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A rocky landscape with a forested valley and distant mountains.

Wilkesboro Vacations from $487

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The Latest Wilkesboro Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby sitting area
    Sep 3 - Sep 7

    Hotel Denim + Flight

    Greensboro
    4 nights
    3.5 star property
    9.2/10 - Wonderful (1,274 reviews)
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    RFD - GSO • 1 stop GSO - RFD • 1 stop
    $576
    $487
    per traveler
    found 1 day ago
    Hotel Denim
  • Property grounds
    Oct 4 - Oct 7

    O.Henry Hotel + Flight

    Greensboro
    3 nights
    4.0 star property
    9.8/10 - Exceptional (842 reviews)
    Roundtrip • Chicago (ORD) - Greensboro (GSO)
    ORD - GSO • Nonstop GSO - ORD • Nonstop
    $875
    $682
    per traveler
    found 1 day ago
    O.Henry Hotel
  • Luxury Room, Multiple Beds, Private Bathroom, Garden View | View from room
    Oct 23 - Oct 25

    Julian Price House + Flight

    Fisher Park
    2 nights
    3.0 star property
    10/10 - Exceptional (154 reviews)
    "My husband chose Julian Price house for our anniversary getaway. He also looked at high-end hotel offerings. IMO he made an excellent choice! Beautiful, indoors and out. Having a love for architecture, the home and renovations are exquisite. Book with photos and narrative gives an historical perspective of the home and renovation process. There are also books detailing the history of Greensboro during the original construction period. We enjoyed the common areas and the manicured gardens/..."
    Reviewed July 31, 2026
    Roundtrip • Boston (BOS) - Greensboro (GSO)
    BOS - GSO • 1 stop GSO - BOS • 1 stop
    $733
    $591
    per traveler
    found 1 day ago
    Julian Price House
  • 4 bedrooms, hypo-allergenic bedding available, in-room safe
    Sep 25 - Sep 27

    Heated Pool King Bed Jacuzzi Bath Arcade + Flight

    Winston-Salem
    2 nights
    4.5 star property
    8.0/10 - Very Good (1 review)
    "The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt..."
    Reviewed September 30, 2025
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    RFD - GSO • 1 stop GSO - ORD • Nonstop
    $1,308
    $1,095
    per traveler
    found 15 hours ago
    Heated Pool King Bed Jacuzzi Bath Arcade
  • House | 5 bedrooms, hypo-allergenic bedding available, laptop workspace
    Sep 25 - Sep 27

    Arcade Kid Friendly Firepit Grill HotTub + Flight

    Winston-Salem
    2 nights
    4.0 star property
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    RFD - GSO • 1 stop GSO - ORD • Nonstop
    $1,468
    $1,235
    per traveler
    found 15 hours ago
    Arcade Kid Friendly Firepit Grill HotTub

Discover the most popular places to visit in Wilkesboro

Wilkes Community College

Home to MerleFest, this college campus transforms into America's premier Americana music festival each April. Visitors enjoy multiple stages of bluegrass, folk, and country performances in a vibrant festival atmosphere.

Wilkesboro Hotel Deals

Lobby

Red Roof Inn & Suites Wilkesboro

Red Roof Inn & Suites Wilkesboro
2.0 star property
1 mi from Wilkesboro
8.2 out of 10, Very Good, (210 reviews)
"Clean room, helpful staff , convenient breakfast and close proximity to travel direction!"
$73 nightly
The price is $82
Aug 9 - Aug 10
Total with taxes and fees
Red Roof Inn & Suites Wilkesboro
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.
See all properties in Wilkesboro

Frequently Asked Questions

How much does a Wilkesboro vacation package cost?

You can snap up a vacation package to this popular destination from $487 on Expedia. However, how much your vacation to Wilkesboro costs will depend on your hotel choice, season and length of stay.

What are the cheapest months to go to Wilkesboro?

You can typically find lower rates and better availability in March, May and November. Check out our cheap Wilkesboro vacation packages and you could get some great off-season deals.

How many days is enough for Wilkesboro?

With a well-planned itinerary, you can easily visit the most popular Wilkesboro attractions in a few days. But if you prefer to discover hidden spots or take day trips, consider booking your Wilkesboro vacation for longer.

How to find the best Wilkesboro package deals?

Finding a cheap Wilkesboro package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Wilkesboro package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.

Is it cheaper to book a Wilkesboro vacation as a package?

An Expedia vacation package could land you significant savings when compared to booking hotels and flights separately. Better still, you can personalize your Wilkesboro trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.

When to book a vacation package to Wilkesboro?

Secure incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Wilkesboro break.

Does Expedia offer Book Now, Pay Later Wilkesboro vacation packages?

Jet off on your dream getaway to Wilkesboro with help from our Book Now, Pay Later vacations. No need to save like crazy or wait for the next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can split the 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 snag great deals before they disappear.