Spend 36 hours in Newburyport with top local spots, scenic trails, and coastal charm. Curated by Karen Geary, your trusted empty nest real estate expert.
A coastal escape full of history, charm, and local favorites
Newburyport is one of the North Shore’s most beloved coastal towns — a blend of maritime heritage, locally-owned shops, and scenic beauty that keeps visitors coming back again and again. Whether you’re planning a weekend getaway or looking for a reason to explore close to home, here’s how to spend 36 hours soaking in the best of what this town has to offer.
Friday
4:00 PM
Check In & Unwind
Begin your stay at the Essex Street Inn, a boutique hotel nestled in the heart of downtown. After a quick check-in, take a short stroll along historic Federal Street or head to the waterfront to watch the sailboats drift in.
6:00 PM
Dinner at Brine
For dinner, reserve a table at Brine, known for its elevated oyster bar, hand-cut crudo, and intimate ambiance. The menu changes seasonally, but the quality and creativity are always top-tier.
Saturday
8:00 AM
Coffee & Pastry at Olive's Coffee & Bakehouse
Start your morning with a cappuccino and a warm pastry from Olive's Coffee & Bakehouse, a charming spot where everything is made with care and locals gather for their morning ritual.
10:00 AM
Boutique Browsing on State Street
Spend a few hours exploring Newburyport’s charming downtown. Pop into Salt & Grove for curated gifts and artisan goods, or Greentea for minimal, beautifully crafted homewares. Don’t miss Joppa Fine Foods for a snack and a look through their thoughtful gourmet selection.
1:00 PM
Bike the Clipper City Rail Trail
Rent a bike and head to the Clipper City Rail Trail, a scenic, art-filled path that winds past murals, sculptures, and marshes. It’s an ideal way to see another side of the city — peaceful, artistic, and close to nature.
3:00 PM
Waterfront Treat from Dolce Freddo
Take a break with gelato from Dolce Freddo. With over 30 flavors to choose from, it’s the perfect pick-me-up before settling into a bench along the Merrimack River.
7:00 PM
Dinner at The Paddle Inn
For a laid-back but stylish dinner, The Paddle Inn hits the mark. Expect creative New England fare with a twist — think hot buttered lobster rolls and tropical-inspired cocktails in a casual, nautically themed setting.
Sunday
7:00 AM
Sunrise at Plum Island
Wake early and head to Parker River National Wildlife Refuge on Plum Island. It’s one of the most peaceful places on the North Shore to watch the sun rise — quiet, unspoiled, and breathtakingly beautiful.
9:00 AM
Farewell Brunch at The Grog
Wrap up your visit with brunch at The Grog, a true Newburyport institution. It’s relaxed and welcoming, with a menu full of reliable favorites and a crowd that feels like home.
Whether you’re visiting for the first time or simply rediscovering a familiar favorite, Newburyport has a way of slowing you down and drawing you in — one walkable street, harbor breeze, and fresh croissant at a time.
Categories
Recent Posts








