Things to Do in New England in September: Top 23 Most Unique Spots

Looking for some great things to do in New England in September? This month is perfect for catching early fall foliage, enjoying lively festivals, and diving into unique local activities. From colorful parks to traditional fairs and outdoor adventures, here’s your New Engalnd visitor’s guide to making the most of your September weekend trips to New England.

Ready to discover the best of September in New England? Let’s get into it:

Quick Hits

• Sneak Peek of Fall Foliage: Check out places like Franconia Notch State Park, Acadia National Park, and the Kancamagus Highway for stunning early autumn colors.

• Festivals and Events: Don’t miss the Common Ground Country Fair in Maine, the Stowe Antique and Classic Car Show in Vermont, and Labor Day festivities like King Richard’s Faire and the Great Vermont Corn Maze.

• Coastal Charm and History: Explore Cape Cod, Bar Harbor, and Newport for beautiful scenery and activities, plus historical sites like the Salem Witch Trials, Plimoth Patuxet Museums, and Mystic Seaport Museum.

Experience Fall Foliage Early

As late September rolls in, New England starts to show off its early fall colors, giving you a sneak peek before the peak season. While the best colors usually appear in mid-October, some spots start changing as early as the last week of September:

Franconia Notch State Park, New Hampshire

For early fall foliage, Franconia Notch State Park is a gem. Nestled in the White Mountains, it offers a variety of hiking trails for all skill levels. One of the most popular is the Franconia Ridge Loop, which provides stunning panoramic views of the autumn landscape. If you prefer a more leisurely hike, try the Artist’s Bluff Trail for gentle terrain and impressive views.

The park also features the awe-inspiring Flume Gorge. This natural wonder has:

• Towering granite walls

• Cascading waterfalls

• And lush foliage that turns vibrant shades of red and orange in the fall

It doesn’t matter if you’re an avid hiker or just want to enjoy a peaceful walk in nature. Franconia Notch State Park is a must-visit for early fall foliage enthusiasts.

Acadia National Park, Maine

If you’re looking for a perfect spot to catch early fall foliage, Acadia National Park on the rugged Maine coastline is the place to be. This park has it all—rocky shorelines, dense forests, and serene lakes that come alive with vibrant autumn colors. There are tons of hiking trails to explore, like the North Bubble and Beehive Trail. Both offer breathtaking views of the fall foliage against the Atlantic Ocean backdrop.

For a unique perspective, consider taking a scenic flight tour with Scenic Flights of Acadia. These aerial tours give you a bird’s-eye view of the stunning autumn landscape, allowing you to fully appreciate the season’s beauty. Whether you hike the trails or take to the skies, Acadia National Park offers an unforgettable fall foliage experience.

Drive the Kancamagus Highway

Taking a drive on the Kancamagus Highway is a classic New England fall adventure. This 34-mile scenic byway cuts through the heart of the White Mountains. As such, it hosts some of the most spectacular fall foliage views in the region. As you wind along Route 112, you’ll:

• Pass through dense forests ablaze with color.

• Cross over rushing rivers.

• Discover tons of scenic overlooks to stop and take in the breathtaking vistas.

Key spots along the Kancamagus Highway include:

• Lower Falls

• Swift River

• Rocky Gorge Scenic Area

• Sabbaday Falls

These natural attractions are perfect for short hikes, picnics, and photography. Whether you’re driving in late September or catching peak foliage in mid-October, the Kancamagus Highway promises an unforgettable journey through one of New England’s most beautiful landscapes.

Attend Local Festivals and Events

September in New England is packed with lively fall festivals and events celebrating local harvests and cultural traditions. There are plenty of New England fall festivals to enjoy in the cooler weather on a New England trip over the holiday weekend and throughout the month.

Common Ground Country Fair, Maine

If you’re looking for a taste of rural life, head to the Common Ground Country Fair in Unity, Maine. This annual event draws folks from all over to celebrate traditional skills and crafts. You’ll find live demos of blacksmithing, weaving, and other folk arts. There are also unique activities like herbalist consultations, herding dog shows, and the quirky Harry S. Truman Manure Pitch-off—yes, that’s a real thing!

The fair features live music from local talent, creating a lively atmosphere. Whether you’re into sustainable farming or just soaking up the festive vibes, the Common Ground Country Fair gives you a delightful glimpse into Maine’s rural heritage.

