This Richmond, Virginia travel guide grew out of a conference visit at the end of June 2026, and I’ll be honest, Richmond wasn’t on my radar the way it should have been. We expected a history-heavy southern city with a few good restaurants. What we discovered were neighborhoods that reward slow, curious walking, a thriving food scene, and a mixture of historical, cultural, and outdoor attractions.

This post may contain affiliate links. These links provide a means for sites like NattyGal.com to earn a small commission when a reader clicks through and makes a purchase at no additional cost to the reader. See full affiliate disclosure in Privacy & Disclosures.
Whether you’re planning a quick weekend escape or a longer trip through Virginia, this guide gives you everything you need to plan confidently. I’ve pulled together the best neighborhoods, top historic sites, standout restaurants, and a practical itinerary so you can show up ready to enjoy the city.
Why Richmond Is Underrated
Proximity to Major Tourist Destinations
Richmond’s central location is one of its biggest advantages. It’s an ideal home base for both multi-stop Virginia itineraries and long-weekend getaways.
- Colonial Williamsburg: Less than 50 minutes away
- Historic Jamestown & Yorktown: 55–60 minutes away
- Washington, D.C.: 1 hour 45 minutes away and on the Amtrak line
- Charlottesville & Jefferson’s Monticello: 1 hour away
- Shenandoah National Park: 1 hour 45 minutes away
- Virginia Beach: 1 hour 45 minutes away
Richmond’s Best Activities and Landmarks
Historic Sites
The imposing Virginia State Capitol sits on a small hill above the city’s canal and is free to visit. Guided tours are available most days. Check the Capitol’s official site for current tour times and any reservation requirements before you go.

The White House of the Confederacy (adult $16) occupies a city block surrounded by the VCU medical campus. It served as the home and executive offices of Jefferson Davis in the early 1860s. It is now part of the American Civil War Museum (see below). We were struck by how the neoclassical lines of the house contrasted with the austere and modern VUC medical buildings surrounding it.

The American Civil War Museum at Historic Tredegar ($19 adult, discounted ticket if also visiting the White House of the Confederacy) presents the war from multiple perspectives, distinguishing it from more traditional Civil War sites. The Virginia Holocaust Museum and the Black History Museum and Cultural Center of Virginia round out a picture of Richmond that most travel guides leave incomplete.
Cultural Sites
The Edgar Allan Poe Museum (adult $12) is worth the trip for anyone with even a passing interest in American literary history. It is small and genuinely atmospheric. Note that on Thursday nights from April through October, the museum hosts a themed “Unhappy Hour” in the garden from 6-9 PM. We attended one while we were in town, and it was not to be missed. Admission was $18, and the museum was open for tours throughout the evening. The curator was even on hand to show us a few special items!



While we did not get to the following sites on this visit, they’re among the city’s most popular, and we’ll certainly plan our next visit with them in mind.
The Virginia Museum of Fine Arts is free and houses one of the strongest permanent collections in the Southeast. An exhibit showcasing India’s Great Mughals is on until mid-August, and there are occasional evening concerts and special events. Check their website for the latest.
Maymont is a 100-acre estate, mansion, and wildlife area that Richmond locals love and visitors consistently overlook. Their seasonal events like Oktoberfest, Garden Glow, and Merry Market are especially festive times to visit. Similarly, the Lewis Ginter Botanical Garden once belonged to Lewis Ginter, a famous Richmond entrepreneur and philanthropist.
Outdoor Pursuits
Richmond offers outdoor enthusiasts activities ranging from mild to wild! For a mild adventure, step back in time with a boat ride along one of Richmond’s canals. We joined a 40-minute tour with Riverfront Canal Cruises, which was both relaxing and informative. You’ll learn about the role of the tobacco trade and will have a chance to glimpse the floodwall that keeps the low-lying areas of Richmond dry during stronger storms.

If whitewater is more your vibe, don’t miss the chance to run Class III-IV rapids that run right through the middle of downtown! Richmond is the only US city to offer an adventure like this. Natty Guy took a trip with Riverside Outfitters and had the time of his life, rafting and jumping from the rocks around Belle Isle.

Landlubbers might enjoy biking the Capital Trail from Richmond to Historic Jamestown. It’s 52 miles of scenic exercise one way.
NOTE: For those who prefer touring with a guide, we had the pleasure of meeting Ray Kaufman with The Richmond Tour Guys. He offers an incredible array of tours that cater to specific interests and is passionate about sharing his knowledge and love for Richmond. Highly Recommend!
Eat Your Way Through Some Neighborhoods
Carytown has a super-cool, quirky, and bohemian feel. We spent a fun evening traversing Cary Street, admiring the many shops like Traveling Cute and Mongrels, and the historic Byrd Theatre (circa 1928). We had an amazing meal at Can Can Brasserie. They serve French classics, and the freshly made bread and pastries are worth the trip alone.




