11 Best Family Road Trips From NYC To Take This Summer

As summer is gearing up, Jason and I have started to discuss where we’d like to road trip with the kids this year. I just love having the whole family together in the car singing, playing games, and exploring new sights. I’ve gathered 10 of our best road trips from NYC for some ultimate inspo.

Family on one of their many road trips from NYC

Best Road Trips from NYC

Philadelphia, Pennsylvania

Road trips from NYC on the Megabus to Philadelphia

Back in March Ryder and I took a road trip from NYC to Philly and he’s still raving about it. Taking the Megabus from midtown allowed this trip to truly be effortless. The long bus ride is a great way to have a quality catch up when carving out one on one time with one of your kids. Once there, we went to all the major sights and definitely filled up on amazing Philly cheese steaks. Philadelphia is an amazing city for kids of all ages.

Shelter Island, New York

Road Trips from NYC - Shelter Island

Shelter Island is a summer dream come true. The perfect distance from the city to feel like you’ve had a family fun road trip but not long enough to all go mad. Hehe. Once you’ve arrived your kids will enjoy a ferry ride, building sand castles at the beach, poolside snack breaks, and more. Us adults relish in the fresh seafood, beautiful quaint architecture, and the gorgeous sunsets. I’ve been counting down the days until we get to go back.

Kennebunkport, Maine

Road Trips from NYC - Kennebunkport, Maine

Only five short hours away from New York City is the quintessential town of Kennebunkport Maine. When we went last summer I was truly on a summer cloud 9! We indulged in an abundance of lobster, salt water taffy, fresh creamery ice cream, just to name a few. Our days were spent on the beach, bike riding, and making s’mores at our hotel in the evenings. We really had the most amazing Maine experience.

Montauk, New York

Road Trips from NYC - Montauk, NY

We all know my heart belongs out East in the Hamptons, but Montauk is the cool laid back sister to the Hamptons. Local pancake houses, surf culture, beach cottages, etc. We just love the beach town vibe Montauk offers all year round and I know we’ll be back sooner than later.

Lake George, New York

Road Trips from NYC - Lake George, NY

Head north to Lake George for the ultimate summer mountain escape. Our kids just loved the scenic 4-hour road trip from NYC. As soon as we arrived we knew it would be an amazing weekend. Lake George is undeniably a gorgeous place to spend your summer days. Whether you’re enjoying the lake kayaking or poolside with a book you’re bound the have an amazing city escape.

Berkshires, Massachusetts

Road Trips from NYC - Berkshires, MA

Very rarely Jason and I carve out some alone time for mom/dad adventures. In 2017 we decided to take a road trip to the Berkshires for some R&R. The Berkshires are peaceful & absolutely breathtaking. We spent our few short days hiking and eating up all the farm to table fares. Just the relaxing weekend we needed.

Washington, D.C

Road Trips from NYC - Washington DC

Washington D.C is a great weekend escape for some history and sightseeing. We’ve been both as a family and on a girls trip. As my children grow and continue to learn,  I find them asking more questions about our country and how things have come to be. Washington is a great insight into a lot of these questions and answers. The Spy Museum & the Smithsonian offer fun interactive learning. Stop by Baked & Wired for a delicious treat and burn off the sugar high wandering to all the historical monuments. D.C is a great option for doubling up on family time and a bit of education.

Westchester, New York 

Road Trips from NYC - Westchester, NY

Westchester is a short drive from the city with tons of family fun activities. We drove up last summer for some fun on the Hudson and to check out iFLY. It was a huge hit, totally safe, and children as young as three years old can partake. We also toured Stone Barns at Blue Hill Farm. The 80 picturesque acres include a cafe, restaurant, and plenty of farm animals for your littles to enjoy. Be sure to also check out Hudson River Cruise with Captain Mary Pat Driscoll and River Outpost Brewing Co was a huge hit with kids! Westchester offers a quick and convenient country escape.

Wildwood, New Jersey

Road Trips from NYC - Wildwood, NJ

Morey’s Piers in Wildwood New Jersey is where I spent every summer as a child. I remember riding the rides, playing the games, and eating the carnival treats all while having sandy toes. When the kids were younger I had a business opportunity to go back and it was a blast from the past. The Jersey Shore has miles worth of family-friendly fun for the exciting summer months.

Lake Morey, Vermont

Road Trips from NYC - Lake Morey, NY

Our stay at Lake Morey was filled with memories and a couple of family firsts. It will always be the place where Ryder and Siella learned to paddleboard. My children really have such an appreciation for country life, because it’s something we don’t get to experience that often. I love how they are open to new adventures, new scenarios, and have already asked to return for the winter sports activities. Lake Morey was definitely a place dedicated to families.

Boston, Massachusetts 

Road Trips from NYC - Boston, MA

At just under a four-hour road trip from NYC, Boston is ideal for kids because it leaves just enough time to be excited for the drive up, followed by long naps, which prepares them for the activities and playing tiny tourists all weekend.

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16 thoughts on “11 Best Family Road Trips From NYC To Take This Summer”

  1. Yes! These are all fun family trips. I remember going to Wildwood, NJ as a kid. I live close to Philly so that’s a great trip too. Love your family photos–looks like you’re making lots of family memories. 🙂

  2. Kristine Nicole Alessandra

    Perfect road trip destinations! Your family sure looked like they had fun in every place you visited!

  3. These are definitely the perfect road trip destination for the whole family! Love that there are places where you can just relax, play, and have fun.

  4. These are all great road trips to take. Many of which I have. They are a nice proximity from New York making them affordable and convenient.

  5. Can I start off by saying I loving your heading font, it’s popping. The roadtrip ideas are super great, loving the lake idea the most.

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