Penn Station is millions of people’s gateway to New York every year. And even though the modern railway station is a big and bustling place that may not be your idea of a great location to start your trip, there’s something indefinably nostalgic about taking a journey by train.

The city of New York is packed full of romantic activities you can enjoy with your significant other. But if you’re looking for a weekend break, don’t neglect the train. Trains leave from Penn Station to destinations across New York, so no matter what you like to do, chances are good there’s a train journey ideal for you and your partner.

Drop off your bags at a Penn Station luggage storage and check out some of these great romantic getaways. Since these destinations and more are just a short ride away from Penn Station by train, there’s no excuse not to check out more of what New York and beyond have to offer.

The Adirondacks

Nestled in the heart of upstate New York, the Adirondacks offer a serene and picturesque escape for couples looking to get away from the hustle and bustle of city life. With endless opportunities for outdoor adventures, from hiking and fishing to skiing and snowshoeing, the Adirondacks offer something for every season. In the summer, take a boat ride on one of the many glistening lakes or visit one of the region’s charming small towns. In the fall, the foliage is absolutely stunning, making it the perfect time for a scenic drive through the mountains. And in the winter, cozy up by the fireplace at a luxurious lodge or cabin. No matter what time of year you visit, the Adirondacks offer a romantic and rejuvenating escape.

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Romantic Weekend Getaways


Just a short train ride away, Philadelphia offers a perfect blend of history, culture, and romance for a weekend getaway. Start off by strolling through Independence National Historical Park, home to iconic landmarks like Independence Hall and the Liberty Bell. Then, head to Reading Terminal Market for a delicious lunch from one of the many local vendors. In the evening, take in a show at the Kimmel Center for the Performing Arts or enjoy a candlelit dinner at one of the city’s many fine dining restaurants. And, of course, no trip to Philly is complete without a visit to the famous Love Park, where you can snap a photo with the iconic “Love” sculpture.

Washington D.C.

For a weekend full of culture and history, consider a trip to the nation’s capital, Washington D.C. From the Lincoln Memorial and the Washington Monument to the National Mall and the Smithsonian Museums, there’s no shortage of things to see and do. Take a leisurely walk through the beautiful National Arboretum or visit the National Zoo to see the pandas. In the evening, enjoy a romantic dinner at one of the city’s many acclaimed restaurants or take in a performance at the John F. Kennedy Center for the Performing Arts. No matter what your interests are, Washington, D.C., has something for everyone.

Romantic Weekend Getaways


Look no further than Montauk for a beachy escape located on the easternmost tip of Long Island. Spend your days lounging on the sandy beaches or take a boat ride to see the beautiful coastline. In the evening, enjoy a sunset walk along the beach or a romantic dinner at one of the town’s many seafood restaurants. And don’t forget to visit the iconic Montauk Point Lighthouse, where you can take in breathtaking views of the Atlantic Ocean. With its laid-back atmosphere and charming small-town vibe, Montauk is the perfect destination for a romantic weekend getaway.

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Boston is a great destination for a romantic getaway from Penn Station. The city is rich in history and culture, and there are many romantic things to do and see. Some ideas for a romantic trip to Boston include strolling along the Freedom Trail, taking a boat ride on the Charles River, or visiting the Isabella Stewart Gardner Museum.

Boston is also home to some of the best restaurants in the country, so be sure to make reservations at a cozy, romantic spot for a memorable dinner. You’d also be missing out if you didn’t try some of the city’s famous seafood – lobster, clams, and oysters are all must-tries.

Romantic Weekend Getaways

New Haven

New Haven, Connecticut, is another great option for a romantic getaway from Penn Station. Located just a short train ride away, New Haven is a charming and intimate city with a rich cultural scene and plenty of romantic activities to enjoy.

One of the top things to do in New Haven is to visit Yale University, which is home to some of the most beautiful and historic buildings in the country. You can also spend a romantic evening at one of the city’s many art galleries or theaters or take a leisurely stroll through the picturesque New Haven Green.

New Haven is also known for its delicious food, with a thriving culinary scene that includes everything from classic Italian fare to innovative farm-to-table restaurants. Be sure to make reservations at a romantic spot for a special dinner during your stay.


There really is no shortage of exciting romantic breaks you can take from New York. If the city gets too much or you just want a change of scene, head to Penn Station and consider taking one of these great rail journeys to explore the region around the city. No matter where you go, you’ll encounter some new experiences that will bring you and your partner closer together.

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