Discover Cumberland, MD: A Perfect Day Trip Itinerary

Day 1: Exploring Historic Charm

Cumberland, MD on November 21, 2024

8:00 AM

Breakfast at Roccovino's Cafe

Start your day with a hearty breakfast at Roccovino's Cafe, famous for its fluffy pancakes and fresh coffee, energizing you for your adventures.
Located just off W. Industrial Blvd, Roccovino's is easy to find as you head towards the Allegheny Museum.
USD15, 1 hour

9:30 AM

Visit the Allegany Museum

Dive into the local history at the Allegany Museum, where you’ll find intriguing exhibits that tell the story of this charming town.
A short 5-minute walk from the cafe, head down Baltimore St to reach the museum.
USD5, 1.5 hours

11:30 AM

Take a Stroll at Canal Place

After the museum, enjoy a scenic stroll at Canal Place, where you can bask in the beauty of the Potomac River and admire the old canal structures.
Head east on Canal St, and in about 10 minutes, you’ll find Canal Place.
Free, 1 hour

12:30 PM

Lunch at the Crabby Pig

Indulge in a unique dining experience at the Crabby Pig where you can relish their signature crab cakes paired with local craft beer.
A quick 5-minute drive from Canal Place, just head south on N Centre St.
USD25, 1.5 hours

2:00 PM

Tour of the C&O Canal National Historical Park

Spend your afternoon exploring the C&O Canal, taking part in a guided tour to learn about its importance in American history and enjoy its natural beauty.
Head back to Canal Place to find access to the park trail.
Free, 2 hours

5:00 PM

Visit the Historic City Hall

Marvel at the stunning architecture of Cumberland's Historic City Hall, a testament to the city’s rich cultural heritage while enjoying its historical ambiance.
A brief 10-minute drive on Washington St will lead you right to City Hall.
Free, 30 minutes

6:00 PM

Dinner at the Court Restaurant

Wrap up your day with dinner at the Court Restaurant, where you can enjoy a farm-to-table dining experience featuring local produce and gourmet dishes.
Just a short 5-minute drive from City Hall, the restaurant is located on Mechanic St.
USD40, 1.5 hours

8:00 PM

Evening Walk at Fort Cumberland Park

End your day with a peaceful walk at Fort Cumberland Park overlooking the river, providing a perfect end to a day filled with exploration.
Head back towards the canal, about a 10-minute drive to arrive at Fort Cumberland Park.
Free, 1 hour
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