We spent one afternoon admiring the lovely Victorian homes of the Fan District. Natty Guy found a great sandwich shop, Garnett’s Cafe! Tasty, creative options, all reasonably priced. Edo’s Squid is another highly recommended restaurant in this area.



Church Hill is Richmond’s oldest and most historic neighborhood. It was here that Patrick Henry gave his famous “Give me liberty or give me death” speech. We enjoyed our best meal in Richmond here, at the Roosevelt. Recommended by several Richmonders, reservations are suggested. The Emerald Lounge is another recommended establishment in this district.

Our conference venue was in Jackson Ward, which is often known as the Harlem of the South for its African American heritage. Today, it’s a thriving community with many black-owned businesses and street art that could have me snapping photos for days. Lillie Pearl is a standout restaurant here featuring Southern classics with a twist.

Farther Afoot
All but the Richmond Raceway below are reachable in less than 30 minutes by car, south toward Colonial Heights from Richmond. The Raceway is about 20 minutes north of downtown.
The Violet Bank Museum was once the headquarters of General Robert E. Lee during the Civil War. While the museum is temporarily closed, it is a superb example of Federal design. Outside the museum is the 2nd largest cucumber tree (deciduous magnolia) in the US. We found out on our private tour that the largest one is less than an hour from our home!



The Keystone Truck & Tractor Museum is a must-stop for anyone who loves an engine! The collection of Keith Jones fills 125,000 square feet in Colonial Heights and features more than just trucks. Vintage signs, tools, radios, and advertising posters are interspersed throughout.

At over 7,000 square feet, the Colonial Heights Arby’s is the biggest in the world. Modeled after Disney’s Wilderness Lodge, I’d argue that it’s also the most nicely decorated! If you’re in the area, you have to stop by! In addition to the regular menu, we were surprised to see that this location also serves a variety of Tex-Mex food.


Ashton Creek Vineyard is a family-owned winery on lovely grounds just a short drive outside of Richmond. They offer guided tastings, cooking classes, and a thoughtfully designed food menu. The Sauvignon Rytos was a favorite at our group tasting!

Being car people, we were thrilled to learn that our conference included an opening party at the Richmond Raceway. Home to the NASCAR Cup Series, the raceway hosts a multitude of other events. A stop here is sure to bring a smile to any racing fan!

Suggested Itinerary
| Day One | After breakfast, either enjoy a free guided tour of the Virginia State Capitol or tour the White House of the Confederacy. Visit the VMFA in the afternoon. Lastly, head to the Church Hill for dinner at the Roosevelt. |
| Day Two | Start your day with a visit to the Lewis Ginter Botanical Garden or Maymont. Mid-afternoon, check out the Poe Museum, followed by a canal cruise. Explore the brew pubs in Scott’s Addition for dinner. |
| Day Three | Head to one of the sites outside the city (listed above), visit the sites you missed on Day One or Two, or spend the day rafting or biking. Have dinner in Carytown at Can Can, a French restaurant. Stop for a scoop of ice cream at Bev’s if you’re not too full. |
Three days are enough to visit some of the city’s highlights without feeling like you need a vacation from your vacation. With more time, you’ll certainly find plenty of ways to fill it.
Richmond has plenty of lodging options to choose from. Next week I’ll be reviewing our stay at the magnificent Jefferson Hotel, arguably the most historic hotel in town.
FAQs
Two to three days allow for some highlights! More time allows for some exploration further afoot.
Yes, and bus transport is FREE! Amtrak train service provides convenient transport from DC, Baltimore, Norfolk, etc.
We felt safe walking throughout our 5-day stay. The Fan District, Museum District, and Carytown are well-regarded, walkable neighborhoods that solo travelers consistently recommend. As with any city, stay aware of your surroundings after dark and stick to well-lit areas.
For free activities, I’d recommend visiting the Virginia Museum of Fine Arts, taking the free state capitol tour, walking along the Canal Walk, and spending some time at Belle Isle. Maymont suggests a donation, but it is technically free.
For other US city guides on the site, see The Ultimate Weekend Guide to New Orleans, Natty Gal and Layover in Louisville: A Visitor’s Guide, Natty Gal.
Until next time…





I want to go just for the “Unhappy Hour” – sounds awesome!
It was really fun! It was a pride theme the week we were there in June and they had a great band, performers, etc. in the beautiful garden area of the house.