How to Enjoy the Drive on Your Romantic Getaway from NYC

There’s something magical about leaving the city behind for a road trip built just for two. Your romantic getaway from NYC doesn’t have to start when you arrive at Brampton 1860. It begins the moment you hit the road. Cruise beyond busy city streets and sidewalks. Let the rolling fields, charming small towns, hidden coffee spots, and scenic detours be part of the fun.

The drive down to Chestertown is like the first chapter of your trip. The conversation and laughter, playlists and pit stops along the way are the little details that turn a journey into an adventure. With the right route, getting to Brampton 1860 can be just as unforgettable as your time there. We’ve prepared a few travel tips and suggested stops. Throw in your own sprinkling of spontaneity and get ready for the best romantic getaway from NYC.

top view of couple lying down and sharing headphones with favorite playlist

How Do You Make a Romantic Road Trip Feel Special?

Before you go, set the tone for the trip:

  • Plan a scenic route with fun stops you’ll both love.
  • Secondly, pack a playlist or audiobook by your favorite author for shared listening.
  • Bring or pick up a picnic lunch and find a park to enjoy it.
  • Plan some road trip games like “Would You Rather,” the “Alphabet Game” (listing book titles, movies, animals, foods, etc.), or your own trivia challenge. Here’s a list of fun ideas for couples.
  • Most importantly, 💖 focus on each other. Put the phones down and use the drive to reconnect.

What Is the Best Route for a Romantic Drive from NYC?

Need directions to Chestertown, Maryland, from NYC? The simplest and most scenic way to reach Chestertown is to take I-95 S/NJ Turnpike S, then connect to US-301 S into Maryland. The drive is roughly 190 miles and takes about 3.5–4 hours, depending on traffic and how many stops you make.

Be prepared. You can expect some tolls along the way, especially in New Jersey and Delaware. Having cash or an E-ZPass makes things smoother. If you leave after the morning rush or early on a weekend, you can avoid most congestion. As they say, the early bird gets the worm. Which, for you, means more time to enjoy the fun stops during your trip.

What Are the Best Stops Along the Way?

Breaking up the drive with memorable stops makes the trip even more enjoyable. Here are a few ideas for coffee, snacks, and sightseeing along your route.

closeup of mugs of specialty coffee that a couple is sharing at a cafe

Best Cafes for the Road

Habibi Motor Cafe

405 NJ-18, East Brunswick, NJ 08816

As you’re easing out of the city, take a quick detour to Habibi Motor Cafe. A perfect stop for a late breakfast or mid-morning refuel. The vibe there is like walking into a European cafe. The owners and baristas alike are friendly and super helpful when you’re trying to choose a delicious cup of coffee. Local favorite is their Spanish latte. Let us know what you tried and how you rated it.

What makes it so special?

  • It has a unique car-themed vibe. Definitely not your typical coffee shop. Locals love the aesthetic that’s cozy and artsy.
  • They have a coffee for every mood. Some local favorites include the “Jumpstart Espresso Blend” or the “Mike Special” mocha latte with cold foam). You’re sure to find your next favorite brew.
  • It’s also all about community. From the mayor to car lovers or simply coffee lovers, this is a local favorite.

 

Trouble Brewing

514 Station Ave, Haddon Heights, NJ 08035

This small-town gem has a warm, welcoming vibe and is passionate about quality. From its beginnings, owners Tom and Cat (sorry, just writing their names brings a smile) have focused on “community.” They offer delicious locally-made bagels, gluten-free cookies, danishes, and other goodies along with their artisan brews. This is truly a place that has the Cheers feeling, “where everybody knows your name.” Don’t forget to take a selfie and post it on our Facebook page.

What makes it so special?

  • They La Colombe coffee, known for its rich, expertly roasted beans.
  • They have an excellent menu of brioche breakfast sandwiches, croissants, scones, iced chai lattes, and more.
  • You’ll also find a great atmosphere here that’s quaint, friendly, and focused on local connections in the community.

