Ossipee Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Ossipee Vacation
When a city stay is calling your name, answer it with a Ossipee vacation package. With all your travel needs worked out before you leave, all you need to do here is concentrate on enjoying yourself. Can't wait to do some sightseeing but not sure where to start? Every trip to Ossipee should include Elon University. No matter your travel plans or budget, organizing your ultimate tailored Ossipee vacation is a cinch with Expedia.
Top Ossipee Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Greensboro
CA $974
per person
Oct 18 - Oct 21
found 7 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Greensboro (GSO)
7.8/10 Good! (1,188 reviews)
The staff here are really insolent, and full of hubris for this to be a three star hotel. Very unprofessional. You’d be better off not staying here in my most humblest of opinions.
Reviewed on Aug 26, 2026
Country Inn & Suites by Radisson, Greensboro, NC
CA $1,126
per person
Oct 18 - Oct 21
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Greensboro (GSO)
7.8/10 Good! (1,005 reviews)
I like the fact that check-in went very quickly and smoothly. I like the fact that the grounds, the entrance, the lobby, and the room were very clean. The air was excellent in the room
The hallways and the elevator leave a lot to be desired.
I did not like the fact that there were some fairly standard room amenities not there. I’m referring specifically to appliances with a charger port for phone and iPad, light fixtures that don’t completely light up the room, pillows that were far too soft, and bathroom water pressure in room 301 that was below standard.
All in all, a solid stay that would have earned a four if not for the basic amenities that business travelers require. I think those are all fixable if they decide to do so. Thanks.
Reviewed on Aug 25, 2026
Red Roof Inn Greensboro Coliseum
CA $1,001
per person
Oct 14 - Oct 19
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Greensboro (GSO)
6.6/10 (1,002 reviews)
Need to update the room and get the sewer smell out the rooms for a 50 dollar deposit and the pictures on the app for the room doesn’t look like what it does on pictures
Reviewed on Aug 27, 2026
Ready to book your vacation to Ossipee?
Ossipee Hotel Deals
Hotel Denim
1517 Westover Terrace Greensboro NC
Fully refundableReserve now, pay when you stay
CA $123
CA $139 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,334 reviews)
"I loved this hotel. So unexpectedly impressed from the first moment I walked in. Free glass of wine, super fast check-in, lovely staff concierge/bartender. The room was so cool! Denim bathrobes and an espresso maker with the cutest tiny espresso mugs..I wish I was staying longer than one night but ..."
Reviewed on Aug 27, 2026
Drury Inn & Suites Burlington
1767 Glidewell Drive Burlington NC
Fully refundableReserve now, pay when you stay
CA $160
CA $180 total
Sep 27 - Sep 28
includes taxes & fees
Proximity Hotel
704 Green Valley Road Greensboro NC
Fully refundableReserve now, pay when you stay
CA $342
CA $386 total
Aug 30 - Aug 31
includes taxes & fees
9.8/10 Exceptional! (1,000 reviews)
"Beautifully appointed hotel and bistro was excellent."
Reviewed on Aug 24, 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 an Ossipee vacation package cost?
Offering great value package deals from CA $796 on Expedia, you'll be pleasantly surprised at how much a vacation to Ossipee costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Ossipee?
You can generally find lower rates and better availability in January, February and June. Check out our cheap Ossipee vacation packages and you could score some excellent off-season deals.
How many days is enough for Ossipee?
The ideal length for your Ossipee vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to go to all the main sights and discover some hidden gems along the way.
How to find the best Ossipee package deals?
Finding a cheap Ossipee package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most affordable Ossipee package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Ossipee vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can personalize your Ossipee trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Ossipee?
If you have your Ossipee vacation dates locked in, book as soon as you can to grab some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Ossipee?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Ossipee.
- Set your budget: Consider costs such as food, flights and transportation when working out how much to put aside for your trip to Ossipee. Then, select a hotel that matches your budget, whether that's an economical stay or a lavish getaway.
- Determine how many days away: Start by making a list of all the activities and sights you want to get to in Ossipee. Then, estimate how long you'll need for each, including any travel time.
- Bundle your airfare and accommodations: Once you've settled on your dates and duration, lock in the ideal Ossipee vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
