City Guides

Quaint & Crafty in the Hudson Valley: 25 Things to Do with Kids in Rhinebeck

About 100 miles north of Manhattan, the quaint town of Rhinebeck in Dutchess County is a prime destination for a family day trip with enough attractions to justify even a longer stay. Steeped in Dutch history, Rhinebeck is home to the Dutchess County Fairgrounds, where numerous fairs and family-friendly productions are held annually, as well as a performing arts center, an aerodrome, the oldest hotel in the country, great eateries, family shopping and nature excursions.

We've gathered up some of our favorite Rhinebeck attractions culled after a recent visit. These include both year-round opportunities and some seasonal excursions, as well as a sampling of the creative shops and eateries that remind visitors of the quaintness afforded by a town supportive of independently owned businesses.

Read on for our inside scoop on all the great fun that lies ahead for your family in beautiful Rhinebeck! And for more great days out, check out our guide to family fun in Hudson Valley.

Cape Cod With Kids: 25 Things to Do in Chatham, MA

Ever since I first saw the TV show Gilmore Girls, I have been searching for the fictional town of Stars Hollow—the quintessential New England small town, where everyone knows everyone, and you can walk (or bike) to just about anywhere you’d want to go. I had no idea that after years of looking, I would finally find a real-life Stars Hollow on the Lower Cape: Chatham, Massachusetts.

Chatham is a beautiful and enchanting town, rich in history and tradition. One of my favorite things about the place is its walkability. Main Street is bustling with adorable shops and good restaurants, and the beach and parks are just a short distance away.  It may not be practical to live in a town like Chatham year round, but for a weekend getaway, I daresay it’s the perfect place. Read on for 25 fun things to do while you’re there, in the summertime and beyond. Whether you feel like getting in touch with nature, catching a ball game, sampling some treats, or having some quiet time in a museum or bookstore, there's something here for everyone in the family.

Battery Park City with Kids: Best Things to Do in this Manhattan Nabe

It's hard to imagine that Battery Park City didn’t exist 50 years ago. Built on landfill, this planned community of high-rise apartment buildings features beautiful parks and a show-stopping riverside Esplanade along the southwestern tip of Manhattan. It offers an almost suburban existence right in Manhattan, with two excellent, BPC-zoned public schools, small supermarkets, and chain pharmacies.

Residents have to cross West Street (a.k.a. the West Side Highway) to get to the subway, Whole Foods, and all of Tribeca, but there are three pedestrian bridges across the highway, one underground pedestrian tunnel from the World Trade Center Oculus, and via a free shuttle bus. It’s not a bad tradeoff for those who dream of a giant communal backyard with river views. And oh, the playgrounds!

There's little mystery why Battery Park City pops up in our 5 NYC Day Trip Itineraries Perfect for Preschoolers, our guide to NYC play fountains, and top NYC playgrounds with shade.

25 Things to Do with Kids in Portland, Maine

Less than two hours from Boston, Portland, Maine is a city filled with history, culture, jaw-dropping natural beauty, and truly great food. Though the busy, pretty waterfront on Casco Bay gets the most tourist love in Portland, there's a lot of fun to be had just a little farther afield, making it a perfect spot for a weekend trip with the kids. Pack up the car or take the train, and settle in for an engaging, relaxing, and picture-perfect weekend getaway.

To plan a memorable trip, take a look at these 25 things to do with the kids in Portland—it's truly one of my kids' favorite places in New England.

25 Things To Do with Kids in Cape May, NJ

Charming Cape May is one of the Jersey Shore's top family destinations for good reason. With its wide beaches, quaint boardwalk, mini-golf courses, arcades, and ice cream shops, Cape May can entertain kids of all ages. The shopping and family-friendly dining options can't be beat. Head down to Exit Zero, on the southern tip of the Jersey Shore, and enjoy all this town has to offer, from its fabulous beaches and amazing zoo to the historic lighthouse and blazing sunsets.

Read on for our list of 25 can't-miss things to do during your visit to Cape May. For even more fun at the shore, don't miss our summer fun guide.  

35 Things to Do with Kids in Fort Greene and Clinton Hill

Known for picturesque tree-lined streets and historic architecture, adjacent Brooklyn neighborhoods Fort Greene and Clinton Hill have an abundance of attractions for families. There's the amazing Fort Greene Park, a 30-acre oasis with two playgrounds, tennis and basketball courts, a nature center, a running track, soccer fields, and great hills for sledding. The park's active conservancy organizes popular annual events for families, like the beloved Halloween Festival and the Music in the Grove kids' concert series during the summer.

The area is also home to some outstanding cultural institutions, notably the Brooklyn Academy of Music, with its BAMkids series and annual BAMkids Film Festival, the Mark Morris Dance Center, and the state-of-the-art Barclays Center, which hosts live Disney extravaganzas, the Ringling Bros. and Barnum & Bailey Circus, and Brooklyn Nets home games. On top of that, Fort Greene and Clinton Hill have great kid-friendly restaurants and easy access to almost every subway line in the borough!

We've rounded up our favorite spots to play, eat, and learn in Fort Greene and Clinton Hill. For the purposes of this post, our geographical boundaries are Flushing Avenue to the north and Atlantic Avenue to the south, between Flatbush Avenue and Bedford Avenue.

Summer Daytrip to Monroe

Monroe is a quiet, little outpost north of Bridgeport on the way to Danbury, with the obligatory (and lovely) town green/gazebo this state is known for.  But that old town center is now a long way into town from the highway — most of Monroe's hustle and bustle these days is along one of two corridors — route 25 or route 111 (Monroe Turnpike), near the Trumbull line.  That being said, there are a couple of outdoor gems off the beaten path that make a trek out from lower Fairfield County worth the time spent getting there, whether your kiddos are tiny or teens.

15 Summer Day Trips for Boston Kids and Families

These last few weeks of summer, between camp ending and school beginning, can be challenging for families. The long, unstructured days sometimes seem endless, and not always in a good way.  Although there are plenty of summertime things to do in and around Boston, day trips can often be the perfect diversion. When you need a change of scenery, venture out to explore new territory and return home in time to sleep in the comfort of your own bed.

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