Antique Car Show, Vermont

For car enthusiasts, the Stowe Antique and Classic Car Show in Vermont is a must-see. This popular event features a car parade, an automotive flea market, and a judged car show with vintage and classic cars on display. It’s a fantastic opportunity to admire beautifully restored vehicles and connect with fellow car lovers.

Labor Day Weekend Festivities

New England’s Labor Day weekend is packed with fun events. One standout is King Richard’s Faire in Carver, Massachusetts. This medieval-themed fair kicks off during Labor Day weekend and runs through late September. You’ll find enchanting performances, artisan crafts, and themed food—perfect for a family outing.

Another favorite is the Great Vermont Corn Maze, where you can navigate intricate paths and enjoy a day of outdoor fun. For history buffs, the Mystic Seaport Museum Labor Day Celebration in Mystic, CT, blends maritime heritage with interactive exhibits and scenic views. It’s one of the best Labor Day events in all Connecticut. These festivities are a wonderful way to celebrate the end of summer and the arrival of fall in New England.

Boston Marathon

The Boston Marathon is one of the most prestigious running events in the world. While the race itself happens in April, the qualifier registration period opens in mid-September. That’s when runners from all over the globe apply for a chance to run this iconic race. If you’re in Boston around this time, catch a performance by the Boston Symphony Orchestra too. It’s a treat for the ears while you wait to see if you made the cut!

The Jack-O-Lantern Spectacular

One of the most fun things to do in New England in the fall is to check out the Jack-O-Lantern Spectacular. Okay, it starts at the end of September, so it’s a bit of a cheat, but it’s still amazing!

Held at the Roger Williams Park Zoo in Providence, RI, this event features over 6,000 carved pumpkins! Each one is a work of art, hand-carved by pumpkin experts and illuminated with different colored LED lights. You’ll walk about a quarter mile through a path completely lit by jack-o-lanterns, making it a super fun experience for the whole family.

Explore Coastal Charm

Discovering New England’s coastal charm in September is a must. Picturesque seaside New England towns, historic lighthouses, and scenic routes offer a blend of natural beauty and cultural richness.

Cape Cod, Massachusetts

If you’re looking for a peaceful fall getaway, Cape Cod is calling your name. Gone are the summer crowds, leaving behind serene beaches and quaint villages perfect for exploring during the shoulder season.

One of the highlights of visiting Cape Cod in September is the cranberry harvest. You can book a tour with the Cape Cod Cranberry Growers’ Association or visit local farms like Annie’s Crannies to learn about the cranberry bogs and enjoy fresh, tart cranberries. Don’t miss whale watching from Provincetown and wrap up with a delicious lobster roll on Commercial Street.

Bar Harbor, Maine

Bar Harbor, on Mount Desert Island, is an enchanting coastal town with stunning views of the Maine coast and vibrant fall foliage. September’s cool days and chilly evenings are perfect for exploring Acadia National Park. Trails like North Bubble and Beehive Trail offer breathtaking vistas of the autumn landscape. For a unique experience, take a Coastal Kayaking Tour and paddle amidst the serene fall scenery.

Here are some other cool activities in Bar Harbor:

• Scenic Flights of Acadia: Get a bird’s-eye view of the colorful landscape.

• Bar Harbor Bank & Trust Half Marathon and 5k: Participate in this race in September.

• MDI Marathon: Join this marathon in October.

Whether hiking, kayaking, or flying, Bar Harbor’s fall charm will captivate you.

Newport, Rhode Island

Newport shines in the fall, brimming with historic seaside charm. The coastal scenery glows with warm autumn colors, making it a perfect time to sail on a schooner. Enjoy the crisp sea breeze and picturesque views of the harbor and historic mansions. Newport, Rhode Island, offers a blend of natural beauty and rich maritime history that’s hard to beat.

Go Apple Picking

Nothing says fall in New England like apple picking. From early August through early November, head to an apple orchard for fresh, crisp apples, apple cider donuts, and fun activities. Think hayrides, cider donuts, pumpkin patches, picking your own apples, and corn mazes.

Apple picking is a must-do fall activity that celebrates the bounty of the season.

