A tree-lined path with a clear blue sky.

Cumberland County Vacations & Trips from $498

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Cumberland County Vacation

Answer the call of adventure with a customized vacation package to Cumberland County. Wherever your travels lead and whatever you plan to do, get ready to experience a destination that'll make you truly feel alive. A trip to Cumberland County wouldn't be complete without spending a bit of time in Farmville. This city is among the most well-known places to visit here. Round up your loved ones and pack your bags, because your Cumberland County vacation is just clicks away with Expedia.

Top destinations in Cumberland County

The Latest Cumberland County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 22 - Jan 25

    The Doyle Hotel + Flight

    Starr Hill
    3 nights
    3.5 star property
    8.2/10 - Very good (1,004 reviews)
    "The Doyle property is amazing and the rooftop is spectacular. Bartenders are attentive and amusing! Highly recommend the Doyle. Short walk to downtown mall. Hours of fun"
    Reviewed November 9, 2026
    Roundtrip • Baton Rouge (BTR) - Charlottesville (CHO)
    BTR - CHO • 1 stop CHO - BTR • 1 stop
    $587
    $498
    per traveler
    found 1 hour ago
    The Doyle Hotel
  • Jan 22 - Jan 25

    Oakhurst Inn at the University + Flight

    Jefferson Park Avenue
    3 nights
    4.0 star property
    9.2/10 - Wonderful (641 reviews)
    "Wonderful! The room, staff, location, cleanliness…. All wonderful! I’ll definitely come back!"
    Reviewed November 8, 2026
    Roundtrip • Baton Rouge (BTR) - Charlottesville (CHO)
    BTR - CHO • 1 stop CHO - BTR • 1 stop
    $712
    $585
    per traveler
    found 1 hour ago
    Oakhurst Inn at the University
  • Jan 15 - Jan 19

    Afton Mountain Vineyards + Flight

    Afton
    4 nights
    3.5 star property
    7.4/10 - Good (3 reviews)
    Roundtrip • New York (NYC) - Charlottesville (CHO)
    JFK - SHD • 1 stop SHD - LGA • 1 stop
    $1,249
    $1,051
    per traveler
    found 1 day ago
    Afton Mountain Vineyards
  • Jan 22 - Jan 25

    Omni Charlottesville Hotel + Flight

    North Downtown
    3 nights
    4.0 star property
    9.6/10 - Exceptional (1,155 reviews)
    Roundtrip • Baton Rouge (BTR) - Charlottesville (CHO)
    BTR - CHO • 1 stop CHO - BTR • 1 stop
    $720
    $620
    per traveler
    found 1 hour ago
    Omni Charlottesville Hotel
  • Dec 19 - Dec 22

    Virginia Guesthouse Hotel + Flight

    Lewis Mountain
    3 nights
    3.0 star property
    9.8/10 - Exceptional (173 reviews)
    "Property was outstanding. Incredibly pleased with our stay!"
    Reviewed November 9, 2026
    Roundtrip • Houston (IAH) - Charlottesville (CHO)
    IAH - CHO • 1 stop CHO - IAH • 1 stop
    $769
    $663
    per traveler
    found 17 hours ago
    Virginia Guesthouse Hotel

Discover the most popular places to visit in Cumberland County

Cumberland 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.