Pinnacle Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
- Rest easyPlan, book, and manage your trip all in one place
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.
O.Henry Hotel
CA $1,456
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Greensboro (GSO)
9.8/10 Exceptional! (854 reviews)
Beautifully appointed hotel in keeping with the fine tradition of Southern hospitality. Every staff member we encountered was gracious, friendly and helpful. Our king room was spacious and inviting. Even the bathroom was sublime. The hotel bar was buzzing with good cheer on a Friday night. Our evening dinner and service at the on-site Green Valley Grill were excellent. Thanks goes to those who resurrected this newer O.Henry in the spirit and style of the original 1919 downtown landmark. Highly recommend.
Reviewed on Sep 22, 2026
The Shaffner Inn
CA $1,361
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Greensboro (GSO)
9.2/10 Wonderful! (236 reviews)
Our stay couldn’t have been better! First, it’s one of the most beautiful and unique properties I’ve ever seen, full of old world charm. Truly a unique experience. Shane was a gracious host and breakfast was delicious, a real meal not microwaved in a bag.
Reviewed on Sep 23, 2026
The Historic Brookstown Inn, Trademark Collection by Wyndham
CA $1,405
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Greensboro (GSO)
9.6/10 Exceptional! (1,004 reviews)
Very warm feeling hotel with awesome brick and wood throughout. Loved the feel and the cookies and milk at night!
Reviewed on Sep 18, 2026
Ready to book your vacation to Pinnacle?
Pinnacle Hotel Deals
Pilot Mountain Glamping Resort
1051 E Old Phillips Rd Pinnacle NC
CA $211
CA $238 total
Sep 28 - Sep 29
includes taxes & fees
Hawthorne Inn and Conference Center
420 High St Winston-Salem NC
CA $95
CA $107 total
Oct 5 - Oct 6
includes taxes & fees
8.6/10 Excellent! (1,240 reviews)
"Winston Salem needs better options!"
Reviewed on Sep 23, 2026
La Quinta Inn & Suites by Wyndham Winston-Salem
2020 Griffith Rd Winston-Salem NC
Fully refundableReserve now, pay when you stay
CA $97
CA $110 total
Oct 4 - Oct 5
includes taxes & fees
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.
Stay near popular Pinnacle attractions
Pilot Mountain
9.4/10 (43 reviews)
Commune with nature and explore the great outdoors at Pilot Mountain during your travels in Pinnacle. Wander the parks or discover the area's mountain views.
Horne Creek Living Historical Farm
10.0/10 (1 review)
You can study the exhibits at Horne Creek Living Historical Farm, a museum with a story of its own, during your trip to Pinnacle. Wander the beaches or discover the area's mountain views.
Hauser Farmhouse
You can spend an afternoon browsing the exhibits at Hauser Farmhouse during your trip to Pinnacle. Discover the mountain views while you're in the area.
Ararat River Access
You can take time to visit Ararat River Access during your travels to Pinnacle. Discover the mountain views while you're in the area.
Surry County Historical Farm Museum
You can spend time browsing the exhibits at Surry County Historical Farm Museum in Pinnacle. Discover the mountain views while you're in the area.
Shoals Park
After visiting Shoals Park, make a plan to see the other sights and activities in Pinnacle. Discover the mountain views while you're in the area.
Pinnacle Lions Park
Explore the great outdoors at Pinnacle Lions Park, a lovely green space in Pinnacle. Discover the mountain views while you're in the area.
What to do in Pinnacle
Pilot Mountain Rock Climb with a Certified Guide
CA $519
per traveller
Frequently asked questions
How much does a Pinnacle vacation package cost?
You'll find cheap prices from CA $1,087 on Expedia for your Pinnacle break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Pinnacle costs.
What are the cheapest months to go to Pinnacle?
To score cheap Pinnacle vacation packages, plan your trip outside of peak times such as school holidays. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Pinnacle?
The ideal duration for your Pinnacle vacation depends on what you'd like to see and do. Typically, a few days to a week will give you time to tick off all the main attractions and explore some hidden spots along the way.
How to find the best Pinnacle package deals?
Use Expedia's filters to find some terrific Pinnacle package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Pinnacle package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Pinnacle vacation as a package?
You can enjoy significant savings on your next Pinnacle getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pinnacle?
If you've got your Pinnacle vacation dates locked in, book early to bag some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Pinnacle?
- Choose your travel dates: What you'd like to do in Pinnacle and your favourite season can help you decide when to travel.
- Work out your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will likely be the biggest expense during your trip to Pinnacle.
- Decide how long to go for: Now that you're more familiar with Pinnacle, you can work out the perfect length of your vacation. Pull together a rough itinerary and allocate enough time for all the things you want to do.
- Combine your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the right Pinnacle 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.
