- Must visit
U.S. Naval Academy Museum
Interactive museum on the grounds of the Naval Academy covering U.S. naval history, models, artifacts, and sea power.
Trains from Greenwich, CT to Annapolis, MD run on average 26 times per day, taking around 4h 42m. Cheap train tickets for this journey start at $102 (€86) if you book in advance.
There are 22 trains per day. The earliest train runs at 01:55, the last at 17:23. The fastest train covers the 207 miles (334 km) distance in 3h 44m.
Plan this route
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Greenwich, CT to Annapolis, MD.
Trains from Greenwich, CT to Annapolis, MD with Amtrak. Night trains available on this route with Amtrak. High-speed trains available on this route with Amtrak. Use the details below to compare onboard facilities.
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
Discover the best of Annapolis, MD — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Annapolis, MD trip today.
Interactive museum on the grounds of the Naval Academy covering U.S. naval history, models, artifacts, and sea power.
Maritime museum with exhibits on the Chesapeake Bay, local ecology, oyster history, and working waterfront heritage.
Small museum preserving Maryland African American heritage through art, documents, and community-focused exhibitions.
Historic waterfront district with brick streets, shops, harbor views, and easy access to many of Annapolis' key sights.
Lively waterside hub for strolling, people-watching, and boat views, framed by memorials and colonial-era streets.
Tree-lined park with bay views, walking paths, and open lawns popular for picnics, sunsets, and a calmer local feel.
Maryland blue crab picked from steamed crabs and seasoned with regional spice. It is central to Chesapeake Bay food culture and a signature local treat.
Rich crab soup thickened with cream and often sherry, made with local blue crab. It is a longtime Maryland restaurant staple near the Bay.
Tomato-based vegetable soup loaded with blue crab meat. This Maryland classic reflects home cooking traditions around the Chesapeake.
Casual seafood house popular for steamed crabs, crab cakes, and fish dishes. Relaxed waterfront-adjacent atmosphere with long local history.
Upscale restaurant focused on Chesapeake seafood and seasonal American cooking. Refined dining room suited for a polished Annapolis meal.
Historic downtown tavern known for crab cakes, oysters, and Maryland fare in a lively colonial-style setting near City Dock.
Moderate for a historic US capital. Hotels and waterfront dining run higher than many small cities, but casual food and local transit stay manageable.
Tip 18-20% in restaurants, more for excellent service. Taxis usually get 10-15%. Cafes often use tip jars or prompt screens for small tips.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Annapolis, MD.
Find answers to the most common questions about traveling from Greenwich, CT to Annapolis, MD by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Annapolis, MD, this guide helps you travel smarter and with confidence.
