A row of red brick townhouses with white trim and yellow window frames.

Jackson Ward Vacations from $535

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Your Jackson Ward Vacation

Experience the best that Jackson Ward has to offer with a tailor-made Jackson Ward vacation package. From its history and cafes to its culture, it's not hard to be charmed by this food-lovers neighborhood. Eager to sightsee during your trip to Jackson Ward? Don't miss nearby attractions like Virginia Museum of Fine Arts, Science Museum of Virginia and Edgar Allan Poe Museum. Whatever your dream Jackson Ward vacation looks like, you can make it a reality with Expedia.

The Latest Jackson Ward Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 10 - Dec 15

    Patriots Inn + Flight

    Williamsburg
    5 nights
    2.5 star property
    9.4/10 - Exceptional (1,159 reviews)
    Roundtrip • Chicago (MDW) - Richmond (RIC)
    MDW - RIC • Nonstop RIC - MDW • Nonstop
    $663
    $535
    per traveler
    found 0 hours ago
    Patriots Inn
  • Dec 10 - Dec 15

    Westgate Historic Williamsburg Resort + Flight

    Midtown
    5 nights
    3.5 star property
    8.6/10 - Excellent (1,000 reviews)
    Roundtrip • Chicago (MDW) - Richmond (RIC)
    MDW - RIC • Nonstop RIC - MDW • Nonstop
    $1,201
    $627
    per traveler
    found 0 hours ago
    Westgate Historic Williamsburg Resort
  • Dec 10 - Dec 15

    Club Wyndham Governor’s Green + Flight

    Williamsburg
    5 nights
    3.0 star property
    9.2/10 - Wonderful (269 reviews)
    Roundtrip • Chicago (MDW) - Richmond (RIC)
    MDW - RIC • Nonstop RIC - MDW • Nonstop
    $1,049
    $843
    per traveler
    found 0 hours ago
    Club Wyndham Governor’s Green
  • Dec 10 - Dec 15

    The Colonies at Williamsburg + Flight

    Williamsburg
    5 nights
    3.0 star property
    9.0/10 - Wonderful (1,228 reviews)
    Roundtrip • Chicago (MDW) - Richmond (RIC)
    MDW - RIC • Nonstop RIC - MDW • Nonstop
    $719
    $578
    per traveler
    found 0 hours ago
    The Colonies at Williamsburg
  • Dec 10 - Dec 15

    Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel + Flight

    Colonial Williamsburg
    5 nights
    3.0 star property
    8.8/10 - Excellent (2,067 reviews)
    "Love the free breakfast. Lots of choices."
    Reviewed November 7, 2026
    Roundtrip • Chicago (MDW) - Richmond (RIC)
    MDW - RIC • Nonstop RIC - MDW • Nonstop
    $838
    $679
    per traveler
    found 0 hours ago
    Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Where to stay in Jackson Ward

Find the best Jackson Ward areas and neighborhoods for the activities you enjoy most. Learn more about Jackson Ward
Learn more about Jackson Ward

Downtown Richmond

Explore the central business district, home to Fortune 500 companies and architectural gems like the Virginia State Capitol. Discover vibrant nightlife in Shockoe Bottom and Shockoe Slip districts.

Short Pump

Boasting shopping centers like Short Pump Town Center and West Broad Village, this suburban area offers a variety of restaurants, a skating rink, and a bowling alley for entertainment.

Fan District

Boasting a long stretch of Victorian architecture, this residential area is home to VCU's Monroe Park Campus, tree-lined avenues, and numerous parks. Explore local cafes, restaurants, and the nearby Virginia Center for Architecture at Branch House.

North Chesterfield

While North Chesterfield might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Chesterfield Towne Center and River City Sportsplex.

Museum District

You'll enjoy the museums and monuments in Museum District. You might want to make time for a stop at Virginia Museum of Fine Arts or Virginia Museum of History & Culture.

Discover the most popular places to visit in Jackson Ward

What to do near Jackson Ward

Jackson Ward 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.