A direct trip from Boston to New York City is a moderate drive of about four hours and 215 miles via I-90 W. However, you can add extra days to unwind while only increasing your total drive time by less than an hour. Take this weekend escape with someone special and enjoy the chance to get away from it all at three noteworthy destinations.
Drive Time from Boston to New York City: approximately 4 hours
Distance from Boston to New York City: approximately 215 miles
Day 1: Start off your trip by taking a two-hour drive from Boston to Bristol, covering 120 miles on I-90 W and I-84.
This gem of a town is packed with charming highlights. Take in a bit of local history with a stroll through the American Clock & Watch Museum housed in an 1801 Federal-style house. If the weather's nice, head to Hoppers Birge Pond and Nature Preserve and explore some of the walking and hiking trails. Stop for lunch at Greer's Chicken, where you'll find the best fried chicken in town. Take-out is available if you'd prefer a picnic.
Check the schedule at the Memorial Boulevard Theatre and The Ingraham House for an evening of live entertainment. Both are historic venues that are fascinating attractions all on their own, making their performances decadent icing on the cake. Head to 457 Mason Jar for a filling dinner. The extensive menu has something for every taste, including Maple Thyme Salmon Filet, Cajun Rubbed Catfish, and Filet Mignon.
Day 2: The charming city of New Haven sits in stark contrast to the glitz of New York City, making it the perfect place to rest up on your road trip. You can cover the 38 miles to New Haven from Bristol in about 46 minutes via I-91 S. The Yale University Art Gallery is the oldest university art museum in the country, featuring everything from Egyptian pieces to contemporary paintings. Enjoy a quiet, contemplative morning taking in the museum's highlights. After lunch, head to the Peabody Museum of Natural History for fascinating exhibits like the Great Hall of Dinosaurs.
Visit the August Upscale Bar and Eatery for a romantic dinner in the wine bar's cozy space. A simple one-page menu ensures that every selection is exquisite. End your day with a sunset stroll through Lighthouse Point Park to see the park's famous antique carousel alongside stunning views of the harbor.
Day 3: You'll reach New York City in just under two hours, covering the 86 miles from New Haven via CT-15 S. Complete your romantic getaway with a picturesque stroll through the Brooklyn Botanic Garden. Browse the delights of the Chelsea Market hand-in-hand for a leisurely activity, or head to the high-energy Brooklyn Night Bazaar, with its arcade games, karaoke rooms and mini-golf.
Turn your New York City vacation from a destination-focused trip to one that's all about the journey. Slow down along the way and you can enjoy a diverse range of highlights from fine dining to fascinating museums at numerous cities along your route. Just pack up the car and start your adventure.