25 Fun Summer Activities In and Around Millerton, NY

Looking to soak up the last bits of summer in a small town that feels like it’s straight out of a Hallmark movie? Whether you're visiting Millerton for a weekend escape or lucky enough to live nearby, this guide is packed with local gems—canoe rides, vineyard picnics, outdoor markets, and just the right dose of nostalgia. Here are 25 fun and memorable ways to enjoy summer in and around Millerton before the season fades into fall.

🌄Outdoor Adventures

Zip line at Catamount Adventure Park – Fly through the trees on the longest zip line in the U.S. for an unforgettable thrill.

Canoe or simply relax at Rudd Pond – Quiet, scenic, and ideal for a morning on the water.

Hike through the Steep Rock Preserve railroad tunnel – A shaded trail leading through a 235-foot hand-blasted tunnel from the 1870s.

Explore the trails at Sharon Audubon Center – Perfect for spotting turtles, owls, and quiet forest views.

Try your hand at clay shooting at Orvis Sandanona – The oldest permitted shooting preserve in the country.

🎭Arts, Culture & Entertainment

Catch a live show at Sharon Playhouse – Summer musicals, comedies, and community favorites light up the stage all season long.

Watch a movie under the stars at Four Brothers Drive-In – Retro charm, on-site mini golf, and even a vintage trailer rental if you want to stay the night.

Dance the night away at Hy’s Lounge – A local favorite for live music, dancing, and the famous fried chicken.

Explore a local creative class – Pottery, painting, even botanical dye workshops—we rounded up some of our favorite places to take lessons in this blog.

Experience an artful escape at Race Brook Lodge – Check their event calendar for music, markets, and community happenings.

🍷Sip, Stroll & Dine Outdoors

Picnic at Millbrook Vineyards & Winery – Bring a blanket, pick up a bottle, and enjoy the vineyard views.

Try a cider tasting at Rose Hill Farm – Their orchard-based cider flights are a refreshing summer treat.

Stroll the Wethersfield Estate & Garden – One of the most stunning hidden gems in the region or explore another nearby garden.

Dine outside at a local favorite – Whether it’s sidewalk seating on Main Street or vineyard views at sunset, Millerton has plenty of great spots for an open-air meal. (We rounded up our top picks here).

🧺Farms, Markets & Family Fun

Pick peaches or early apples at Rose Hill Farm – Check their picking schedule for what’s in season.

Visit the Millerton Farmers Market (Saturdays) – Stock up on fresh produce, bread, flowers, and handmade treats.

Take the kids to the Trevor Zoo in Millbrook – The only zoo in the U.S. located at a high school.

Play mini golf and grab ice cream at Kelly’s Creamery – Don’t skip the food truck—it’s worth it.

🛍️Shop, Stroll & Discover Millerton

Browse the antique shops – From vintage signs to farmhouse finds, treasure hunters will feel right at home.

Get lost in the aisles of the local bookstore – Find your next summer read, cozy gift, or thoughtful kids’ book.

Pick up something for your home – Whether it’s handmade pottery or a cozy throw, there’s plenty of home inspiration here.

Grab a treat or two – Ice cream, coffee, cookies, or caramels—this town loves its sweets.

Find the perfect gift – Local shops are stocked with one-of-a-kind finds for any occasion (including “just because”).

🚗Bonus Mini-Road Trip Ideas

Spend a day in Hudson, Rhinebeck, or Great Barrington – Each under an hour away and packed with food, indie shops, and art galleries.

Join a weekend event or festival – Keep an eye on local listings for pop-up markets, summer music, or art shows happening in and around town.

💡Pro Tip:

Bring comfy walking shoes, a reusable tote bag for market finds, and a blanket for spontaneous picnics or winery hangs. August days can get hot—stay hydrated and take your time.

Millerton may be small, but it packs a lot of summer magic. From early morning adventures to sunset vineyard hangs, it’s the kind of place that makes you want to slow down, explore a little deeper, and come back again next weekend.