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Rockingham County Vacations & Trips from $456

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Your Rockingham County Vacation

Lock in a vacation package to Rockingham County and enjoy travel on your own terms. You'll be impressed by its fishing, walking trails and watersports. Where to start your journey? In the most popular cities, of course. Reidsville and Stokesdale are both perfect places to kick off your itinerary during your trip to Rockingham County. From the instant you book your Rockingham County vacation to when you get back home, Expedia will be with you each step of the way.

Top destinations in Rockingham County

The Latest Rockingham County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 14 - Jan 17

    Hotel Denim + Flight

    Greensboro
    3 nights
    3.5 star property
    9.2/10 - Wonderful (1,444 reviews)
    "Bed was kind of lumpy and old. Otherwise Great hotel."
    Reviewed November 10, 2026
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    ORD - GSO • Nonstop GSO - ORD • Nonstop
    $565
    $456
    per traveler
    found 2 hours ago
    Hotel Denim
  • Jan 14 - Jan 17

    Proximity Hotel + Flight

    Greensboro
    3 nights
    4.0 star property
    9.8/10 - Exceptional (1,003 reviews)
    "Rooms are very nice and spacious. Great restaurant on site. One of the best in Greensboro."
    Reviewed November 9, 2026
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    ORD - GSO • Nonstop GSO - ORD • Nonstop
    $834
    $655
    per traveler
    found 2 hours ago
    Proximity Hotel
  • Jan 14 - Jan 17

    The Shaffner Inn + Flight

    Winston-Salem
    3 nights
    2.0 star property
    9.2/10 - Wonderful (251 reviews)
    "This is a beautiful old inn that has timeless charm. Very comfortable space, very clean, and wonderful owner and staff. The breakfast was delicious: fresh scrambled eggs, perfectly cooked stone ground grits, fresh bread for toasting and fresh blueberries and strawberries. The artwork shown in the front rooms was an unexpected plus! So cool! Wifi worked well. An elegant and comfortable stay: thank you!"
    Reviewed November 1, 2026
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    ORD - GSO • Nonstop GSO - ORD • Nonstop
    $698
    $560
    per traveler
    found 2 hours ago
    The Shaffner Inn
  • Jan 14 - Jan 17

    O.Henry Hotel + Flight

    Greensboro
    3 nights
    4.0 star property
    9.8/10 - Exceptional (881 reviews)
    "It was the nicest hotel we have ever stayed in. My husband and I are talking about coming back over and staying several nights just because it was that nice. We spent the night because we were in town for a concert but if we come back it’ll be just to stay in your hotel because we loved it so much."
    Reviewed November 10, 2026
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    ORD - GSO • Nonstop GSO - ORD • Nonstop
    $895
    $730
    per traveler
    found 2 hours ago
    O.Henry Hotel
  • Jan 14 - Jan 17

    Summit Street Inns + Flight

    Winston-Salem
    3 nights
    3.5 star property
    9.8/10 - Exceptional (298 reviews)
    "The grounds are beautiful. Some attention is need to the curtains that have been pulled from the support rod making shutting out light difficult. The bulbs in the reading laps start to flash gently after being on a few minutes."
    Reviewed October 31, 2026
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    ORD - GSO • Nonstop GSO - ORD • Nonstop
    $830
    $697
    per traveler
    found 2 hours ago
    Summit Street Inns

Discover the most popular places to visit in Rockingham County

Rockingham County Hotel Deals

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