Ossipee Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 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
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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
Price was CA $1,384, price is now CA $1,163 per person
CA $1,163
per person
Jun 26 - Jul 3
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
7.8/10 Good! (1,003 reviews)
This is the cleanest and most organized hotel I’ve ever been to! Very affordable!
Reviewed on Apr 10, 2026
Hampton Inn Greensboro-Airport
Price was CA $1,811, price is now CA $1,411 per person
CA $1,411
per person
Jun 26 - Jul 3
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
8.8/10 Excellent! (780 reviews)
Friendly staff. Good breakfast and coffee available all day and night.
Reviewed on Apr 2, 2026
O.Henry Hotel
Price was CA $2,327, price is now CA $1,877 per person
CA $1,877
per person
Jun 26 - Jul 3
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
9.8/10 Exceptional! (776 reviews)
Our favorite hotel - always wonderful and always consistent - the friendliest, most accommodating staff and lots of places to relax
Reviewed on Apr 5, 2026
Proximity Hotel
Price was CA $2,372, price is now CA $1,946 per person
CA $1,946
per person
Jun 26 - Jul 3
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
9.8/10 Exceptional! (975 reviews)
This establishment is the best in the city. Me and my family enjoy it so much, it’s our third time staying there. I hope to soon do a honeymoon weekend that they offer.
Reviewed on Apr 5, 2026
La Quinta Inn & Suites by Wyndham Greensboro NC
Price was CA $1,487, price is now CA $1,268 per person
CA $1,268
per person
Jun 26 - Jul 3
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Greensboro (GSO)
8/10 Very Good! (1,003 reviews)
I was really impressed by how nice this place was. Especially for the price.
Reviewed on Apr 7, 2026
Ossipee Hotel Deals
Hotel Denim
1517 Westover Terrace Greensboro NC
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from May 3 to May 4
CA $161
CA $182 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,091 reviews)
Wonderful stay, excellent staff!
Reviewed on Apr 11, 2026
Proximity Hotel
704 Green Valley Road Greensboro NC
Fully refundableReserve now, pay when you stay
The price is CA $360 per night from May 4 to May 5
CA $360
CA $406 total
May 4 - May 5
includes taxes & fees
9.8/10 Exceptional! (984 reviews)
great
Reviewed on Apr 10, 2026
Marriott Greensboro Downtown
304 North Greene Street Greensboro NC
The price is CA $303 per night from May 4 to May 5
CA $303
CA $342 total
May 4 - May 5
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Convenient location. Clean room. Good food offerings.
Reviewed on Apr 12, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
