West Ossipee Vacations from $436

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Bourne's Ocean Acres Ogunquit

Bourne's Ocean Acres Ogunquit

2.5 out of 5
Price was $587, price is now $436 per person
$436
per person
Aug 27 - Aug 30
found 17 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9/10 Wonderful! (255 reviews)
Close to Foot bridge and restaurants, can walk to both.. indoor pool was great

Reviewed on Jun 20, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was $1,074, price is now $750 per person
$750
per person
Jul 29 - Aug 1
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
This ida beautiful hotel close to all beaches, dining, and shopping in ogunquit and wells. It is unique because it sits on a hill. Everything was great. The only reason for 4 stars is all the stairs. Be sure you know where your room is located because you might end up dragging your stuff up and down some steep and lengthy stair cases.

Reviewed on Jun 24, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $1,587, price is now $1,127 per person
$1,127
per person
Aug 17 - Aug 21
found 16 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.6/10 Exceptional! (185 reviews)
This property oozed charm, and the manager was so friendly and helpful. Loved everything about my stay here.

Reviewed on Jun 26, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,160, price is now $827 per person
$827
per person
Sep 12 - Sep 16
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Price was good for the amenities offered and location. Our room was just recently renovated.

Reviewed on Jun 22, 2026

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Price was $1,456, price is now $1,062 per person
$1,062
per person
Sep 13 - Sep 18
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.8/10 Excellent! (195 reviews)
it was very unique having to take a ferry over, shuttle by golf cart and bikes. late in season only 1 restaurant available. looking for peace and quiet- this it the place. lots to walk around and look at with the old fort there.

Reviewed on Sep 25, 2025

Don't see what you're looking for?
See all available trips from Columbus to West Ossipee
View all trips

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
$71 nightly
The price is $77 total per night from Jul 26 to Jul 27
$77 total
Jul 26 - Jul 27
Total with taxes and fees
7.4/10 Good! (488 reviews)
"Friendly staff good deal for the price"

Reviewed on Jun 25, 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
$164 nightly
The price is $178 total per night from Jul 1 to Jul 2
$178 total
Jul 1 - Jul 2
Total with taxes and fees
8.6/10 Excellent! (1,096 reviews)
"Nice spacious room!! Staff were accommodating and helpful! Didn’t use the pool or hottub unfortunately, but they were very nice we did stop by to look"

Reviewed on Jun 24, 2026

North Conway Grand Hotel
Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

3 out of 5
281 Daniel Webster Hwy Meredith NH
$207 nightly
The price is $225 total per night from Jun 28 to Jun 29
$225 total
Jun 28 - Jun 29
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
"The property is amazing. You have stores, restaurants right on site. Very convenient. Will definitely be going back!"

Reviewed on Jun 25, 2026

Mill Falls Resort Collection at the Lake
See all 2,310 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a West Ossipee vacation package cost?
Offering great value package deals from $436 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.

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.