West Ossipee Holidays

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West Ossipee Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
17 Oct - 22 Oct
found 1 day ago
Return flight included
Minneapolis (MSP) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
Perfect location to enjoy old port

Reviewed on 13 Aug, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
17 Oct - 22 Oct
found 1 day ago
Return flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (219 reviews)
Property is modern and clean and a great choice if staying more than one night. The 5:00 check in time is inconvenient and the additional rates for early check in are ridiculous. Our room was ready early even though the information given before check in stated early check in was not available, so we appreciated that. Bed was okay comfort-wise, but the pillows are awful. The biggest gripe I had was being woken by a very loud family with screaming kids well before 7:30 am on a day we looked forward to sleeping in. If this matters to you, the walls and floors are not very soundproof. This was a very unpleasant way to start the second day of a two-day trip. On a positive note, the staff was available via text and responded to our questions quickly and professionally. One suggestion-an exterior sign. The loft was hard to find, with only small signage on the entry doors which is not easily visible from the street. Overall we were happy and would stay again.

Reviewed on 11 Aug, 2025

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
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per person
17 Oct - 22 Oct
found 1 day ago
Return flight included
Minneapolis (MSP) to Portland (PWM)
9.8/10 Exceptional! (114 reviews)
The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!

Reviewed on 23 Jul, 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
17 Oct - 22 Oct
found 1 day ago
Return flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (149 reviews)
Small bathroom. No safe. No storage space. Everything else was above average.

Reviewed on 16 Jul, 2025

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
Save 100% on your flight
per person
17 Oct - 22 Oct
found 1 day ago
Return flight included
Minneapolis (MSP) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Good hotel in good location but not exceptional

Reviewed on 14 Aug, 2025

Top hotels in West Ossipee

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 S$149 per night from 24 Aug to 25 Aug
S$149
24 Aug - 25 Aug
includes taxes & fees
7.4/10 Good! (449 reviews)
"The lady working the front desk is exceptional. She has a great work ethic and is very pleasant."

Reviewed on 21 Jul, 2025

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
The price is S$249 per night from 1 Sept to 2 Sept
S$249
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"This property is SO CHILD FRIENDLY! From the moment you check in, they offer complimentary juice and cookies. There are kid friendly activities throughout the day from movies in the movie theater to ice cream socials and games. The staff is super friendly and helpful. There's a market basket and ..."

Reviewed on 12 Aug, 2025

North Conway Grand Hotel
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 S$74 per night from 25 Aug to 26 Aug
S$74
25 Aug - 26 Aug
includes taxes & fees
6.8/10 (1,211 reviews)
"It was OK. We only stayed over night, so didn’t use any of the facilities."

Reviewed on 11 Aug, 2025

Green Granite Inn, Ascend Hotel Collection
See all 2,192 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.

Frequently asked questions

How much does a West Ossipee holiday package cost?
Offering great value package deals from S$1,610 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?

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