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Here Are Some of the Best East Coast Road Trip Ideas

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Road Trips

Travelers have long cherished the sense of freedom and opportunity that accompanies a road trip. With nothing but you, the road, and your co-pilot, these types of trips can be some of the most rewarding and memorable. From Maine to Florida, our East Coast road trip ideas will help you explore the most beautiful parts of this region. Embarking on a road trip can be exciting and eye-opening as you are able to witness so many different destinations in one trip.

After browsing our East Coast trip ideas, check out some of our Select Registry members offering different types of experiences. Whether you’re looking to stay in on of the boutique hotels or you want to stay near natural wonders, our members guarantee that their guests will have an unforgettable vacation.

Our Favorite East Coast Road Trip Ideas

Explore the Rocky Coast of Maine

A drive through the country’s easternmost state should be filled with trips to the beautiful beaches, stops at the many charming lighthouses, and seafood dinners. Take advantage of mountain activities such as hiking or biking and water activities in this beautiful state. Outdoor adventurers will love the chance to explore Maine’s unique landscape on an East Coast road trip. Along the way, you’ll need places to spend the night. Check out some of our Select Registry members in Maine to enjoy an intimate lodging experience during your trip.

Where to Stay

Maine Stay Inn: Begin each day at the Maine Stay Inn in Kennebunkport, Maine, with a multi-course breakfast. In the afternoons, guests can help themselves to tea and snacks before lounging on the gorgeous wraparound porch. This property is located near Goose Rocks Beach and the Goat Island Lighthouse. Spend one day of your road trip exploring the coast and visit this famous landmark before heading back to Maine Stay Inn to unwind.

The Trellis House: Escape to the serene village of Ogunquit, Maine, while staying in this delightful inn. Three buildings are included in the property: a carriage house, a stand-alone cottage, and the main house. While Ogunquit is a quintessential small Maine town, there are tons of attractions and activities to explore. Visit the Perkin’s Cove area or hike nearby Mount Agamenticus.

Browse a complete catalog of all our Select Registry members in Maine for more ideas on places to stop during your road trip!

Travel Through Historic Massachusetts

Whether you’re a history buff interested in exploring the state’s many significant sites or just looking for a relaxing destination, Massachusetts is an excellent place to visit on a road trip. Pass through the notorious coastal town of Salem to learn more about the witch trials that took place here in the colonial era. Then, continue inland to Concord, where you can visit the famous Revolutionary War site within the Minute Man Historical Park. If you’re traveling through Massachusetts, you should also plan to spend a night in Martha’s Vineyard, a beautiful summer town with an abundance of beaches and farmland.

Where to Stay

Hawthorne Inn: Located on Concord’s historic mile, this beautiful bed and breakfast is surrounded by rich American history. Each room features unique and vibrant decor with a modern vibe. You can select a suite with an in-room fireplace or ask for a room with a clear view of the lush garden. Take advantage of the nearby attractions and sites, then plan a day trip to Boston to explore the city.

Thorncroft Inn: This romantic, couples-only inn offers eight distinct rooms with luxurious amenities. Opt for a room with a fireplace, clawfoot bathtub, and full-size hot tub. For ultimate relaxation, book a stay in the private cottage king room, which also features a fireplace and whirlpool tub.

If you’re looking for more East Coast road trip ideas, check out our other properties in Massachusetts.

Follow North Carolina’s Blue Ridge Parkway

Part of the Appalachian mountain chain, the Blue Ridge Mountains in North Carolina are an excellent destination for anyone looking to unplug. Pack up your car and drive along the Blue Ridge Parkway to take in the majestic mountain scenery while stopping along the way. In this area, you’ll find plenty of small, hidden villages with romantic things to do as well as bigger cities like Asheville. For an interesting daytime activity, stop by the Biltmore Estate and explore this gorgeous 1895 Vanderbilt building.

Where to Stay

Gideon Ridge Inn: Travelers who want to embark on hiking adventures through the many trails in the Blue Ridge Mountains will love staying at this Blowing Rock, North Carolina, inn. The perfect place to stop off while driving along the Blue Ridge Parkway, this luxurious inn nestled amongst the mountains offers outstanding amenities and a delicious on-site restaurant.

Albemarle Inn: As guests pull up to the romantic Albemarle Inn in the illustrious Grove Park area of Asheville, they’re greeted by an impressive Neoclassical Revival-style entrance. A top destination for weddings, this beautiful property features a luscious garden and lavishly decorated guest rooms.

Explore our other beautiful properties in North Carolina for more inspirations on where to plan your next road trip.

Cruise Down Florida’s US 1 Highway

If you’re craving a sunny, tropical getaway, driving down US 1 in Florida is one of the best East Coast road trip ideas. Beginning in Fort Kent, Maine, and running along the entire East Coast to Key West, Florida, this highway is perfect for a long road trip. Hop on US 1 from Jacksonville, Florida, and ride down to the keys to take advantage of Florida’s many beautiful beach towns. The highway has been called a quirky way to explore the state with a bevy of neon signs and billboards, but these kitschy features are offset by gorgeous seaside settings.

Where to Stay

Bayfront Westcott House: Relax amongst the luxurious atmosphere of this elegant, vintage property located right on the Matanzas Bay in St. Augustine, Florida. Guests can start each morning by enjoying a cup of coffee on the balcony, which overlooks the water. Then, you can take advantage of all the nearby attractions, including the St. Augustine Lighthouse, the Alligator Farm and Zoological Park, and more.

Fairbanks House: Begin your road trip through Florida with a stay at Fairbanks House on Amelia Island. The laid-back, island vibe is perfect for adults looking to get away from the hustle of everyday life. Choose to stay in the main house, one of the private suites with porches and living rooms, or a private cottage.

Learn about more Select Registry properties in Florida to help spark even more East Coast road trip ideas.