Pinnacle Vacation Packages
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Your Pinnacle Vacation
Known for its rich history and spectacular views, Pinnacle is a perfect getaway destination. Lock in one of our Pinnacle vacation packages and immerse yourself in all that this lively city has to offer. Jolo Winery and Vineyards, Pilot Mountain and Horne Creek Living Historical Farm are just a few of the sights worth visiting during your trip to Pinnacle. Whatever your travel plans or budget, putting together the ultimate tailored Pinnacle vacation is a piece of cake with Expedia.
Top Pinnacle Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Greensboro-Airport
Price was CA $1,156, price is now CA $1,031 per person
CA $1,031
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Greensboro (GSO)
8.8/10 Excellent! (774 reviews)
The breakfast was not the best and I stayed in a lot of hotels for my business.Otherwise the stay was all right
Reviewed on Mar 1, 2026
O.Henry Hotel
Price was CA $1,298, price is now CA $1,177 per person
CA $1,177
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Greensboro (GSO)
9.8/10 Exceptional! (766 reviews)
The staff was super friendly and helpful the second you walked through the front door. The room was clean and comfortable. Parking was easily accessible and very safe. We will definitely be coming back here the next time we are in Greensboro.
Reviewed on Mar 20, 2026
Dailey Renewal Retreat Bed & Breakfast
Lindley Park
Price was CA $1,057, price is now CA $975 per person
CA $975
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Greensboro (GSO)
9/10 Wonderful! (208 reviews)
This place will always be near and dear to my heart. The breakfast was absolutely delicious, the atmosphere was so cozy and loving I did not want to leave. It was a pleasure to meet Miss Jean Dailey and I hope to come back some time soon. Plus, the house is surrounded by some VERY delicious options for food. If you’re looking for a home-away-from-home getaway, that actually isn’t in the middle of nowhere, I highly recommend!
Reviewed on Aug 5, 2025
Pinnacle Hotel Deals
DoubleTree by Hilton Winston Salem - University
5790 University Pkwy Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Mar 29 to Mar 30
CA $138
CA $155 total
Mar 29 - Mar 30
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
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Reviewed on Mar 26, 2026
Hawthorne Inn and Conference Center
420 High St Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Mar 29 to Mar 30
CA $118
CA $133 total
Mar 29 - Mar 30
includes taxes & fees
8.4/10 Very Good! (1,031 reviews)
Clean room. Plenty of parking.
Reviewed on Mar 27, 2026
Hampton Inn & Suites Winston-Salem Downtown
235 North Cherry Street Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Apr 2 to Apr 3
CA $178
CA $201 total
Apr 2 - Apr 3
includes taxes & fees
9/10 Wonderful! (700 reviews)
The hotel was fine. It was clean, safe and in a walkable location. Not luxurious by any stretch but a good option.
Reviewed on Mar 23, 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.
What to do in Pinnacle
Pilot Mountain Rock Climb with a Certified Guide
CA $513
per traveller
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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.
