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.
StudioRes by Marriott Greensboro Airport

StudioRes by Marriott Greensboro Airport

3 out of 5
Price was CA $962, price is now CA $795 per person
CA $795
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Greensboro (GSO)
9.2/10 Wonderful! (80 reviews)
Very clean and staff very sweet!

Reviewed on Nov 7, 2026

Proximity Hotel

Proximity Hotel

4 out of 5
Price was CA $1,313, price is now CA $1,099 per person
CA $1,099
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Greensboro (GSO)
9.8/10 Exceptional! (1,000 reviews)

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was CA $1,384, price is now CA $1,184 per person
CA $1,184
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Greensboro (GSO)
9.8/10 Exceptional! (879 reviews)
We absolutely love staying here!!! We feel very pampered!!! Everything here is amazing!! The beds, service, food, room, showers are excellent!!

Reviewed on Nov 3, 2026

Hyatt Place Greensboro/Downtown

Hyatt Place Greensboro/Downtown

3 out of 5
Downtown Greensboro
Price was CA $1,148, price is now CA $1,010 per person
CA $1,010
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Greensboro (GSO)
9/10 Wonderful! (1,001 reviews)

The Hamilton a Stylish Downtown Bungalow

The Hamilton a Stylish Downtown Bungalow

3 out of 5
Price was CA $1,349, price is now CA $1,219 per person
CA $1,219
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Greensboro (GSO)
No reviews
It’s a great property and the location was ideal, especially if you’re looking for something near High Point University. We’ll definitely be back!

Reviewed on Oct 30, 2026

Ready to book your vacation to Pinnacle?

 

Choose your dates

Pinnacle Hotel Deals

Pilot Mountain Glamping Resort

Pilot Mountain Glamping Resort

4 out of 5
1051 E Old Phillips Rd Pinnacle NC
The price is CA $246 per night from Nov 15 to Nov 16
CA $246
CA $277 total
Nov 15 - Nov 16
includes taxes & fees
9.6/10 Exceptional! (19 reviews)
"Beautiful place to stay! We had so much fun."

Reviewed on Nov 5, 2026

Pilot Mountain Glamping Resort
Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
420 High St Winston-Salem NC
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Nov 9 to Nov 10
CA $96
CA $108 total
Nov 9 - Nov 10
includes taxes & fees
8.6/10 Excellent! (1,333 reviews)
"We really like this hotel and will be glad to go back. Couple things that you might want to know before you reserve: breakfasts are not included with third party reservations, but they are provided for about $10 apiece, and they lock out your access cards a half hour before checkout time, so be careful ..."

Reviewed on Nov 7, 2026

Hawthorne Inn and Conference Center
Suburban Studios Winston Salem-University Parkway

Suburban Studios Winston Salem-University Parkway

2 out of 5
7910 N Point Blvd Winston-Salem NC
The price is CA $78 per night from Dec 8 to Dec 9
CA $78
CA $88 total
Dec 8 - Dec 9
includes taxes & fees
6.2/10 (1,008 reviews)
"Great value for your money!"

Reviewed on Nov 8, 2026

Suburban Studios Winston Salem-University Parkway
See all 710 properties in Pinnacle
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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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.
See properties

What to do in Pinnacle

Pilot Mountain Rock Climb with a Certified Guide

Pilot Mountain Rock Climb with a Certified Guide

CA $458
per traveller
Pilot Mountain Rock Climb with a Certified Guide
See all activities in Pinnacle

Frequently asked questions

How much does a Pinnacle vacation package cost?
You'll find cheap prices from CA $795 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?

  1. Choose your travel dates: What you'd like to do in Pinnacle and your favourite season can help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.