Embark on the ultimate New England Road Trip and experience the charm and beauty of the region. This itinerary takes you on a scenic journey through picturesque small towns, showcasing the best of New England. With plenty of opportunities to explore and immerse yourself in local culture, this road trip promises an unforgettable adventure. Starting with a day in Boston, Massachusetts, where you can indulge in the history and cuisine of the city, the trip then takes you to the spooky Salem and the breathtaking landscapes of Maine and New Hampshire. So, get ready to hit the road and discover the wonders of New England on this exciting New England Road Trip!
Planning Your New England Road Trip
Best time to visit New England
When planning your New England Road Trip, it’s important to consider the best time to visit. The region is known for its stunning fall foliage, so if you want to experience the iconic colors of autumn, September and October are the ideal months to visit. The weather during this time is generally mild and pleasant. However, if you prefer warmer temperatures and outdoor activities, summer months of June, July, and August are the best choice. Spring is also a beautiful time to visit, with blooming flowers and fewer crowds. Winter can be cold and snowy, but it offers picturesque scenery and opportunities for winter sports.
How many days do you need for the trip
The duration of your New England Road Trip will depend on the places you want to visit and how much time you can allocate. To fully experience the region, a minimum of 7-10 days is recommended. This will allow you to explore major cities like Boston and enjoy the scenic drives and natural beauty of places like Acadia National Park and the Vermont countryside. If you have more time, you can extend your trip and spend additional days in each location or include other New England states like Connecticut, Rhode Island, or New Hampshire’s Northeast Kingdom.
Road trip essentials for New England
Before embarking on your New England Road Trip, it’s important to ensure you have all the essentials to make your journey comfortable and enjoyable. Here are some items to consider packing:
- A reliable and comfortable vehicle: Choose a vehicle that is suitable for long drives and has enough space for your luggage.
- Maps or GPS navigation system: Make sure you have a reliable way of navigating through different locations.
- Weather-appropriate clothing: Pack for the season you’ll be traveling in, including layers for changing temperatures.
- Comfortable shoes: You’ll be doing a lot of walking when exploring cities and national parks, so comfortable shoes are a must.
- Snacks and drinks: Keep some non-perishable snacks and beverages for your journey.
- Camera or smartphone: Capture the beautiful landscapes and memorable moments along the way.
- Travel insurance: It’s always a good idea to have travel insurance to protect yourself and your belongings during the trip.
With these essentials in tow, you’ll be ready to embark on your New England Road Trip adventure.
Starting Your Journey: A Day in Boston, Massachusetts
Must-visit places in Boston
Boston, Massachusetts, is a vibrant city with a rich history and plenty of must-visit attractions. Start your day by taking a walk along the Freedom Trail, a 2.5-mile route that connects 16 significant historical sites. Some highlights include the Massachusetts State House, Paul Revere’s House, and the Old North Church. For art lovers, the Museum of Fine Arts and the Isabella Stewart Gardner Museum are worth a visit. Explore the picturesque neighborhoods of Beacon Hill and Back Bay, known for their charming brownstones and historic architecture. Don’t miss a stroll in Boston Common, the oldest public park in the United States.
Experience the local cuisine
No visit to Boston is complete without indulging in the local cuisine. Head to the North End, Boston’s Little Italy, to taste some delicious Italian food. Try classic dishes like lobster rolls, clam chowder, and baked beans. For dessert, indulge in a mouthwatering Boston cream pie or a cannoli from one of the local bakeries. Don’t forget to grab a cup of coffee from one of the city’s many cafes to keep you energized throughout the day.
Recommended accommodations in Boston
When it comes to accommodations in Boston, there are plenty of options to choose from. The Harborside Inn offers a great value for its prime location, being just a short walk away from popular attractions like the harbor, Freedom Trail, and Quincy Market. Another unique option is to stay on a houseboat in the harbor itself, which offers a truly memorable experience. Whether you prefer luxury hotels, cozy bed and breakfasts, or budget-friendly options, Boston has something for every traveler.
