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New England Road Trip: Coastal Charm and Historic Towns

New England Road Trip: Coastal Charm and Historic Towns Itinerary

Last updated: 2024 Jun 14

Seacoast Serenity and Culinary Delights

Morning
Start your journey with a delightful breakfast at The Friendly Toast in Portsmouth, NH, just a short drive from Durham. Enjoy their creative menu in a quirky, retro setting. After breakfast, take a morning walk along the historic Portsmouth Harbor Trail, admiring the colonial architecture and waterfront views.
Afternoon
For lunch, head to Moxy, also in Portsmouth, for a modern take on New England cuisine. Post-lunch, drive up to the scenic Nubble Light in York, Maine, and spend a relaxing afternoon taking in the iconic coastal views and exploring the nearby Sohier Park.
Evening
As the day winds down, return to Portsmouth for a memorable dinner at Jumpin' Jay's Fish Cafe, known for its fresh seafood and innovative dishes. Afterward, take a leisurely stroll through the charming streets of downtown Portsmouth, enjoying the vibrant arts and culture scene.
Bedtime
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Nubble Light

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Historic Towns and Tranquil Lakes

Morning
Begin your day with a hearty breakfast at The Boynton Restaurant & Spirits in Worcester, MA, a short drive from Holden. Fuel up with their classic American fare before heading out. After breakfast, take a morning walk around the picturesque Wachusett Reservoir, enjoying the serene waters and surrounding natural beauty.
Afternoon
For lunch, drive to The Mill 185 in West Boylston, MA, and savor their diverse menu in a historic mill setting. Post-lunch, visit the tranquil Holden Arboretum to immerse yourself in the beauty of nature. Take a leisurely walk through the gardens and enjoy the peaceful atmosphere.
Evening
Conclude your day with a delightful dinner at The Manor Restaurant, also in West Boylston. Indulge in their elegant dining experience and savor the flavors of the region. After dinner, take a leisurely drive through the charming New England towns, enjoying the evening ambiance.
Bedtime
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University Town Vibes and Coastal Relaxation

Morning
Start your morning with a visit to the University of New Hampshire (UNH) in Durham. Take a leisurely walk around the campus, exploring the academic buildings, green spaces, and student life. For breakfast, enjoy the local favorite, The Works Bakery Cafe, known for its fresh-baked goods and artisanal coffee.
Afternoon
After the campus visit, drive to the nearby New Castle, NH, a charming island town with a rich history. Enjoy a relaxed lunch at Wentworth by the Sea, and then explore the island's attractions, including the historic Wentworth by the Sea Hotel, Great Island Common, and the scenic coastline.
Evening
Return to Durham for a casual dinner at Lexie's Joint, a popular spot for gourmet burgers and hand-cut fries. After dinner, take a leisurely walk along the Durham Waterfront, enjoying the peaceful evening by the water.
Bedtime
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Lakeside Tranquility and Artisanal Discoveries

Morning
Begin your day with a visit to the serene Lake Winnipesaukee, located within a reasonable driving distance from Durham. Enjoy the morning by the lake, taking in the natural beauty and, if available, consider a boat tour to explore the surrounding area. For breakfast, stop by Wayfarer Coffee Roasters in Laconia, NH, for a cup of their freshly roasted coffee and a light bite.
Afternoon
For lunch, head to Revival Kitchen & Bar in Concord, NH, where you can indulge in farm-to-table cuisine in a cozy atmosphere. Post-lunch, visit the Canterbury Shaker Village to immerse yourself in the history and craftsmanship of the Shaker community. Explore the historic buildings, gardens, and exhibits.
Evening
Return to Durham and enjoy a sophisticated dinner at Black Trumpet, a culinary gem in Portsmouth, NH, known for its innovative, locally sourced menu. After dinner, take a leisurely evening drive along the coastal roads, enjoying the New England scenery and perhaps catching a beautiful sunset.
Bedtime
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Outdoor Adventures and Coastal Culinary Delights

Morning
Embark on an early morning hike at Durham's Scenic Trails, immersing yourself in the natural beauty of the region. After the hike, enjoy a hearty breakfast at The District, a popular spot in Portsmouth, NH, known for its diverse menu and vibrant atmosphere.
Afternoon
Spend the afternoon exploring the Strawbery Banke Museum in Portsmouth, NH, where you can step back in time and experience the living history of a 400-year-old waterfront neighborhood. For lunch, indulge in the culinary offerings of Cure, a unique dining destination in Portsmouth.
Evening
Conclude your trip with a memorable dinner at Anju Noodle Bar in Kittery, ME, just a short drive from Portsmouth. Delight in their Asian-inspired noodle dishes and small plates. After dinner, take a leisurely walk along the Kittery Foreside, exploring the boutiques and galleries of this charming area.
Bedtime
Find amazing hotels in Durham, New Hampshire.
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Strawbery Banke Museum

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Coastal Charm and Lighthouse Exploration

Morning
Begin your day with a scenic drive to Portland Head Light in Cape Elizabeth, Maine. Enjoy the iconic lighthouse and the rugged coastline. For breakfast, stop by The Porthole Restaurant & Pub in Portland, ME, and savor a meal with waterfront views.
Afternoon
After breakfast, explore the vibrant city of Portland. Visit the Portland Museum of Art to admire its impressive collection. For lunch, enjoy the fresh seafood at Eventide Oyster Co., known for its oyster selection and lobster rolls.
Evening
As the day winds down, take a relaxing cruise with Lucky Catch Lobster Tours to learn about lobstering and enjoy the coastal views. For dinner, head to Fore Street, a renowned restaurant in Portland, and indulge in its farm-to-table offerings.
Bedtime
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Seacoast History and Culinary Delights

Morning
Start your day with a visit to the Strawbery Banke Museum in Portsmouth, NH, where you can explore the living history museum and learn about the region's heritage. For breakfast, enjoy the cozy ambiance and delicious pastries at La Maison Navarre in Portsmouth.
Afternoon
After immersing yourself in history, take a short drive to Ogunquit, ME, known for its beautiful beaches and the stunning Marginal Way coastal walk. Enjoy the ocean views and have lunch at Barnacle Billy's, a local favorite for seafood.
Evening
Conclude your day with a memorable dinner at Anju Noodle Bar in Kittery, ME, just a short drive from Portsmouth. Delight in their Asian-inspired noodle dishes and small plates. After dinner, take a leisurely walk along the Kittery Foreside, exploring the boutiques and galleries of this charming area.
Bedtime
Find amazing hotels in Durham, New Hampshire.
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