West Ossipee Holidays
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West Ossipee Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Evalina Hotel
Downtown Portland
S$1,857
per person
9 Oct - 12 Oct
found 1 day ago
Return direct flight included
Raleigh (RDU) to Portland (PWM)
10/10 Exceptional! (7 reviews)
It was our first time visiting Portland, and the Evalina exceeded our expectations. The location is perfect, right on Commercial Street, with plenty of restaurants and shops nearby. The ferry and cruise ports are also just a 5–10 minute walk away, making it easy to visit the different islands.
The suite was comfortable and thoughtfully equipped with everything we could need, including an umbrella for rainy days, coffee and a French press, tea, a washer and dryer, and so much more. Communication was excellent throughout our stay as well.
We truly enjoyed our visit, and the next time we’re in Portland, the Evalina will be our first choice!
Reviewed on 8 Aug, 2026
Portland Harbor Hotel
Downtown Portland
S$1,869
per person
9 Oct - 12 Oct
found 1 day ago
Return direct flight included
Raleigh (RDU) to Portland (PWM)
9.2/10 Wonderful! (1,792 reviews)
We had a shower that leaked all the way out to the foyer. We called and reported it. They sent a repair person. They caulked around the edge which helped but didn’t fix the whole problem. It still leaked, just not as bad. No one followed up to see if it was fixed. They have a pantry on each floor with fruit infused water snacks, fresh fruit, cookies, canned sparkling water and ice for free. But it was mostly depleted most of the time we were there. There was a sign advertising live music at the front of the hotel. But when we asked where it was, the hotel attendant said they were not having live music after all. No one went to take the sign down. It was still there the next day. We checked out. Hope the musician showed up that night.
Reviewed on 7 Aug, 2026
Top hotels in West Ossipee
Econo Lodge Lake Region
2365 White Mountain Hwy West Ossipee NH
S$117
16 Aug - 17 Aug
includes taxes & fees
7.4/10 Good! (509 reviews)
"Room and bed were fine. TV control turned on TV only--then wouldn't work or turn off. I had to unplug the TV (no easy chore). Wifi did not work in my room; I had to go to lobby to get wifi. Breakfast was a new low, with only tepid water/coffee from the coffee machine and bagels without any butter ..."
Reviewed on 7 Aug, 2026
North Conway Grand Hotel
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
S$203
2 Sept - 3 Sept
includes taxes & fees
North Conway Mountain Inn
2114 White Mountain Highway North Conway NH
Fully refundableReserve now, pay when you stay
S$137
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,273 reviews)
"Wonderful people would recommend to anyone"
Reviewed on 8 Aug, 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 holiday package cost?
Offering great value package deals from S$1,563 on Expedia, you'll be pleasantly surprised at how much a holiday to West Ossipee costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to West Ossipee?
If you're hoping to score a cheap West Ossipee holiday package, consider visiting in November, December and January. You're likely to find lower prices on flights and accommodation during these months — ideal for travellers wishing to save money.
How many days is enough for West Ossipee?
The ideal length for your West Ossipee holiday depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to go to all the main attractions and discover some hidden gems along the way.
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 holiday as a package?
Expedia holiday 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 personalised West Ossipee holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to West Ossipee?
- Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to West Ossipee.
- Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and flights. Your hotel will likely be the largest expense during your trip to West Ossipee.
- Work out your trip length: Think about how much time you want to spend exploring West Ossipee. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalised West Ossipee holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