Milk & Honey Cafe & Gallery

239 N Market St, Wilmington, DE 19801

This third cafe is a must if you love art. You’ll love this place! It’s an artsy coffee shop that features local artists along with their fantastic coffee creations. Their menu also includes brioche sandwiches, avocado toast, lemon blueberry pancakes, and more. Locals have aptly named this their “go-to” spot for a delicious cup of joe.

What makes it so special?

  • They have rotating exhibits of local artwork. Best part: many pieces available for purchase.
  • This cafe also has a warm, inviting atmosphere with friendly staff and eclectic sounds for a fun musical background.
  • Always a good thing, their menu offers affordable, high-quality food and drinks with vegan and vegetarian options.
  • This spot offers fun community events, including open-mic nights and art walks.
view of the front entrance and iconic steps of the philadelphia museum of art

Best Local Attractions Along the Route

Additionally, here are a few gems along the route where you can get out and stretch your legs. Add a dash of history, culture, and fun with a few historic landmarks, world-class museums, and charming green spaces.

Princeton, NJ

  • Princeton Battlefield State Park. Walk the historic grounds where you can almost hear the American and British clashing arms. Currently, it’s a place where you can enjoy a peaceful green space with multiple trails to explore.
  • Grounds For Sculpture. A stunning outdoor art park blending nature and large-scale sculpture. This non-profit sculpture park offers over 300 pieces created by renowned and emerging artists. Be prepared to be inspired.

Philadelphia, PA

  • Philadelphia Museum of Art. Be forewarned, you’ll need great walking shoes for this adventure. From the iconic steps to the immensity of the space filled with world-class art, this is a definite must-see.
  • The Franklin Institute. You’ll love this hands-on experience. They offer science exhibits such as a walk-through heart, rotating special exhibits, and planetarium shows.
  • Independence Mall & Liberty Bell. This stop right in the heart of Old City is for our history buffs. Many who see the bell for the first time are moved by its history and symbolism.
  • Reading Terminal Market. Need some great eats for your picnic? This is perfect for picking up goodies. This historic market features over 80 concessions offering delicacies for any palate.

Wilmington, DE

  • Delaware Art Museum. Love art? This would make a great stop. It offers a collection of Pre-Raphaelite pieces and a sculpture garden. You may discover a new favorite artist.
  • Winterthur Museum, Garden & Library. Lastly, on this stop, you’ll experience an impressive mansion with gorgeous gardens. Take one of the tours and learn about the Du Pont family. Or simply take a leisurely stroll along the trails, breathing in the fresh air and natural beauty.

Ready to Plan the Perfect Romantic Drive to Brampton 1860?

The best part of your romantic getaway from NYC awaits at Brampton 1860 in Chestertown, MD. After your road trip, you’ll arrive to lush gardens, cozy suites, and the quiet charm of the Eastern Shore. Unwind with a cocktail from our new Parisian bar, Maison de Lumière. Indulge in a relaxing tea time. Or simply indulge in some alone time in your own private cottage during your long weekend getaway from NYC.

Grab a great cup of coffee. Indulge in some fantastic stops along the way. Afterwards, sip cocktails on the Brampton porch. Explore historic Chestertown. Or relax and unwind in your luxurious suite. That’s how both the journey and the destination will feel equally special.

I can’t say enough good things about Brampton! … it’s the perfect blend of comfort and nature … close enough to enjoy downtown Chestertown, but just far enough to feel like a true retreat. It’s the kind of place that invites you to slow down, reconnect, and truly enjoy each other. We can’t wait to return.
(Mary | TripAdvisor, Aug 2025)

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Photo Credit: © Melpomenem from Getty Images Pro via canva.com, © Imageblend via canva.com, © Farknot Architect via canva.com, © Haley Domzalski from Pexels via canva.com

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