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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Located in the heart of the action. It is classically elegant with a wonderful terrace. The rooms are clean and bright and the staff is friendly and accommodating,

Reviewed on Jul. 22, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (147 reviews)
Small bathroom. No safe. No storage space. Everything else was above average.

Reviewed on Jul. 16, 2025

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.8/10 Exceptional! (113 reviews)
Great location. Quiet street. Well maintained property. Warm and welcoming.

Reviewed on Jul. 5, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (272 reviews)
It was one of the best getaways we have ever been on. Thank you for your hospitality.

Reviewed on Jun. 13, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.8/10 Exceptional! (64 reviews)
It was a large space, basically a one bedroom apartment with a full kitchen, island with bar stools, dining area, living area with a huge TV, and a small bedroom that just fit a king sized bed, small bedside tables, and a closet. Nice bathroom. Very clean and modern. Only missing a full-length mirror and the coat closet light wouldn’t shut off for some reason. No concierge or staff on site, no restaurant or gift shop. We didn’t need to contact anyone, so that was fine for us. Access from the street with a 4-digit code at the main door and at the suite. Better than having a key.

Reviewed on Jul. 17, 2025

Ready to book your vacation to West Ossipee?

 

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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
The price is CA $138 per night from Aug 21 to Aug 22
CA $138
CA $150 total
Aug 21 - Aug 22
includes taxes & fees
7.4/10 Good! (443 reviews)
"Great place to stop by with family or business"

Reviewed on Jul. 13, 2025

Econo Lodge Lake Region
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
The price is CA $118 per night from Aug 11 to Aug 12
CA $118
CA $128 total
Aug 11 - Aug 12
includes taxes & fees
6.8/10 (1,218 reviews)
"Vending and ice machines need fixing"

Reviewed on Jul. 20, 2025

Green Granite Inn, Ascend Hotel Collection
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
The price is CA $270 per night from Aug 21 to Aug 22
CA $270
CA $326 total
Aug 21 - Aug 22
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"We didn’t appreciate the young children who were jumping in and out of the hot tub where it clearly stated no one under 12 allowed. Also a family playing football in a crowded pool."

Reviewed on Jul. 17, 2025

North Conway Grand Hotel
See all 2,213 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 $1,479 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.