Pinnacle Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Carissa Wylie

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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.

Ready to book your vacation to Pinnacle?

 

Choose your dates

Pinnacle Hotel Deals

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 $95 per night from Aug 3 to Aug 4
CA $95
CA $107 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (1,017 reviews)
"Really enjoyed our stay! We felt safe and comfortable the entire time. The staff was exceptional."

Reviewed on Jul. 22, 2025

Hawthorne Inn and Conference Center
Best Western Plus University Inn

Best Western Plus University Inn

3.5 out of 5
3050 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jul 28 to Jul 29
CA $99
CA $111 total
Jul 28 - Jul 29
includes taxes & fees
7.2/10 Good! (1,002 reviews)
"clean, the staff was super and the morning breakfast was real good"

Reviewed on Jul. 14, 2025

Best Western Plus University Inn
DoubleTree by Hilton Winston Salem - University

DoubleTree by Hilton Winston Salem - University

4 out of 5
5790 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Aug 3 to Aug 4
CA $135
CA $152 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Great front desk"

Reviewed on Jul. 11, 2025

DoubleTree by Hilton Winston Salem - University
See all 679 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Pinnacle

Katie having a blast.

Pilot Mountain Rock Climb with a Certified Guide

CA $444
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 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.