Virginia Trip Ideas & Itineraries 

Want to visit Virginia but not sure where to start? We've got plenty of trip inspiration for you! 

Plan your Virginia getaway with ease by exploring dozens of trip ideas and itineraries across Virginia's ten distinct regions, or review our trip ideas for family fun, fall weekend getaways, and road trip routes to find some of the 300+ love signs across the state - perfect for photo ops - with our LOVEwork road trip ideas below.   

Central Virginia

The Nelson 151 Trail provides a convenient way to sample Nelson County's many wineries and breweries, all along scenic Rt. 151 – the destination for Virginia wine, craft beer, local food, and outdoor recreation lovers.

With many accommodations in downtown Richmond, visitors can walk up and down the cobblestone streets to lively restaurants, historic sites and shops. There is so much to do on foot that you may need to come back again!

Northern Virginia

Just south of the day-to-day buzz of our nation’s capital, Northern Virginia exudes its own historical charm and cherished character. To the west you’ll find scenic country sides dotted with wineries, craft breweries, and family friendly farms ready for your arrival…

Nothing says romance like chocolate! Begin with a chocolate and wine pairing at 8 Chains North, which features carefully crafted chocolates from a local artisan and delicious Virginia vino. Curl up by the fireplace or enjoy the outdoor patio overlooking the vineyards.

Begin your fun family trip with a bit of friendly competition at TopGolf.  This entertainment center features a unique twist on the classic game as you hit microchipped golf balls onto a large target. Order lunch from their extensive menu or relax on the roof deck.

Don’t throw away your shot at a fantastic Hamilton-themed getaway in Arlington and Northern Virginia! Using Arlington as your central home base, this is your chance for you to explore a little of the true Hamilton story while being ‘in the room where it happens…

A vacation is one that celebrates our freedom – an experience that is truly American. As Veterans’ Day approaches, reflect on freedom and its many sacrifices with a trip to Stafford – less than an hour from Washington, DC and Richmond.

Explore Loudoun, Virginia: DC’s Wine Country® with visits to three of our 40 wineries, dine at some of our farm-to-table restaurants, stroll through a few of our historic small towns, and experience the beauty of the county along our scenic byways.

Coastal Virginia - Hampton Roads

Set Chesapeake as your affordable hub and go on a wine-filled adventure! Explore a winery for the ages, and then make-your-own at a unique new winery. Take time to shop among historic sites along the way. This is a getaway you won’t want to miss!

Colonial Parkway delivers you from the settlement of 1607 to the decisive 1781 Revolutionary War battle. The York River offers a unique perspective to history.

Coastal Virginia - Eastern Shore

Chesapeake Bay

Explore the coast of two Chesapeake Bay towns (Gloucester and Mathews Counties) on the Middle Peninsula by kayak, charter and stand-up paddle board (SUP)! Taste the best of the peninsula’s seafood in-between waterway tours.

48 Hours with the Family at BellThe whir of cars passing by, the click of keyboards, the buzzing of text messages, and sounds of sirens--these are the sounds of the daily bustle of your city life. Whether you live in Washington DC, Fredericksburg, or Richmond, you may love these…

Shenandoah Valley

Available in all seasons, cabins can accommodate girlfriend getaways, family reunions and motorcoach groups. From riverside to mountaintops we love sharing breathtaking views with visitors and encourage you to cozy up in our cabins.

As your taste buds will discover, "farm-to-table" is more than a culinary buzzword in Lexington. Dozens of small farms dot the surrounding countryside, along with wineries and micro-breweries. Micro-seasons keep the local produce selection fresh and diverse year-round…

Isn’t it time for a getaway? Recharge all your senses with a relaxing escape to the Shenandoah Valley’s Rockingham County, where stunning vistas, savory dining, and global artistry will greet you around every turn!

This exciting getaway for families includes hands-on exploration at a children's museum, fresh air and mountain views, fun on the farm, and two classic retro attractions that parents will love too!

The Maury River is a summer playground for locals and visitors alike. From sunbathing on the rocks to fly-fishing with a guide to maneuvering the boulders through Goshen Pass on a kayak, it’s a river destination with many opportunities for adrenaline or relaxation.

Virginia Mountains

The family will have all kinds of fun in the Roanoke Valley in Virginia's Blue Ridge.  With an outstanding selection of museums, attractions, events, and outdoor activities, the entire family will be excited about getting to spend a Blue Ridge Day together!

Blue Ridge Highlands

Thirteen cabins, three lodges and a multitude of camping options await you at Claytor Lake State Park in Dublin. The 4,500-acre lake is the crown jewel of the park with a beach swimming area and dive tower, plentiful fishing and four miles of hiking and biking trails.

Heart of Appalachia

Southern Virginia

Enjoy every watersport imaginable at Buggs Island Lake - Virginia's largest lake and the location of the world record blue Catfish catch! It also is home to John H. Kerr Dam.

It’s time to experience ultimate romance “Southern” style. Grab your hiking boots, life jacket, and sense of adventure as you explore Southern Virginia through scenic drives, visiting our local wineries, incredible eateries, fall foliage on nature hikes, and…

Journey to Southern Virginia for fun on the farm. From offering farm tours to leading riding lessons, Southern Virginia locals are proud of their agriculture and enjoy sharing what they do with you.

Start your day in Bassett, VA and begin to explore the history, moonshining and motorsports in Martinsville-Henry County. Begin with a visit to the Bassett Historical Center.