When you're exploring a new city or town, the last thing you want to do is worry about driving. Finding parking, spending more on gas, moving your car — it's not worth the hassle. With these walkable weekend trips, you can leave those woes behind, keep your tank full, and actually experience the city you're in. 

Our guide has trips for every kind of traveler, whether you're looking for a romantic couples retreat, and friends getaway, or a vacation for your whole family (parents, grandparents, kids, and pets included!). Plus, we've included value tips and dining options at different price points so you can design the trip that fits your budget. 
 

Find Trips For:

Multiple Generations | Younger Kid Families
Older Kid Families | Couples | Friend Groups
 

MULTI-GEN FAMILIES

Downtown Fredericksburg

Historic Downtown Fredericksburg

Fredericksburg

With history, shopping, restaurants, and parks all within walking distance, Historic Downtown Fredericksburg is ideal for a multi-gen getaway.

Where to Stay in Fredericksburg

Book rooms at The Publisher Fredericksburg for a boutique hotel experience with easy access to the historic area. The Richard Johnston Inn also has suites which accommodate up to four guests.  

Where to Eat in Fredericksburg

$ | Soup and Taco, Agora Coffee Shop, Benny Vitali’s

$$ | Osan, Orofino, Sunken Well Tavern

$$$ | Fahrenheit 132, La Petit Auberge, The Alpine Chef

Walkable Attractions in Fredericksburg

Fredericksburg has plenty of history to explore — just choose what time period interests you. Explore George Washington’s family story at the Washington Heritage Museums, then cross Chatham Bridge to see Chatham Manor, a key site during the Civil War.

Value Tip: Get the Washington Heritage Museums Heritage Pass and tour all three museums at a discounted price.

Learn 20th century stories by embarking on the Fredericksburg Civil Rights Trail. The self-guided walking tour will take you to 12 sites in the downtown area, and you can pop into local shops and grab a bite to eat while you make your way.

The playground at Riverfront Park overlooking the Rappahannock serves as a nice interlude for younger kids, and the downtown area is small enough that you won’t have trouble reconnecting if you break into smaller groups.

Check out our complete guide to visiting Fredericksburg for more travel planning tips.

Colonial Beach LOVEwork

Colonial Beach LOVEwork

Colonial Beach

For a quiet beach town getaway with something for everyone, head to Colonial Beach on the banks of the Potomac River.

Where to Stay in Colonial Beach

For your walkable vacation, you’ll want to be right on the water. Colonial Beach Plaza Bed & Breakfast offers several cottages perfect for a multi-generational trip — even the pets can come along! Another option is Riverview Inn, a refreshed motel with retro vibes and a selection of rooms that can sleep several guests.

Where to Eat in Colonial Beach

There are a variety of restaurants in the quaint beachfront area, whether you’re looking for a crowd-pleasing dinner menu or a quick bite.

$ | Love Bites Coffee, Willey’s BBQ

$$ | Sunflower, Circa 1892, Orchid Thai

Walkable Attractions in Colonial Beach

The beach is the main draw for this trip. With an approachable coastline and calm river waves, travelers of all ages can enjoy the water. Make your way to the southern tip of the town, where you’ll find Dockside Restaurant & Tiki Bar, a great place for food, drinks, and live music. Stop into local boutiques like Magnolia Hall, where you’ll find coastal décor and clothing for the whole family.

If you need to give your feet a break, rent a golf cart to get to slightly further destinations (and carry all your beach gear). You’ll see many zipping around town.

FAMILIES WITH YOUNGER KIDS

Merchants Square, Colonial Williamsburg

Merchants Square

Williamsburg

Concentrate your getaway around Colonial Williamsburg and you’ll find plenty of walkable and affordable fun to be had — and keep the little ones entertained.

Where to Stay in Williamsburg

There are several hotel options just steps from the fun of Colonial Williamsburg. The Williamsburg Lodge has rooms and suites to suit families, while the Woodlands Hotel & Suites has more family-friendly amenities like a pool, splash park, and mini golf.

For a one-of-a-kind lodging experience, check out the Colonial Houses, where your whole family can stay in authentic 18th-century buildings and reproductions.

Value Tip: If you include one drivable attraction, make it a day at Busch Gardens Williamsburg or Water Country USA. Williamsburg Lodge is a Preferred Hotel Partner of both parks.  

