West Ossipee Vacations from $401

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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.
The Centennial

The Centennial

4 out of 5
Save 100% on your flight
Price was $551, price is now $401 per person
$401
per person
Oct 13 - Oct 16
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Manchester (MHT)
8.8/10 Excellent! (997 reviews)
Beautiful property. Very clean and spacious rooms. Charming with a lot of character. Very good value for the price!! Highly highly recommend!!

Reviewed on Aug 30, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,811, price is now $1,204 per person
$1,204
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
What’s not to love. It’s Cliff House!!

Reviewed on Aug 29, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $948, price is now $695 per person
$695
per person
Nov 13 - Nov 16
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.8/10 Exceptional! (75 reviews)
This is probably the cleanest, most beautiful hotel for the money we’ve ever stayed in. The nightly rate was comparable to the other hotel rooms in town, but here you get a huge spacious apartment! All new, chic, and very comfortable. Easy to walk to Wharf St. and the dining and shopping area too! The manager was very responsive, friendly and accommodating as well! This place is a gem!

Reviewed on Aug 26, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $946, price is now $696 per person
$696
per person
Nov 13 - Nov 16
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.6/10 Exceptional! (228 reviews)
Very modern and new condition. Digital key worked pretty well and convenient. Lots of good restaurants within walking distance. We enjoyed our stay.

Reviewed on Aug 25, 2025

The McKernan Inn

The McKernan Inn

3 out of 5
Price was $779, price is now $582 per person
$582
per person
Nov 13 - Nov 16
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.2/10 Wonderful! (52 reviews)
Quiet and peaceful with views of the Bay. Easy to access and close to downtown Portland

Reviewed on Aug 18, 2025

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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
$110 nightly
The price is $119 total per night from Sep 28 to Sep 29
$119 total
Sep 28 - Sep 29
Total with taxes and fees
Econo Lodge Lake Region
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
$99 nightly
The price is $107 total per night from Sep 1 to Sep 2
$107 total
Sep 1 - Sep 2
Total with taxes and fees
8.6/10 Excellent! (1,105 reviews)
"Clean room, very friendly staff. Views were amazing."

Reviewed on Aug 25, 2025

North Conway Mountain Inn
Green Granite Inn, Ascend Hotel Collection

Green Granite Inn, Ascend Hotel Collection

2.5 out of 5
1515 White Mountain Hwy, North Conway, NH
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $74 total per night from Sep 2 to Sep 3
$74 total
Sep 2 - Sep 3
Total with taxes and fees
Green Granite Inn, Ascend Hotel Collection
See all 2,199 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.

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Frequently asked questions

How much does a West Ossipee vacation package cost?
Offering great value package deals from $401 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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Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.