West Ossipee Vacation Packages
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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!
Top West Ossipee Vacation Deals
Price found within the past 48 hours. Click for updated prices.
River View Resort
CA $1,302
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (331 reviews)
The room was clean (but a bit dated), and comfortable. Staff was welcoming and very friendly. It was perfect to stay w/ my mother and teen-aged son. It was nice to have a full kitchen, and conveniently supplied with the essentials. We would stay there again!
Reviewed on Aug 4, 2026
Evalina Hotel
Downtown Portland
CA $2,270
per person
Oct 14 - Oct 17
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
10/10 Exceptional! (7 reviews)
It was our first time visiting Portland, and the Evalina exceeded our expectations. The location is perfect, right on Commercial Street, with plenty of restaurants and shops nearby. The ferry and cruise ports are also just a 5–10 minute walk away, making it easy to visit the different islands.
The suite was comfortable and thoughtfully equipped with everything we could need, including an umbrella for rainy days, coffee and a French press, tea, a washer and dryer, and so much more. Communication was excellent throughout our stay as well.
We truly enjoyed our visit, and the next time we’re in Portland, the Evalina will be our first choice!
Reviewed on Aug 8, 2026
Portland Harbor Hotel
Downtown Portland
CA $2,980
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,792 reviews)
We had a shower that leaked all the way out to the foyer. We called and reported it. They sent a repair person. They caulked around the edge which helped but didn’t fix the whole problem. It still leaked, just not as bad. No one followed up to see if it was fixed. They have a pantry on each floor with fruit infused water snacks, fresh fruit, cookies, canned sparkling water and ice for free. But it was mostly depleted most of the time we were there. There was a sign advertising live music at the front of the hotel. But when we asked where it was, the hotel attendant said they were not having live music after all. No one went to take the sign down. It was still there the next day. We checked out. Hope the musician showed up that night.
Reviewed on Aug 7, 2026
Ready to book your vacation to West Ossipee?
West Ossipee Hotel Deals
Econo Lodge Lake Region
2365 White Mountain Hwy West Ossipee NH
CA $117
CA $127 total
Aug 16 - Aug 17
includes taxes & fees
7.4/10 Good! (509 reviews)
"Room and bed were fine. TV control turned on TV only--then wouldn't work or turn off. I had to unplug the TV (no easy chore). Wifi did not work in my room; I had to go to lobby to get wifi. Breakfast was a new low, with only tepid water/coffee from the coffee machine and bagels without any butter ..."
Reviewed on Aug 7, 2026
North Conway Grand Hotel
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
CA $168
CA $216 total
Sep 2 - Sep 3
includes taxes & fees
North Conway Mountain Inn
2114 White Mountain Highway North Conway NH
Fully refundableReserve now, pay when you stay
CA $135
CA $146 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (1,273 reviews)
"Wonderful people would recommend to anyone"
Reviewed on Aug 8, 2026
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.
Frequently asked questions
How much does a West Ossipee vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,302 on Expedia. But how much your vacation to West Ossipee costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to West Ossipee?
If you're looking to snag a cheap West Ossipee vacation package, consider travelling in November, December and January. You'll typically find lower prices on flights and hotels during these months — ideal for travellers wishing to save money.
How many days is enough for West Ossipee?
With about 2 days, you'll have enough time to enjoy popular neighbourhoods like Chocorua and Chocorua Ski and Beach during your West Ossipee vacation. Make sure to also add Sap House Meadery and Remick Country Doctor Museum and Farm to your sightseeing list. In the mood for more adventures? Consider venturing outside of West Ossipee on day trips and tours.
How to find the best West Ossipee package deals?
Use Expedia's handy filters to help you find some unbeatable West Ossipee package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for West Ossipee package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
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 car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized West Ossipee vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to West Ossipee?
If you have your West Ossipee travel dates locked in, book as soon as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to West Ossipee?
- Choose when to travel: Check your diary and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to visit West Ossipee.
- Calculate your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and experiences. Your hotel will probably be the largest expense during your trip to West Ossipee.
- Decide how long to go for: Now that you're up to speed on West Ossipee, you can figure out the ideal length of your vacation. Put together a draft plan and allocate enough time to get through everything on your must-do list.
- Combine your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the ideal West Ossipee vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