Boston to Portland, Maine: A Spooky Salem Stopover
Visiting Salem: The Witch City
On your way from Boston to Portland, make a stopover in Salem, famously known as the “Witch City.” Step back in time and explore the history of the Salem Witch Trials at the Salem Witch Museum or the Witch House, the only structure still standing with direct ties to the trials. Take a walk through the charming streets and visit the Bewitched statue dedicated to the beloved TV show. Don’t miss the opportunity to try some local seafood and shop for unique souvenirs in the quirky shops and boutiques.
Arriving in Portland, Maine
Once you arrive in Portland, the largest city in Maine, you’ll be greeted with a vibrant food and arts scene. Explore the historic Old Port district, known for its cobblestone streets and waterfront views. Visit the Portland Museum of Art to admire the impressive collection of fine art. Take a leisurely stroll along the Eastern Promenade, a waterfront park offering stunning views of Casco Bay. And of course, don’t miss the chance to indulge in fresh lobster and other seafood delicacies at one of Portland’s many renowned restaurants.
What to do in Portland
In addition to its culinary scene, Portland offers a variety of activities and attractions. Take a scenic cruise to explore the nearby Casco Bay islands, where you can visit lighthouses and enjoy the natural beauty of the coast. For beer enthusiasts, Portland is known for its thriving craft beer industry, with numerous breweries offering tastings and tours. Outdoor enthusiasts can explore nearby hiking trails or rent a kayak to paddle along the coast. With its unique blend of history, culture, and natural beauty, Portland is a must-visit destination on your New England road trip.
Scenic Drive Through Maine To Acadia
Must-see sights along the drive
As you continue your road trip through Maine, you’ll be treated to breathtaking scenery along the way. The drive from Portland to Acadia National Park offers stunning coastal views and charming towns to explore. Make a stop in Kennebunkport, a picturesque seaside village known for its sandy beaches and quaint shops. Don’t miss the opportunity to visit the iconic Portland Head Light, one of the most photographed lighthouses in the United States. As you drive further north, enjoy the rugged beauty of the Maine coast and keep an eye out for hidden gems along the way.
Ending the day: Arrival in Acadia
Your scenic drive will culminate with your arrival in Acadia National Park, one of the crown jewels of the East Coast. Here, you’ll discover a mix of towering granite cliffs, pristine lakes, and lush forests. Explore the park’s many hiking trails, ranging from easy strolls to challenging climbs. Don’t miss the opportunity to drive or hike to the summit of Cadillac Mountain, the highest point on the East Coast and the perfect spot to catch a breathtaking sunrise or sunset. With its diverse landscapes and abundant wildlife, Acadia National Park offers endless opportunities for outdoor exploration and natural beauty.
Exploring Bar Harbor and Acadia National Park, Maine
Best activities in Bar Harbor
Bar Harbor, located on Mount Desert Island, serves as the gateway to Acadia National Park and offers plenty of activities for visitors. Explore the charming downtown area with its unique shops and galleries. Take a boat tour to see the iconic Bass Harbor Head Lighthouse and explore the rugged coastline. For adventure seekers, try sea kayaking or paddleboarding along the stunning shoreline. And of course, no visit to Bar Harbor is complete without indulging in some fresh seafood, whether it’s a lobster dinner or a bowl of clam chowder.
Must-do hikes in Acadia National Park
Acadia National Park is a hiker’s paradise, offering over 120 miles of trails that cater to all skill levels. For stunning coastal views, hike the Ocean Path, which takes you along the rocky shoreline and offers glimpses of Thunder Hole and Otter Cliff. For a more challenging hike, tackle the Precipice Trail, a thrilling climb up the cliffs of Champlain Mountain. If you’re up for a longer adventure, take the Jordan Pond Path, which offers breathtaking views of Jordan Pond and the surrounding mountains. With its diverse terrain and breathtaking vistas, Acadia National Park is a hiker’s dream come true.
Where to eat and stay in Acadia
When it comes to dining in Bar Harbor and Acadia National Park, you’ll find a wide range of options to suit every taste and budget. Enjoy fresh seafood at one of the many waterfront restaurants or indulge in a farm-to-table dining experience showcasing the region’s local ingredients. For accommodations, Bar Harbor offers a variety of options, including cozy bed and breakfasts, charming inns, and luxurious hotels. If you prefer to be closer to nature, there are also campgrounds within the national park where you can pitch a tent or park your RV. Whether you’re looking for a romantic getaway or a family-friendly retreat, Bar Harbor and Acadia National Park have something for everyone.
