Roseland, Virginia

Roseland is located in Central Virginia less than one hour from Charlottesville and 30 miles from Lynchburg. Visitors flock to Wintergreen Vacation Resort in the heart of Roseland year round to enjoy everything from snow skiing and tubing to mountain biking and golf. Wintergreen is not the only family focused attraction nearby – there’s also Lake Monocan complete with a giant water trampoline and sandy beach, miles of hiking trails and famed Crabtree Falls. Parents, sneak away and explore the nearby wineries and brewing companies. Better yet, bring the kids and head to Devils Backbone Brewing Company for lunch around the fire pit and let them run around in what might be one of the prettiest mountain settings you’ve laid eyes on.  

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Popular Family Attractions


Where To Stay

Dove's Landing at Wintergreen Resort

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19 Dove Rock Lane, Wintergreen, Va

Dove's Landing is located in the heart of Wintergreen Resort with all the family-friendly activities that make the Mountain famous - great restaurants, spectacular views, skiing, hiking, golf, and spa. You’ll love Dove's Landing's quiet mountain setting, new furnishings, ambiance, and the...

Williamsburg, Virginia

Take a step back in time to the very beginnings of our nation, when colonists first stepped foot onto the grounds of Virginia’s Tidewater area! Try on the shoes of the settlers in Colonial Williamsburg, or visit the historic outside sites of Jamestown settlement and Yorktown battlefield. Start your day off at a colonial-style breakfast nook or tavern, where service staff dress in then-ultra-fashionable garb. Next, shop both modern and vintage boutiques, art galleries, and antique shops on the streets of Merchants Square, where Americans have been “shopping” since the 17th century. Check out the Tripbound blog post: Top 5 Tuesday, Williamsburg to learn all about the area from a native!

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Popular Family Attractions


Where To Stay

Wyndham Governor's Green

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4600 Mooretown Rd, Williamsburg, VA

The Wyndham Governor’s Green welcomes guests with perfectly manicured grounds and gentle southern hospitality. Softly rolling hills rise to expose placid ponds and tree-lined paths. In this idyllic setting, there is ample opportunity to simply relax or partake in the many resort amenities....

Wyndham Kingsgate

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619 Georgetown Crescent, Williamsburg, VA

The Wyndham Kingsgate resort offers tremendous value for families traveling to the area with a wealth of family-friendly amenities, including an 18-hole miniature golf course, large outdoor and indoor pools, activities program, and movie theatre. There are plenty of amenities for adults to e...

Last Minute Deal ResortsOnly available for trips within 30 days.

Greensprings Resort

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3500 Ludwell Parkway, Williamsburg, VA

Greensprings Vacation Resort offers the perfect balance between being in the center of it all and off the beaten path. It is located just minutes from the parks and Colonial Williamsburg, next to Williamsburg National Golf Course. Newly-renovated condos feature upgraded contemporary furnishi...

Historic Powhatan Resort

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3601 Ironbound Road, Williamsburg, VA

The Historic Powhatan Plantation resort sits comfortably in the beautiful city of Williamsburg, Virginia. A family vacation spot rich with history, the resort is only a short distance from local delights like Colonial Williamsburg and Merchants Square, the campus of William & Mary, Busch Gar...

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