Where to Eat in Williamsburg

$ | Aromas Coffeehouse, Oishii Japanese Ramen & Hibachi Grill

$$ | DoG Street Pub, The Cheese Shop, Blue Talon Bistro

$$$ | Fat Canary, Terrace & Goodwin Rooms at Williamsburg Inn

Walkable Attractions in Williamsburg

Colonial Williamsburg is the star of the show here. History is brought to life through authentic and reproduced 18th century buildings, manicured gardens, and costumed interpreters working as craftsmen, carpenters, bookbinders, and wigmakers.

Don’t miss shopping around in Merchants Square, where you’ll find plenty of eateries and unique stores like The Christmas Shop, where the holiday season is year-round.

Use our complete guide to visiting Williamsburg to round out your itinerary.

Cape Charles

Cape Charles

Cape Charles

The Eastern Shore bayside beach town of Cape Charles is ideal for families with young children due to the calm waters and approachable main street.

Where to Stay in Cape Charles

A room at the Hotel Cape Charles will situate you right on the main stretch and has rooms that suit up to four people. For big families, look at renting a house from a local company like Blue Heron Realty Co. or Chesapeake Properties.

Where to Eat in Cape Charles

$ | Cape Charles Coffee House, The Almeta

$$ | Deadrise Italian Kitchen, AJ’s Bar & Grill

$$$ | E&O Pub, Hook @ Harvey

Walkable Attractions in Cape Charles

In between lounging on the beach, explore the main street area. You’ll have to make a stop at Brown Dog Ice Cream for a sweet treat — we don’t make the rules! There’s also room to get some energy out in the Central Park area, which features a playground and tennis courts.

Lynchburg LOVEwork

Riverwalk Trail

Photo Credit: Emelyn Gwynn

Lynchburg

You may not think of the City of Seven Hills as all that walkable — but that’s why we recommend sticking to a neighborhood. There’s a lot to do in Downtown Lynchburg, from a standout children’s museum to refined dining.

Where to Stay in Lynchburg

For a walkable getaway, a central location is key. Both The Virginian Hotel and Craddock Terry Hotel provide comfortable accommodations, and both are steps from restaurants, shops, and attractions you can explore.

Where to Eat in Lynchburg

$ | Hot and Cold Cafe, Cinn City

$$ | The Depot Grille, Bootleggers, The Water Dog

$$$ | Shoemakers American Grille

Walkable Attractions in Lynchburg

When visiting Lynchburg with kids, Amazement Square is a must. The unique childrens museum features an interactive climbing tower, slides, zip lines, and hands-on exhibits that encourage curiosity.

For outdoor adventure, rent bikes or walk along the Riverwalk Trail. The path will take you into the Percival’s Island Natural Area, where you can spot wildlife including herons.

Stop into downtown stores like RiverView Vinyl and Fox Burrow Books to get your shopping fix and find something to take home.

Check out more fun things to do around Lynchburg.

FAMILIES WITH OLDER KIDS

The Martha Washington Inn & Spa

The Martha Washington Inn & Spa

Abingdon

A mountain town with a lot of heart, Abingdon is an ideal walkable vacation for families with tweens or teens in the mix.

Where to Stay in Abingdon

Rent a cottage from Creeper’s End Lodging and you’ll have space to stretch out, plus easy access to main street dining and shops. For a more luxe experience, The Martha Washington Inn & Spa is a classic — plus, the spa can be a great activity for some relaxation mid-trip. They even have youth manicure and pedicure offerings to give kids an introduction to the spa life.

Where to Eat in Abingdon

$ | White Birch Juice, Wolf Hills Coffee

$$ | 128 Pecan, The Girl & The Raven, Greeko’s Grill & Cafe

$$$ | The Tavern, Sister’s American Grill

Walkable Attractions in Abingdon

The Virginia Creeper Trail is an outdoor highlight for bikers of all ages and abilities. Arrange a bike rental and shuttle ride from a local shop that’ll take you to a trailhead of this mostly downhill, scenic ride.

Value Tip: If you’d like to bring your own bikes, you can save and still snag a spot on a shuttle from a local shop.

Spend time exploring Abingdon’s Main Street area, where you can pop into boutiques like Market On Main and The Boho Collective. Walk up to the William King Museum of Art to take in contemporary Appalachian art and pieces from around the world.

