West Ossipee Vacations from $434
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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
- Portland Harbor Hotel
Jan 4 - Jan 7Portland Harbor Hotel + Flight
Downtown Portland3 nights4.0 star property9.2/10 - Wonderful (1,863 reviews)"Great location and spacious rooms. We brought our dog too! Loved grabbing a pre dinner drink and sitting by the cozy fireplace."Reviewed November 4, 2026Roundtrip • Philadelphia (PHL) - Portland (PWM)PHL - BOS • Nonstop BOS - PHL • 1 stop$514$434found 1 day agoper traveler - Dormir
Dec 29 - Jan 3Dormir + Flight
Windham5 nights3.0 star property9.0/10 - Wonderful (1,004 reviews)"I love this place. This is the 2nd time I've stayed here. It's clean, quiet, well located. The staff is friendly and helpful. I would recommend it to anyone."Reviewed November 3, 2026Roundtrip • Philadelphia (PHL) - Portland (PWM)PHL - BOS • Nonstop BOS - PHL • Nonstop$644$514found 1 day agoper traveler - The Meadowmere Resort
Dec 30 - Jan 2The Meadowmere Resort + Flight
Ogunquit3 nights2.5 star property8.6/10 - Excellent (1,001 reviews)Roundtrip • New York (NYC) - Portland (PWM)EWR - PWM • Nonstop PWM - EWR • Nonstop$779$624found 1 day agoper traveler - Waldo Emerson Inn
Dec 29 - Jan 3Waldo Emerson Inn + Flight
Kennebunk5 nights3.0 star property9.4/10 - Exceptional (357 reviews)"Our stay at the Waldo Emerson was nothing short of exceptional! From the moment we arrived, Amelia welcomed us with warm hospitality, and every detail of this charming property made us feel right at home. The accommodations were comfortable and full of character, and the property itself is absolutely beautiful. Each morning, we looked forward to a delicious, fresh, and thoughtfully prepared breakfast that was the perfect start to our day. What truly made our experience special were the..."Reviewed October 18, 2026Roundtrip • Philadelphia (PHL) - Portland (PWM)PHL - BOS • Nonstop BOS - PHL • Nonstop$923$759found 1 day agoper traveler - Inn By The Sea
Jan 4 - Jan 7Inn By The Sea + Flight
Cape Elizabeth3 nights4.0 star property9.6/10 - Exceptional (345 reviews)Roundtrip • Philadelphia (PHL) - Portland (PWM)PHL - BOS • Nonstop BOS - PHL • 1 stop$699$589found 1 day agoper traveler
Where to stay near West Ossipee
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
Comfort Inn & Suites North Conway
Comfort Inn & Suites North Conway
Golden Gables Inn Dazzler Select by Wyndham
Golden Gables Inn Dazzler Select by Wyndham
"A quaint property with tons of hidden gems. Nestled on a mountainside, Snowvillage"
Holiday Inn Express North Conway by IHG
Holiday Inn Express North Conway by IHG
Home2 Suites by Hilton North Conway
Home2 Suites by Hilton North Conway"We had a wonderful experience! The staff was incredibly friendly, welcoming, and attentive. Our room was spotless, clean, and comfortable. The breakfast was excellent, with a great variety of delicious options. A special compliment to the chef for preparing such a fantastic breakfast! It’s clear that the staff takes pride in providing outstanding hospitality. We truly enjoyed our stay and would definitely return!"
Frequently Asked Questions
How much does a West Ossipee vacation package cost?
Offering great value package deals from $434 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.