Wilkesboro Vacations from $534
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The Latest Wilkesboro Vacation Packages
- Proximity Hotel
Oct 2 - Oct 4Proximity Hotel + Flight
Greensboro2 nights4.0 star property9.8/10 - Exceptional (1,000 reviews)"Beautiful in every way!"Reviewed July 28, 2026Roundtrip • New York (NYC) - Greensboro (GSO)EWR - GSO • 1 stop GSO - EWR • 1 stop$662$534found 1 day agoper traveler - Heated Pool King Bed Jacuzzi Bath Arcade
Oct 7 - Oct 12Heated Pool King Bed Jacuzzi Bath Arcade + Flight
Winston-Salem5 nights4.5 star property8.0/10 - 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, 2025Roundtrip • San Juan (SJU) - Greensboro (GSO)SJU - GSO • 1 stop GSO - SJU • 1 stop - Landing Furnished Apartments Winston-Salem
Oct 7 - Oct 12Landing Furnished Apartments Winston-Salem + Flight
Winston-Salem5 nights3.0 star propertyRoundtrip • San Juan (SJU) - Greensboro (GSO)SJU - GSO • 1 stop GSO - SJU • 1 stop$1,326$1,049found 1 day agoper traveler - O.Henry Hotel
Oct 7 - Oct 12O.Henry Hotel + Flight
Greensboro5 nights4.0 star property9.8/10 - Exceptional (842 reviews)Roundtrip • San Juan (SJU) - Greensboro (GSO)SJU - GSO • 1 stop GSO - SJU • 1 stop$1,363$1,092found 1 day agoper traveler - Julian Price House
Oct 2 - Oct 4Julian Price House + Flight
Fisher Park2 nights3.0 star property10/10 - Exceptional (152 reviews)"Stay here! You won’t regret it. Everything is absolutely perfect . We were a family of four with 2 older daughters and 1Q/2T bedroom was just right."Reviewed July 27, 2026Roundtrip • New York (NYC) - Greensboro (GSO)EWR - GSO • 1 stop GSO - EWR • 1 stop$662$535found 1 day agoper traveler
Discover the most popular places to visit in Wilkesboro
Wilkesboro Hotel Deals
Red Roof Inn & Suites Wilkesboro
Red Roof Inn & Suites Wilkesboro
Holiday Inn Express Wilkesboro by IHG
Holiday Inn Express Wilkesboro by IHG
Frequently Asked Questions
How much does a Wilkesboro vacation package cost?
You can snap up a vacation package to this popular destination from $534 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.