In the evening, see a show at the Barter Theatre, the State Theatre of Virginia.

Rock, Paper, Scissors

Rock, Paper, Scissors—Downtown Mall

Charlottesville

Tucked into the Blue Ridge Mountains, Charlottesville’s thriving arts scene, pedestrian-friendly downtown, and proximity to UVA make it an ideal walkable weekend getaway for older families.  

Where to Stay in Charlottesville

Choose a hotel that’ll give you easy access to the Downtown Mall and the University of Virginia — you’ll want to explore in both directions. The Draftsman and The Doyle Hotel both fit the bill.  

Where to Eat in Charlottesville

$ | Bodo’s Bagels, Vu Noodles, Revolutionary Soup

$$ | Oakhart Social Restaurant, The Alley Light, The Bebedero

$$$ | Public Fish & Oyster, C & O Restaurant, Smyrna

Walkable Attractions in Charlottesville

The Downtown Mall is a pedestrian’s dream with restaurants, shops, and entertainment. Check out what shows are scheduled at local venues like The Jefferson Theater and Ting Pavilion, both on the Mall.

Hop on the free trolley and check out the grounds of the University of Virginia. Depending on the season, catch a game and cheer on the Hoos, or browse the galleries at the free Fralin Museum of Art.

Keep planning your Cville getaway with our complete Charlottesville guide.

COUPLES

Torpedo Factory Art Center

Torpedo Factory Art Center

Photo Credit: Ime Umoh @imeumoh_

Alexandria

History, shopping, dining, and waterfront views (not to mention a Metro ride away from the offerings of Arlington and Washington, DC) makes Alexandria the ultimate car-free getaway.

Where to Stay in Alexandria

Stay in Old Town Alexandria to optimize your walkability. The rooftop bar and historic accents of Hotel Heron are a nice plus, or stay on the waterfront at Hotel Indigo.

Where to Eat in Alexandria

$ | Jack’s Place, St. Elmo’s Coffee Pub, Chewish Deli

$$ | Vola’s Dockside Grill, Caphe Banh Mi, The Majestic

$$$ | Ada’s on the River, BARCA Pier & Wine Bar, Josephine

Walkable Attractions in Alexandria

Situated right along the waterfront, the brick-lined streets of Old Town are home to dozens of shops, restaurants, and attractions to visit, all within easy walking distance.

Go window shopping — vintage lovers and book worms will be particularly pleased with the offerings. Take a break and relax on the waterfront at King Street Park.

Make your way to the Torpedo Factory Art Center, a collection of 82 working artist studios in what was once a munitions plant. This one-of-a-kind space hosts all kinds of creativity, from mixed media to painting, ceramics, and stained glass — and admission is free! Chat with artists, see their works in progress, and buy something to take home.

Don’t forget, you can hop on the Blue or Yellow metro lines from the King Street station. From there, it’s an easy trip to more attractions in Arlington, DC, and around the DMV.

Get more insider info for your trip to Alexandria.

Downtown Staunton

Downtown Staunton

Photo Credit: Jason Hunter @fuji.hunter

Staunton

The Shenandoah Valley town of Staunton makes for a relaxing couples getaway complete with top notch dining and scenic charm.

Where to Stay in Staunton

Hotel 24 South will put you in a comfortable room just steps from downtown Staunton. The Historic Berkeley Place is a bit further away,  but ups the luxury with historic architecture, covered porches perfect for slow mornings, and a rooftop deck.

Where to Eat in Staunton

$ | Chicano Boy Taco, Gloria’s Pupuseria, Baja Bean

$$ | Remedy Burger, Mill Street Grill, Taste of India

$$$ | Zynodoa

Walkable Attractions in Staunton

Spend an afternoon popping into local stores downtown. For wine lovers, Accordia is a must-visit — pick out a bottle from this natural wine bar or enjoy a guided tasting. There are also plenty of cute shops for gifts like Latitudes Fair Trade, The Sparrow’s Nest, and Foxtails Gift Shop.

For history buffs, take a tour of the Woodrow Wilson Presidential Library & Museum, located at his birthplace. Take in the history and wander the surrounding gardens.  

Enjoy dinner and then a show at Blackfrairs Playhouse, home to the American Shakespeare Center. The theater itself is a re-creation of Shakespeare’s indoor theater. Sign up for a tour to get a behind-the-scenes look.  