Maine to New Hampshire’s Northeast Kingdom
A scenic drive to New Hampshire
As you bid farewell to Maine, you’ll embark on a scenic drive to New Hampshire’s Northeast Kingdom, a region known for its natural beauty and charming towns. Enjoy the picturesque views as you make your way through the White Mountains, with their towering peaks, cascading waterfalls, and meandering rivers. Take your time to stop at scenic overlooks and hike to breathtaking viewpoints. Keep your camera handy, as there will be plenty of opportunities to capture the postcard-worthy landscapes.
Key attractions in New Hampshire’s Northeast Kingdom
Upon arriving in New Hampshire’s Northeast Kingdom, you’ll be greeted with quaint towns and outdoor activities. Explore the charming village of Littleton, known for its Main Street lined with independent shops and cafes. Take a scenic drive along the Kancamagus Highway, renowned for its stunning fall foliage. Don’t miss a visit to Flume Gorge, a natural wonder featuring a gorge with sheer granite walls and a cascading waterfall. Outdoor enthusiasts can take advantage of the region’s hiking trails, fishing spots, and ski resorts, depending on the season. With its scenic beauty and small-town charm, New Hampshire’s Northeast Kingdom offers a peaceful retreat on your New England road trip.
Vermont: The Green Mountain State
Exploring Vermont’s natural beauty
As you continue your road trip through New England, make sure to include a visit to Vermont, the Green Mountain State. Known for its idyllic countryside and charming small towns, Vermont is a nature lover’s paradise. Take a scenic drive through the winding roads surrounded by colorful foliage in the fall or vibrant greenery in the summer. Explore the state’s numerous state parks and enjoy activities like hiking, biking, and swimming in crystal clear lakes. Don’t miss the opportunity to visit one of Vermont’s famous covered bridges and capture the essence of rural New England.
Best towns to visit in Vermont
Vermont is home to many picturesque towns that capture the essence of small-town New England. Stowe, nestled in the heart of the Green Mountains, offers a charming downtown area with unique shops and restaurants. Woodstock, often considered one of the prettiest towns in America, boasts beautiful historic buildings and a vibrant arts scene. Burlington, located on the shores of Lake Champlain, offers a mix of cultural attractions, outdoor activities, and a bustling downtown area. Whether you’re looking to explore scenic landscapes or immerse yourself in small-town charm, Vermont has something for everyone.
Vermont’s unique food scene
No visit to Vermont would be complete without indulging in the state’s unique food scene. Known for its farm-to-table philosophy, Vermont offers a wealth of culinary experiences. Visit local farmers’ markets to sample fresh produce, artisanal cheeses, and homemade baked goods. Don’t miss the opportunity to try Vermont’s famous maple syrup, whether it’s drizzled over pancakes or used in savory dishes. For a true taste of Vermont, dine at one of the state’s farm-to-table restaurants, where you can savor locally sourced ingredients prepared with care and creativity. Vermont’s food scene is a delicious reflection of its commitment to sustainability and local agriculture.
Connecticut: The Nutmeg State
Best towns to visit in Connecticut
As your New England road trip takes you to Connecticut, also known as the Nutmeg State, you’ll discover charming towns and a rich history. Start your exploration in Mystic, a coastal village known for its maritime heritage. Visit the Mystic Seaport Museum, the largest maritime museum in the United States, and stroll along the Mystic River. In New Haven, home to prestigious Yale University, you can explore the historic campus and visit the renowned Yale Art Gallery. Don’t miss a visit to Essex, a quintessential New England town with picturesque streets and historic buildings.
Visiting Connecticut’s coast
Connecticut’s coast offers beautiful beaches and charming coastal towns. Head to Hammonasset Beach State Park, the state’s largest public beach, to relax in the sun and swim in the refreshing waters of Long Island Sound. Take a leisurely drive along the Connecticut shoreline and stop in towns like Madison, Guilford, and Old Saybrook to explore their quaint downtown areas and enjoy waterfront views. For a unique experience, visit the Thimble Islands, a group of small islands off the coast of Branford, and take a scenic boat tour to admire their natural beauty.
