West Ossipee Vacations from $404

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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
Price was $558, price is now $404 per person
$404
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Reduce noise from patrons near elevator and coffee area on second floor, very loud

Reviewed on Jan 10, 2026

The McKernan Inn

The McKernan Inn

3 out of 5
Price was $638, price is now $470 per person
$470
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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

Hanover Inn Dartmouth

Hanover Inn Dartmouth

4 out of 5
Price was $935, price is now $694 per person
$694
per person
Feb 18 - Feb 22
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Lebanon (LEB)
9.6/10 Exceptional! (886 reviews)
The perfect location for visiting my son at Dartmouth! He was able to walk over for breaks during classes and even chose to spend a few nights. The hotel is inviting and comfortable, the staff welcoming. Highly recommend!

Reviewed on Jan 17, 2026

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $1,468, price is now $1,099 per person
$1,099
per person
Mar 13 - Mar 16
found 22 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
Loved the hotel had a great time with a group of friends

Reviewed on Jan 12, 2026

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
Price was $804, price is now $615 per person
$615
per person
Feb 18 - Feb 22
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Manchester (MHT)
9.4/10 Exceptional! (38 reviews)
We loved our stay at the Hideaway Inn! The decor is fabulous, our room was clean and had plenty of space for us and our things, and it was very quiet at night. The restaurant right across the parking lot was a huge plus! We liked hanging out in the game room downstairs and had fun picking out some records to play in our room during our stay. We’re planning to return soon!

Reviewed on Jan 18, 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
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $83 total per night from Feb 17 to Feb 18
$83 total
Feb 17 - Feb 18
Total with taxes and fees
7.4/10 Good! (475 reviews)
Very friendly woman at the desk, the dining area is very cozy with a nice fireplace, the shower water is nice and hot, the rooms stay a good temperature even with the heater off

Reviewed on Jan 3, 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
$132 nightly
The price is $144 total per night from Feb 4 to Feb 5
$144 total
Feb 4 - Feb 5
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
We love the outdoor pool and spa perfect when I get away

Reviewed on Jan 12, 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
$95 nightly
The price is $103 total per night from Feb 8 to Feb 9
$103 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (473 reviews)
Very good family friendly hotel, especially with pets 👍

Reviewed on Jan 7, 2026

Cambria Hotel North Conway
See all 2,211 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 $404 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.