Oakland, Maryland

Exploring Oakland, Maryland: A Lakeside Escape

Welcome to Oakland, Maryland, a charming town located in Garrett County, tucked away in the picturesque Allegheny Mountains. Known for its stunning natural beauty, Oakland offers a perfect three-day weekend getaway for outdoor enthusiasts, history buffs, and those seeking a peaceful retreat. In this itinerary, we will guide you through the best attractions, restaurants, and sightseeing options this delightful town has to offer.

Day 1: Discovering Oakland’s Rich History

Morning:

Start your day with a hearty breakfast at The Cornucopia Café, a local favorite known for its farm-to-table menu. Savor their delicious omelets or indulge in their famous homemade biscuits and gravy.

After breakfast, head to The Oakland B&O Museum, located in the historic Oakland Train Station. This fascinating museum offers a glimpse into Oakland’s past as a key transportation hub. Explore the exhibits, browse through the impressive collection of railroad memorabilia, and learn about the town’s connection to the Baltimore and Ohio Railroad.

Afternoon:

For lunch, head over to Annie’s Kitchen, a cozy restaurant serving up mouthwatering homestyle American cuisine. Don’t miss their famous crab cakes or the delightful pies that will surely satisfy your taste buds.

Once refueled, take a leisurely stroll to The Garrett County Historical Museum, located in a beautifully restored Victorian-era house. Delve into the county’s rich heritage through diverse exhibits that showcase the area’s mining history, Native American artifacts, and local artwork.

Evening:

End your day with a delicious dinner at The Cornish Manor, an elegant restaurant housed in a historic manor. Enjoy their delectable menu featuring a blend of American and European dishes, and make sure to savor their famous prime rib or the mouthwatering seafood options.

After dinner, take a relaxing walk around Broadford Park, a serene 140-acre park surrounding a sparkling lake. Enjoy the tranquility of the natural surroundings, breathe in the fresh mountain air, and bask in the beauty of the setting sun.

Day 2: Outdoor Adventures and Scenic Beauty

Morning:

Begin your day with a satisfying breakfast at Little Sandy’s, a local diner serving up delicious breakfast classics and hearty meals. Fuel up for an exciting day of outdoor adventures.

Head to Swallow Falls State Park, a true gem of Garrett County. This enchanting park boasts stunning waterfalls, ancient hemlock trees, and scenic hiking trails. Take a leisurely hike through the forest and marvel at the beauty of Muddy Creek Falls, the state’s tallest waterfall. Be sure to bring your camera to capture these breathtaking natural wonders.

Afternoon:

For lunch, make your way to Mountain State Brewing Company, a local brewery and pub offering a mouthwatering selection of craft beers and delicious pizzas. Their outdoor patio provides a perfect spot to relax and savor your meal while enjoying the scenic views.

After lunch, continue your adventure at Deep Creek Lake State Park, a haven for water sports enthusiasts. Rent a kayak, paddleboard, or pontoon boat to explore the crystal-clear waters of Deep Creek Lake. Alternatively, relax on the sandy beach, take a refreshing swim, or hike one of the park’s scenic trails.

Evening:

Indulge in a delectable dinner at Ace’s Run Restaurant & Pub, known for its farm-to-table cuisine and warm, friendly atmosphere. From fresh seafood to mouthwatering steaks, their diverse menu offers something for everyone.

After dinner, treat yourself to some evening entertainment at The Garrett Lakes Arts Festival. This local arts organization hosts a variety of cultural events throughout the year, including concerts, plays, and art exhibits. Check their website for the latest schedule and immerse yourself in the vibrant arts scene of Oakland.

Day 3: Exploring Nature’s Finest

Morning:

Begin your last day in Oakland with a delicious breakfast at Our Towne Café, a cozy coffee shop serving up freshly brewed coffee, homemade pastries, and delightful breakfast options. Fuel up for a day of exploring Oakland’s natural wonders.

Head to Herrington Manor State Park, a serene park known for its scenic beauty and recreational opportunities. Explore the park’s tranquil trails, rent a rowboat or paddleboat to explore Herrington Lake, or cast a line and enjoy some fishing. Don’t miss the chance to witness the stunning fall foliage if you visit during autumn.

Afternoon:

For lunch, venture to The Greene Turtle, a lively sports bar offering a diverse menu featuring American classics, pub fare, and delicious cocktails. Enjoy a relaxed lunch while watching your favorite sports game or simply soaking in the friendly atmosphere.

After lunch, discover the beauty of Swamp Trail, a hidden gem nestled in the heart of the Youghiogheny River Watershed. This peaceful and picturesque trail winds through a lush swamp, offering glimpses of unique flora and fauna. Take your time to immerse yourself in the tranquility of this hidden oasis.

Evening:

End your trip with a memorable dinner at Uno Pizzeria & Grill, a popular restaurant located in the heart of Oakland. Known for their legendary deep-dish pizza and wide selection of Italian-American favorites, Uno’s promises a delightful dining experience.

After dinner, enjoy a leisurely stroll along The Oakland Heritage Walking Tour. This self-guided tour takes you through Oakland’s historic district, showcasing beautiful Victorian-era homes, charming gardens, and significant landmarks. Immerse yourself in the town’s rich architectural and cultural heritage as you bid farewell to this charming lakeside destination.

As you leave Oakland, Maryland, you’ll carry with you memories of stunning natural beauty, a rich history, and a sense of tranquility. Whether you seek outdoor adventures, cultural experiences, or simply a place to unwind, Oakland offers it all.

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