The Georges

The Georges

Photo Credit: Chad Williams @echadwilliams

Lexington

Another Shenandoah Valley town, Lexington’s Historic District is a gem for couples who love the arts, history, and boutique shopping.

Where to Stay in Lexington

Check in at The Georges for historic accommodations right on Main Street. There are 33 unique guest rooms in four different buildings, each with their own charms. The boutique Gin Hotel is also centrally located and has a chic onsite restaurant, The Juniper Lounge.

Where to Eat in Lexington

$ | Blue Sky, Sweet Treats Bakery, Pronto Caffe & Gelateria

$$ | The Palms, Heliotrope Brewery, Southern Inn, Pure Eats

Walkable Attractions in Lexington

Shop local stores and browse the galleries in the Historic District, where you’ll find everything from home goods and board games to fine art and pottery.  

Walk up to the Reeves Museum of Ceramics, which quietly houses the fourth largest ceramics collection in America. The museum is part of the Art Museum and Galleries at Washington & Lee and admission is free.

 Get off your feet and learn some town history on a Lexington Carriage Company tour. It’ll take you down main street and through neighborhoods with homes dating back to the 19th century.

Keep exploring with our small town guide to Lexington.

FRIEND GROUPS

Six & Sky

Six & Sky

Photo Credit: Sam Dean @sdeanphotos

Roanoke

You’ll want to star Roanoke on your map for a friends getaway. The scenic mountain city has a walkable downtown, top restaurants, and easy access to outdoor adventure.

Where to Stay in Roanoke

For historic vibes and easy access to downtown, stay at The Liberty Trust or Fire Station One Boutique Hotel. Both options have fun backstories — the former is a restored bank building, and the latter is located in an old fire station.

Where to Eat in Roanoke

$ | Texas Tavern, Roanoke Wiener Stand

$$ | Bernard’s, Lucky, Fortunato, Stock Bistro & Bar

$$$ | Sidecar, Alexander’s

Walkable Attractions in Roanoke

Stop by Center in the Square, a downtown hotspot that hosts the Roanoke Pinball Museum (a true highlight) as well as aquariums, the Roanoke STARCADE, the Science Museum of Western Virginia, and a rooftop bar. The nearby Taubman Museum of Art is also a must-visit, with free admission and a diverse collection of more than 2,000 works.

Get familiar with the downtown area with a self-guided walking tour of top spots. Pick up treats or a snack at the Roanoke City Market, or just take in the architecture from a variety of historic periods around town.

You’ll probably need a car to get to Roanoke’s outdoor adventures. Make your way to Salem and you can catch a shuttle to the McAfee Knob Trailhead, cutting down on parking and mileage worries.

Fill your itinerary with our complete guide to visiting Roanoke.

Waterside Market

Waterside Market

Photo Credit: Corey Pittman @mainfocusmedia

Norfolk

For a coastal friend getaway, Norfolk has a lot to offer — we recommend the downtown, Neon District, and Ghent neighborhoods for walkability and attractions.

Where to Stay in Norfolk

Glass Light Hotel has a convenient location, comfortable rooms and suites, and doubles as a glass art gallery. Go all-out with your group and book rooms at Four Eleven York Inn, a boutique bed and breakfast in the historic Freemason District.

Where to Eat in Norfolk

$ | Istanbul Gyro & Kebab, Ya Ya Asian Gourmet House, Three Ships Coffee Roasters

$$ | Freemason Abbey Restaurant, Syd’s FishPig Cafe, The Stockpot

$$$ | Luce, Saltine, Codex

Walkable Attractions in Norfolk

Explore the waterfront and duck into The Market in Waterside District, a huge hall with food and beverage vendors that’ll please everyone. You’ll also find no shortage of nightlife around downtown Norfolk.

Enjoy the river views at Town Point Park and walk the Elizabeth River Trail, which continues stretches 10.5 miles and connects dozens of Norfolk attractions.

For arts lovers, see a show at Chrysler Hall or Harrison Opera House, or browse the galleries at the (free!) Chrysler Museum of Art. For more museums, check out the Hunter House Victorian Museum (great for design lovers) or Nauticus, where you can also tour the World War II battleship the USS Wisconsin.

Take your trip out of the group chat with our complete guide to visiting Norfolk.