Indulging in Connecticut’s cuisine
When it comes to cuisine, Connecticut has a lot to offer. Known for its seafood, you’ll find plenty of opportunities to savor fresh catch from the Atlantic Ocean. Try some Connecticut-style lobster rolls, which are served warm with melted butter. Don’t miss the chance to taste New Haven-style pizza, a thin-crusted, coal-fired pizza known for its simplicity and flavors. For dessert, indulge in a slice of Connecticut’s famous apple pie or try some locally made ice cream. Connecticut’s culinary scene reflects both its coastal heritage and its commitment to delicious, locally sourced ingredients.
Rhode Island: The Ocean State
Exploring Providence
Your New England road trip wouldn’t be complete without a visit to Rhode Island, the Ocean State. Start your exploration in Providence, the state’s capital and largest city. Explore the historic Federal Hill neighborhood, also known as Little Italy, and indulge in some delicious Italian cuisine. Visit the Rhode Island State House, a beautiful building with an impressive dome. Take a walk along WaterFire, a unique art installation where bonfires are lit on the rivers of downtown Providence. Don’t miss a visit to the Rhode Island School of Design Museum, which houses an extensive collection of art and design.
Visiting Newport and its Mansions
A visit to Rhode Island wouldn’t be complete without exploring Newport, a coastal city known for its opulent mansions and stunning beaches. Take a tour of the famous Newport Mansions, such as The Breakers and Marble House, to get a glimpse into the luxurious lifestyle of America’s Gilded Age. Explore the historic downtown area and enjoy waterfront dining and shopping. If you’re a fan of sailing, Newport is a great place to charter a boat or take a sailing lesson. With its rich history, beautiful architecture, and charming coastal vibe, Newport is a must-visit destination in Rhode Island.
Beach visits in Rhode Island
Rhode Island is home to some beautiful beaches that are perfect for relaxing and enjoying the ocean. Head to Narragansett Beach, a popular spot for swimming, surfing, and sunbathing. East Matunuck State Beach offers stunning views of Block Island Sound and is known for its wide sandy beach. For a more secluded experience, visit Goosewing Beach Preserve in Little Compton, an unspoiled stretch of coastline with dunes and sandy trails. Rhode Island’s beaches provide the perfect opportunity to unwind and soak up the sun during your New England road trip.
Returning to Massachusetts: Cape Cod and the Islands
Exploring Cape Cod
As your New England road trip nears its end, make sure to include a visit to Cape Cod, a popular summer destination known for its charming towns, picturesque beaches, and fresh seafood. Explore the quaint villages of Chatham and Provincetown, where you can stroll along the main streets, browse unique shops, and sample local cuisine. Take a bike ride along the Cape Cod Rail Trail, a scenic path that winds through forests, marshes, and charming towns. Don’t miss the opportunity to relax on one of Cape Cod’s beautiful beaches, where you can swim, sunbathe, or simply enjoy the ocean views.
Taking a ferry to Nantucket or Martha’s Vineyard
From Cape Cod, you can take a ferry to either Nantucket or Martha’s Vineyard, two beautiful islands off the coast of Massachusetts. Nantucket offers a charming and historic downtown area, sandy beaches, and a relaxed atmosphere. Explore the cobblestone streets lined with boutique shops and enjoy fresh seafood at one of the island’s many restaurants. Martha’s Vineyard, on the other hand, offers a more vibrant and lively atmosphere. Visit the colorful gingerbread cottages in Oak Bluffs, bike along the scenic paths, and enjoy the island’s thriving arts and culture scene. Whether you choose Nantucket or Martha’s Vineyard, both islands offer a unique and unforgettable experience.
Ending your trip: returning to Boston
As your New England road trip comes to a close, it’s time to return to Boston. Reflect on the wonderful memories you’ve made and the beautiful places you’ve explored. Take some time to visit any remaining spots in Boston that you didn’t get a chance to see on your first day. Enjoy a final meal at one of the city’s renowned restaurants and raise a glass to a successful and memorable road trip. As you make your way back to Boston, savor the last glimpses of New England’s landscapes and look forward to planning your next adventure. Your New England road trip has been an incredible journey filled with history, natural beauty, delicious food, and warm hospitality. Until next time, happy travels!
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