Pilot Mountain Vacations from $499

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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.
The Shaffner Inn

The Shaffner Inn

3 out of 5
Price was $611, price is now $499 per person
$499
per person
Oct 9 - Oct 12
found 10 hours ago
Roundtrip flight included
New York (NYC) to Greensboro (GSO)
9.4/10 Exceptional! (181 reviews)
Great historical house. A lot of character and antique furnitures. Friendly environment and excellent staff! Strongly recommended!

Reviewed on Jul 21, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was $1,482, price is now $536 per person
$536
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Greensboro (GSO)
10/10 Exceptional! (102 reviews)
The staff was very detailed and organized with my arrival being that I flew in from KY at midnight. The interior and exterior design is EXQUISITE! My communication with the staff was always very pleasant and professional via text. I will be booking another stay the next time I’m in NC.

Reviewed on Aug 15, 2025

The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
Price was $1,097, price is now $823 per person
$823
per person
Oct 12 - Oct 18
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Greensboro (GSO)
6/10 (2 reviews)
Greenwood Bed & Breakfast

Greenwood Bed & Breakfast

3 out of 5
Fisher Park
Price was $1,105, price is now $883 per person
$883
per person
Oct 12 - Oct 18
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Greensboro (GSO)
9.2/10 Wonderful! (45 reviews)
This location is a beautiful old house in an amazing historic area. It was very convenient to the rehearsal dinner and wedding venue that we were there to attend. The house itself needs a good bit of cosmetic work, it was pretty cluttered inside. The host had family members staying there as well who were noisy and disruptive. The bed was comfortable, the host was attentive and helpful. The breakfasts were very good. It wasn’t quite as clean as I like, I am pretty particular about that.

Reviewed on Jul 13, 2025

O.Henry Hotel

O.Henry Hotel

4 out of 5
Price was $858, price is now $695 per person
$695
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Greensboro (GSO)
9.8/10 Exceptional! (687 reviews)
The design of the hotel and the special events like Jazz night and Tea in the afternoon were a delight.

Reviewed on Jul 21, 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

Americas Best Value Inn Pilot Mountain

Americas Best Value Inn Pilot Mountain

2 out of 5
711 S Key St Building 1, Pilot Mountain, NC
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Aug 27 to Aug 28
$79 total
Aug 27 - Aug 28
Total with taxes and fees
5.6/10 (388 reviews)
"It served the purpose, it was a nice hotel for the price."

Reviewed on Jun 22, 2025

Americas Best Value Inn Pilot Mountain
Knights Inn Pilot Mountain

Knights Inn Pilot Mountain

2 out of 5
711 S Key St Building 2, Pilot Mountain, NC
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Aug 27 to Aug 28
$79 total
Aug 27 - Aug 28
Total with taxes and fees
5.4/10 (3 reviews)
"It was clean. The person at the front deskwas not the friendliest. The other employees we came in contact with were very nice. It was confusing because the sign said Econo Lodge, and then when we register Knights Inn but on my card statement, it said Eco Lodge. It had a phone but was not connected ..."

Reviewed on Aug 22, 2025

Knights Inn Pilot Mountain
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 Aug 27 to Aug 28
$213 total
Aug 27 - Aug 28
Total with taxes and fees
9/10 Wonderful! (14 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
See all 487 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.

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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 $499 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.