Pilot Mountain Vacations from $492

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Your Pilot Mountain Vacation

When you choose a Pilot Mountain vacation package, it's easy to enjoy your getaway to the fullest. Discover the best parts of this exciting city knowing that all the travel planning has been looked after before you go. Eager to explore the sights but don't know where to begin? Any trip to Pilot Mountain should include Jolo Winery and Vineyards. Expedia has what you need to escape the everyday. Tailor your vacation to Pilot Mountain to suit your style of travel, whatever that may be!

The Latest Pilot Mountain vacation packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Greensboro

Wyndham Garden Greensboro

3 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 24
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Greensboro (GSO)
7.8/10 Good! (1,012 reviews)
Decent place to stay...I'd definitely book again

Reviewed on Jul 7, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
per person
Sep 17 - Sep 24
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Greensboro (GSO)
9.8/10 Exceptional! (92 reviews)
Everything was perfect!

Reviewed on Jul 2, 2025

O.Henry Hotel

O.Henry Hotel

4 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 24
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Greensboro (GSO)
9.8/10 Exceptional! (671 reviews)
Very nice people! I would stay here again!

Reviewed on Jul 5, 2025

Proximity Hotel

Proximity Hotel

4 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 24
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Greensboro (GSO)
9.6/10 Exceptional! (809 reviews)
We had a great time, beautiful site and a great staff

Reviewed on Jul 5, 2025

La Quinta Inn & Suites by Wyndham Greensboro Arpt High Point

La Quinta Inn & Suites by Wyndham Greensboro Arpt High Point

3 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 24
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Greensboro (GSO)
8.8/10 Excellent! (1,003 reviews)
There was a lot of mold in the shower area and the toilet seat needs to be changed.

Reviewed on Jun 27, 2025

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Discover the most popular places to visit in Pilot Mountain

Jolo Winery and Vineyards

You can enjoy a tasting or tour at Jolo Winery and Vineyards during your travels to Pilot Mountain. Discover the mountain views and coffeehouses in this relaxing area.

Jolo Winery and Vineyards

Pilot Mountain Hotel Deals

Sleep well Inn and Suites
Sleep well Inn and Suites
2 out of 5
711 S Key St, Pilot Mountain, NC
Fully refundableReserve now, pay when you stay
$499 nightly
The price is $564 total per night from Jul 10 to Jul 11
$564 total
Jul 10 - Jul 11
Total includes taxes and fees
5.6/10 (379 reviews)
"It served the purpose, it was a nice hotel for the price."

Reviewed on Jun 22, 2025

Sleep well Inn and Suites
Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain
Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain
Pilot Mountain
$189 nightly
The price is $213 total per night from Jul 14 to Jul 15
$213 total
Jul 14 - Jul 15
Total includes taxes and fees
9.4/10 Exceptional! (12 reviews)
Convenient to area parks
"We really enjoyed being close to Pilot Mtn State Park and family in Winston-Salem. This is a cozy little house and met our needs. Thank you."

Reviewed on Jun 18, 2025

Charming 2-bedroom Cottage with AC and WiFi in Pilot Mountain
Relaxation and a priceless view!
Relaxation and a priceless view!
Pilot Mountain
$181 nightly
The price is $205 total per night from Jul 10 to Jul 11
$205 total
Jul 10 - Jul 11
Total includes taxes and fees
10/10 Exceptional! (4 reviews)
unfortunately only could stay for 1 night
"beautiful setting, set out on the porch at night looking at pilot mountain and hiked pilot mountain the next day."

Reviewed on Jul 6, 2025

Relaxation and a priceless view!
See all 468 properties in Pilot Mountain
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.

Find the Best Pilot Mountain Vacation Packages

Pilot Mountain Essential Information

Language
English
Currency
U.S dollars
Population
1,450
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Jolo Winery and Vineyards, Old North State Winery and Brewery and Mount Airy Museum of Regional History

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Frequently asked questions

How much does a Pilot Mountain vacation package cost?
You can grab a vacation package to this top destination from $492 on Expedia. However, how much your vacation to Pilot Mountain costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Pilot Mountain?
January, February and November are the best times to search for cheap Pilot Mountain vacation packages. Opting to travel in less busy months means you'll typically find lower prices on flights and accommodations.
How many days is enough for Pilot Mountain?
With a well-organized itinerary, you can easily visit the top Pilot Mountain attractions in a handful of days. But if you want to discover hidden spots or go on day tours, consider booking your Pilot Mountain vacation for longer.
How to find the best Pilot Mountain package deals?
Use Expedia's handy filters to find some terrific Pilot Mountain package deals. When you start 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 adventure for midweek, or search for Pilot Mountain package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Pilot Mountain vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still get the freedom to create a customized Pilot Mountain vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Pilot Mountain?
If you're planning a spur-of-the-moment Pilot Mountain getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Pilot Mountain vacation packages?
Secure your dream trip to Pilot Mountain with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next payday --- we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.