Pittsville, Maryland
Exploring Pittsville, Maryland: A Hidden Gem on the Eastern Shore
Welcome to Pittsville, Maryland, a charming town tucked away on the picturesque Eastern Shore. With its rich history, idyllic landscapes, and friendly locals, Pittsville is the perfect destination for a three-day weekend trip with your small group of friends. From historic sites to outdoor adventures and mouthwatering culinary delights, this itinerary is designed to help you make the most of your time in this hidden gem of a town.
Day 1: Unveiling the Historical Charms of Pittsville
Morning:
Start your day with a visit to the Pittsville Museum, located in the heart of town. This captivating museum showcases the town’s history and heritage, offering a fascinating glimpse into the lives of the early settlers. Explore the exhibits, admire the artifacts, and gain a deeper appreciation for Pittsville’s past.
Afternoon:
After a satisfying lunch at The Country House, a local favorite known for its homestyle cooking, head to the Adkins Historical & Museum Complex. Situated just outside of town, this complex comprises multiple historic buildings that have been meticulously restored. Wander through the various structures, including an old schoolhouse and a blacksmith shop, as you transport yourself back in time.
Evening:
As the sun begins to set, make your way to the charming town center to enjoy a delightful dinner at The Red Roost. Indulge in the freshest seafood and regional specialties, all while savoring the warm hospitality that Pittsville is known for. End your evening with a leisurely stroll along the Pittsville Nature Trail, a scenic pathway that winds through lush greenery, offering a peaceful retreat from the hustle and bustle of everyday life.
Day 2: Embracing Outdoor Adventures and Natural Beauty
Morning:
Fuel up with a hearty breakfast at The Brick Room, a local café known for its delicious homemade baked goods and artisanal coffee. With your energy replenished, it’s time to embark on a day of outdoor adventures.
Afternoon:
Head to the nearby Cypress Park, a tranquil oasis surrounded by towering cypress trees and serene wetlands. Rent a kayak or canoe from a local outfitter and explore the winding Pitts Creek, immersing yourself in the untouched beauty of nature. Keep an eye out for herons, turtles, and other wildlife inhabiting the waterways.
Evening:
After a thrilling afternoon on the water, satisfy your appetite with a visit to The Market Street Inn. This renowned restaurant offers a diverse menu featuring locally sourced ingredients, ensuring a true farm-to-table experience. Indulge in their signature crab cakes or opt for one of their mouthwatering steaks, paired with a glass of fine wine.
Day 3: Delving into Culture and Quaint Surroundings
Morning:
Begin your day by exploring the captivating artworks at the Ward Museum of Wildfowl Art. Located just a short drive from Pittsville, this museum houses an extensive collection of exquisite wildfowl carvings and sculptures. Marvel at the craftsmanship and learn about the deep-rooted tradition of decoy carving on the Eastern Shore.
Afternoon:
For a change of scenery, take a scenic drive to the charming nearby town of Berlin. Known as “America’s Coolest Small Town,” Berlin offers a delightful array of boutique shops, art galleries, and charming cafes. Stroll along the tree-lined streets, browse the unique stores, and immerse yourself in the small-town charm that radiates from every corner.
Evening:
Wrap up your weekend getaway with a memorable dining experience at Blacksmith Restaurant & Bar, located in the heart of Pittsville. This cozy eatery features a menu inspired by classic American cuisine with a modern twist. Indulge in their delectable dishes, complemented by handcrafted cocktails or a selection from their extensive wine list.
As your three-day weekend trip comes to an end, take a moment to reflect on the memories made in this hidden gem of a town. Pittsville, Maryland, with its rich history, stunning natural landscapes, and warm hospitality, has surely left an indelible mark on your hearts and minds.