A mountainous landscape with autumn foliage and a cloudy sky.

West Ossipee Vacations from $296

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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.
  • Dec 11 - Dec 13

    Stonybrook Motel & Lodge + Flight

    Franconia
    2 nights
    2.0 star property
    7.6/10 - Good (1,002 reviews)
    Roundtrip • Miami (MIA) - Manchester (MHT)
    MIA - BOS • Nonstop BOS - FLL • Nonstop
    $417
    $296
    per traveler
    found 1 day ago
    Stonybrook Motel & Lodge
  • Dec 11 - Dec 13

    The Sunny G B&B + Flight

    Campton
    2 nights
    2.5 star property
    9.4/10 - Exceptional (728 reviews)
    "We booked the Sunny B for a fall getaway, excited to experience our first bed and breakfast and enjoy the beauty of the season. Unfortunately, we were disappointed to learn upon arrival that breakfast was not included because we had booked a discounted rate. This was never mentioned in the listing or disclosed during booking. When you book a bed and breakfast, you naturally expect both a bed and breakfast. Had we known, we would have booked somewhere else. Another inconvenience was running out..."
    Reviewed November 10, 2026
    Roundtrip • Miami (MIA) - Manchester (MHT)
    MIA - BOS • Nonstop BOS - FLL • Nonstop
    $423
    $306
    per traveler
    found 1 day ago
    The Sunny G B&B
  • Jan 21 - Jan 27

    Portland Harbor Hotel + Flight

    Downtown Portland
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,876 reviews)
    "staff was very helpful, and the room was beautiful. great location, felt very safe traveling alone."
    Reviewed November 11, 2026
    Roundtrip • Orlando (MCO) - Portland (PWM)
    MCO - PWM • 1 stop PWM - MCO • 1 stop
    $790
    $577
    per traveler
    found 1 day ago
    Portland Harbor Hotel
  • Jan 21 - Jan 27

    The Docent's Collection at 121 Middle Street + Flight

    Downtown Portland
    6 nights
    3.5 star property
    9.6/10 - Exceptional (430 reviews)
    "The room was spacious, super clean, and well equipped. Good location in the Port. Nearby parking seems plentiful. The Docent calls itself an "aparthotel," meaning there aren't really hotel amenities. A lot of the communication with staff is done by text. Although, there was a human person at the door for most of our stay. Great choice, particularly for a long term stay given the swell kitchen, if you don't mind the concept."
    Reviewed November 10, 2026
    Roundtrip • Orlando (MCO) - Portland (PWM)
    MCO - PWM • 1 stop PWM - MCO • 1 stop
    Save 100% on your flight
    $1,161
    $858
    per traveler
    found 1 day ago
    The Docent's Collection at 121 Middle Street
  • Dec 22 - Dec 27

    84 Main + Flight

    Kennebunk
    5 nights
    4.0 star property
    9.8/10 - Exceptional (58 reviews)
    "The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room."
    Reviewed July 17, 2026
    Roundtrip • New York (NYC) - Portland (PWM)
    EWR - PWM • Nonstop PWM - EWR • Nonstop
    $1,163
    $872
    per traveler
    found 1 day ago
    84 Main

Where to stay near West Ossipee

West Ossipee is a charming destination in New Hampshire, ideal for outdoor adventures and romantic getaways. With its convenient location, you'll enjoy stunning scenery and family-friendly activities, making it perfect for relaxation and recreation. Explore the inviting atmosphere of Ossipee, NH, and create unforgettable memories.

Eaton Center

For outdoor enthusiasts and families seeking a weekend getaway, Eaton Center offers a picturesque escape in New Hampshire. Nestled near stunning lakes and mountains, this charming area is perfect for enjoying activities like skiing at nearby resorts or exploring the scenic Saco River. With its beautiful surroundings, Eaton Center provides a romantic atmosphere as well. Located about 13 miles by car from West Ossipee, it's an ideal choice for a memorable stay, combining adventure with tranquility.

Chocorua Ski and Beach

Experience the charm of Chocorua Ski and Beach, a perfect retreat for outdoor enthusiasts and families seeking a scenic getaway. This area offers access to activities like skiing and exploring the beautiful Ossipee Lake and Saco River, making it an ideal spot year-round, especially in the summer and fall months. Located about 2 miles by car from West Ossipee, Chocorua Ski and Beach is a smart choice for those wanting to embrace the natural beauty of New Hampshire while enjoying a range of recreational options.

The Bluffs

If you are an outdoor enthusiast or a family traveler, make your vacation planning effortless by staying at The Bluffs, a haven for adventure seekers. Nestled near breathtaking Ossipee Lake and the scenic trails leading to Castle in the Clouds, this area offers a perfect blend of romance and natural beauty. Located about 3 miles by car from West Ossipee, The Bluffs is an ideal choice for those looking to immerse themselves in New Hampshire’s stunning landscapes while enjoying various activities like hiking and boating.

Tamworth

Tamworth stands out as a prime spot for outdoor enthusiasts and families interested in exploring the beauty of New Hampshire. This charming city offers access to stunning natural attractions like Chocorua Lake and the scenic Saco River, perfect for a weekend getaway or a romantic escape. With a variety of ski options nearby, including a ski resort, Tamworth is an ideal destination year-round. Located about 5 miles by car from West Ossipee, it’s a smart choice for your next stay.

Chocorua

Travelers visiting the area often choose Chocorua, especially families and nature enthusiasts seeking a serene escape. This charming destination offers stunning scenery, with attractions like Chocorua Lake and the Saco River providing perfect spots for relaxation and outdoor activities. In winter, the nearby ski fields and resorts invite adventure seekers to enjoy the snow. Located about 5 miles by car from West Ossipee, Chocorua makes for an excellent home base, blending natural beauty with easy access to local highlights.

West Ossipee Hotel Deals

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?

Offering great value package deals from $296 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.

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