Points of Interest between Bar Harbor, Maine to Oakland, Maryland

picture of Bar Harbor, Maine

Top Places to See When Driving From Bar Harbor, Maine to Oakland, Maryland

Are you planning a road trip from Bar Harbor, Maine to Oakland, Maryland? This drive will take you through stunning scenery and charming small towns. To make the most of your journey, we’ve put together a list of the top places to see along the way. Whether you are interested in history, nature, or delicious food, there is something for everyone on this road trip.

Explore the Beauty of Acadia National Park

As you leave Bar Harbor, you’ll want to make a stop at Acadia National Park. This is a must-see destination for nature lovers. The park covers over 49,000 acres and is home to beautiful landscapes including mountains, lakes, and forests. Take a hike along the trails that lead to Cadillac Mountain, the highest point on the East Coast, where you can witness the sunrise over the Atlantic Ocean. You can also opt to rent a bike to explore the park’s scenic carriage roads.

Discover the Historic City of Portland, Maine

As you continue your journey south, you’ll come across the city of Portland, Maine. This city is known for its rich history and vibrant culture. Take a stroll through the Old Port district, which features 19th-century architecture and charming cobblestone streets. Visit the renowned Portland Museum of Art, and indulge in some fresh seafood at one of the many restaurants in the city.

When you are in Portland, don’t miss the chance to try Maine’s most famous dish, lobster. For a true taste of the ocean, head to The Lobster Shack at Two Lights. This iconic restaurant sits high on a cliff overlooking the Atlantic Ocean. The menu boasts fresh lobster, lobster roll, clams, and plenty of other seafood options.

Take a Scenic Drive along the Kancamagus Highway

After leaving Portland, make your way toward New Hampshire's White Mountains. Drive the scenic Kancamagus Highway, a 34.5-mile road that is known for its breathtaking views and vibrant foliage in the fall. The winding road takes you through a thick forest of pine trees, along the swift waters of the Swift River, and over several scenic bridges. Pull over at the roadside pull-outs to take in the stunning views of the surrounding mountains.

Visit the Charming Town of Woodstock, Vermont

As you continue your journey south, you will come across the small town of Woodstock, Vermont. This cozy town is a great place to take a break from driving and stretch your legs. Browse the local shops, and be sure to stop by the Billings Farm & Museum, which tells the story of farm life in the late 19th century. If you are visiting in the fall, be sure to take a drive through the town's back roads for stunning views of the season's foliage.

Marvel at the Natural Beauty of Shenandoah National Park

As you make your way into Virginia, you will arrive at Shenandoah National Park. This park is home to breathtaking mountain peaks, lush forests, and cascading waterfalls. Take a drive along the Skyline Drive, a 105-mile road that runs the length of the park, and stop at one of the many overlooks for scenic views. You can also opt to hike one of the many trails in the park to fully immerse yourself in the natural beauty.

If you are up for a hiking challenge, consider tackling the Old Rag Mountain Trail. This strenuous trek covers 8.8 miles and features rock scrambles, steep climbs, and stunning views from the summit. The trail is open year-round but is particularly popular in the fall when the leaves change colors.

Conclusion

Embarking on a road trip from Bar Harbor, Maine, to Oakland, Maryland, creates an opportunity to explore some of the most scenic and interesting locations this region has to offer. Take a drive down the Kancamagus Highway, explore Shenandoah National Park, and indulge in some fresh Maine lobster at The Lobster Shack at Two Lights in Portland. No matter where you go, there is something to delight every traveler on this route.