2025

Get rates
Cozy 4 season waterfront cottage in the white mountains on the bearcamp river!
North Conway Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court North Conway NH
$128 nightly
The price is $139 total per night from Jun 10 to Jun 11
$139 total
Jun 10 - Jun 11
Total with taxes and fees
8.4/10 Very Good! (1,078 reviews)
"Charming, clean and extremely nice staff. Only thing is I dont know why they were vacuuming the halls at 10:30 at night. Ultimately no big deal but if I was sleeping I would have been unhappy."

Reviewed on Jun 2, 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
$155 nightly
The price is $168 total per night from Jun 28 to Jun 29
$168 total
Jun 28 - Jun 29
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"O hotel é incrível! Quarto espaçoso, o horário de checkout é bom, tem café, hot chocolate e microondas no lobby. E as piscinas são maravilhosas e relaxantes, principalmente a que é somente para adultos."

Reviewed on Jun 2, 2026

Mill Falls Resort Collection at the Lake
See all 2,229 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 $749 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.