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.
Inn at St John Portland In-Town
Valley Street
CA $1,177
per person
Oct 23 - Oct 26
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.6/10 Excellent! (1,118 reviews)
It's a historic hotel of years past. But a great find for the money. Personally we really liked it. Small and quaint. Make sure you get a room with a private if you need one. Stairs are steep. Breakfast is a nice touch. Location excellent.
Reviewed on Sep 18, 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
CA $2,058
per person
Oct 23 - Oct 26
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (61 reviews)
Staff was very very good and super quick to respond.. I really liked the location for my visit bc everything was easily walkable. Room was comfortable but a little interesting walking all the way across for bathroom. A few small glitches with electrical probably just bc it’s done recently renovated.
Reviewed on Sep 18, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
CA $1,718
per person
Oct 23 - Oct 26
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (382 reviews)
Other than being a little hard to find, this spot was wonderful and so much nicer than a hotel room! Great location.
Reviewed on Sep 18, 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 $118
CA $128 total
Sep 21 - Sep 22
includes taxes & fees
North Conway Grand Hotel
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
CA $156
CA $203 total
Oct 21 - Oct 22
includes taxes & fees
North Conway Mountain Inn
2114 White Mountain Highway North Conway NH
Fully refundableReserve now, pay when you stay
CA $138
CA $150 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (1,258 reviews)
"Overall it was a quick stop over night. Front desk was quick, efficient friendly, first thing as I entered the room was a funny smell, just not clean smelling, deco hasn't been touched in 25 yrs,bed was made up with decent sheets and ugly gray spread. Glass and all windows streaky and dirty Just ..."
Reviewed on Sep 19, 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 $1,177 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.
