Travel to the beautiful Virginia Piedmont region between Charlottesville and the Blue Ridge Mountains along the Monticello Wine Trail.
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.
Orange County has so much to offer: country roads, charming towns, award winning vineyards, historic homes, and vintage shopping experiences. Treat yourself to a weekend at one of our beautiful B&Bs and let the fresh air and mountain views refresh you.
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!
Explore a variety of architectural styles on display in the Richmond Region’s beautifully preserved homes and gardens. Exquisitely landscaped gardens can be enjoyed year-round, but are especially stunning during the fall.
Spend a wonderful outdoor weekend at Pocahontas State Park, where Swift Creek is the nucleus and you are sitting in a wildlife management area!
Find the Sweet Spot Among Virginia's Wineries - Escape to a delicious weekend of wine and indulgence.
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.
Bask in the sun, play in the surf and soak up all the richness of the natural beauty around you.
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!
Nestled beside the York River sits one of Virginia’s best kept secrets. Yorktown is known for its history—but you’ll also find fresh seafood, specialty shops, and romantic sails!
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.
Alexander Hamilton and his buddy, the Marquis de Lafayette, had some of the most dramatic moments of their history-making lives in the Greater Williamsburg area. Today, you can visit the places where it all happened more than two centuries ago, well before the nation’s…
A visit to charming Smithfield (home of the world-famous ham) is a true “step back in time” to a genuine small-town experience. Smithfield, incorporated in 1752, maintains its quaint river town feel and is known worldwide for its famous ham curing process.
Share in the secrets of this rural peninsula tucked between the broad waters of the Chesapeake Bay and the great Atlantic Ocean.
You deserve a getaway. Come ... Taste fresh-from-the-tides seafood. Smell the ocean's breeze. Feel complete relaxation wash over you. This is Virginia's Eastern Shore.
Escape to the quiet, laid-back land by the Bay with outdoor activities, day cruises, crabbing from the pier, nature walks, biking and delicious seafood.
Time your arrival in Mathews on Friday afternoon to join a free guided tour of the historic village led by a Historical Society docent.
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.
Have you been promising your partner some quality time? Relaxing sunset views, fresh seafood, and a side of adventure might be just what you both need to tune out your daily lives and tune in to each other. During the beauty of a Virginia fall, plan a weekend in Kilmarnock…
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…
Journey through Virginia’s magnificent Shenandoah Valley by horseback, kayak, and on foot during this 3 day getaway in the foothills of Shenandoah National Park and George Washington and Jefferson National Forest.
The Shenandoah Valley is a paradise for the Outdoor Lover. Secluded trails, scenic byways, and picturesque blueways offer a natural getaway from the hustle and bustle. With so many options for outdoor fun, you may wonder where to start!
From fine vintage sips to the best in Virginia's fall foliage, this getaway will be one for the memory books.
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!
There are so many ways to have fun in the Natural Bridge area. Getaway guilt-free this fall as you visit the Natural Bridge, a spectacular immense natural wonder and nature trail; and dig into more nearby guilt-free fun!
Easy to get to, hard to forget. There are so many ways to have fun in the Shenandoah Valley and Blue Ridge Mountains when you're based in the middle of it all at Natural Bridge!
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.
Fields of Gold is a regional agritourism program designed to invite visitors to experience Shenandoah Valley’s agritourism sites and activities. Visitors can create their own customized farm tour.
Located in the heart of the Shenandoah Valley, Shenandoah County is home to breath-taking scenery, a vast array of outdoor recreation, rich history, unique shopping, diverse restaurants, and fabulous vineyards.
When you getaway to Natural Bridge, you’re treated to an array of outdoor opportunities, history, and old school family fun.
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!
Don’t let fall pass you by. Take a break and visit the Roanoke Valley in Virginia’s Blue Ridge. Have a fun-filled, affordable, three-day fall metro-mountain getaway.
Beautiful seasons call for a road trip, and wine is an attractive lure. Let us virtually escort you around Virginia’s Blue Ridge to take in our views, tour our wineries and vineyards, and sip our finest vintages.
Hub-and-spoke from Staunton to enjoy the famed Blue Ridge Parkway.
Make it a family getaway to the mountains, including the sites and scenery.
Botetourt County has offerings perfect for family getaways, romantic weekends for two or even getaways with your closest friends.
One of Virginia's oldest counties is one of its newest delights. Your getaway will reveal the history, charm and hospitality of life in the Blue Ridge Mountains.
Virginia is for adventurers, and if you’re looking for a true mountain adventure, look no further than this 3 day getaway in the majestic mountains of the Shenandoah Valley.
Located in the Blue Ridge mountains of Southwest Virginia, the town of Abingdon is known for its artsy vibe, historic charm and its proximity to some of the most spectacular outdoor recreation in the state.
Abingdon was recently named one of the Top Small Town Food Scenes in the country by USA Today Travel, and it's not hard to understand why.
Perch yourself high on the mountain and soak in the views. This will be one memorable season.
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.
If you're an outdoors, sports-minded individual, head to Breaks Interstate Park for outdoor adventure surrounded by some of the most beautiful scenery in the world.
Get back to basics with a natural escape to Scott County in Virginia's Heart of Appalachia region.
Virginia's largest lake is welcoming from a couple of points. Choose from two state parks and Virginia's only lakefront town, Clarksville, to enjoy it.
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…
True foodies will want to take in as much as there is to offer on the Salty Southern Route. From RV and campsites to luxury accommodations and top-of-the-line chains - you'll find somewhere to stay that matches your style and budget.
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.
With all this talk of disconnecting, take a few days to REconnect with your loved ones, your warm and friendly Virginia neighbors, and with nature.