Applecrest Farm, New Hampshire

If you’re looking for a fun fall outing, Applecrest Farm in Hampton Falls, New Hampshire, is a top spot for apple picking and festive activities. You can pick your own fruits, including:

• Apples

• Strawberries

• Blueberries

• Raspberries

• Pumpkins

The farm also offers tractor rides, pie-eating contests, and free live music to amp up the fun. Don’t miss the traditional corn roasts with grilled sausages, hamburgers, fire-roasted corn, and New England clam chowder.

One of the coolest things about Applecrest Farm is:

• Old-Fashioned Creamery: Enjoy locally made ice cream, frozen yogurt, and sorbets.

• Pet-Friendly Orchards: Bring your well-behaved dog along for the fun.

• Barnyard Animals and Baked Goods: Meet some cute animals and enjoy scratch-made treats.

Applecrest Farm is perfect for a wholesome and enjoyable fall day for all ages.

Lyman Orchards, Connecticut

Lyman Orchards in Middlefield, Connecticut, is famous among CT apple orchards for its 200-acre eco-certified apple farm. With 27 varieties of apples, including Honey Crisp, McIntosh, and Fuji, it’s a delight for apple lovers. Voted one of the Top 10 Apple Picking Spots in the U.S., Lyman Orchards also features a farm market, bakery, and deli with fresh, local produce and delicious treats.

Shelburne Orchards, Vermont

Shelburne Orchards is famous for its top-notch apples, including heirloom and unique varieties. Set in a picturesque location, it’s a serene spot for apple picking. Enjoy the beauty of the Vermont countryside and sample some of the best apples the region has to offer. Shelburne Orchards is a popular destination for fall activities.

Discover Historical Sites

September is a great time to explore New England’s rich history with fewer crowds. From early colonial days to the industrial revolution, New England’s past is fascinating:

Salem Witch Trials, Massachusetts

If you’re into spooky history, head to Salem, Massachusetts. There, various historical walking tours delve into the notorious events of the Salem Witch Trials of 1692. One standout is the ‘History & Hauntings of Salem’ tour by Witch City Walking Tours, which explores nearly 400 years of Salem’s history, including the social and political factors that led to the witch trials.

These tours give you a deep dive into the hysteria that gripped the town and the tragic consequences for those accused of witchcraft. As you stroll through Salem’s historic streets, you’ll gain a deeper appreciation for this dark chapter in American history.

Plimoth Patuxet Museums, Massachusetts

For a less harrowing trip back to the 17th century, visit Plimoth Patuxet Museums in Plymouth, Massachusetts. These museums feature a recreated English village and a Wampanoag Homesite, where actors reenact daily life and share insights into the lives of early colonists and Indigenous peoples. Interacting with these knowledgeable reenactors, you’ll understand the challenges and triumphs of early colonial life.

The Wampanoag Homesite offers a unique perspective on the lives of the Indigenous peoples who lived in the region long before the Pilgrims arrived. With hands-on exhibits and engaging storytelling, Plimoth Patuxet Museums bring history to life in a fun and educational way.

Mystic Seaport Museum, Connecticut

If you love maritime history, the Mystic Seaport Museum in Mystic, Connecticut is a trove. This museum features a recreated 19th-century seafaring village, complete with historic ships and hands-on exhibits. Don’t miss the Charles W. Morgan, the last wooden whaleship in the world, which offers a glimpse into the whaling industry’s storied past.

Explore the museum’s extensive collection of artifacts and learn about the whaling, shipbuilding, and maritime activities that once thrived in Mystic. With its rich history and engaging exhibits, Mystic Seaport Museum provides an unforgettable journey into New England’s maritime heritage.

Enjoy Outdoor Adventures

New England in the fall is perfect for outdoor adventures. The cooler temperatures and stunning foliage make it an ideal time for exploring. For thrill-seekers, New England offers zip lines, mountain coasters, and rock climbing. Whether you’re up for a peaceful hike, a scenic bike ride, or an adrenaline-pumping adventure, New England has a little bit of everything.

Hiking in the White Mountains

If you love hiking, the White Mountains in New Hampshire are a paradise with trails for every level. One of my favorites is the Falling Waters Trail. It’s got stunning waterfalls and amazing autumn views. If you’re looking for something easier, try the Basin Trail in Evan’s Notch. It’s known for its beautiful foliage and gentle terrain. And don’t miss Cannon Mountain, which has trails for all skill levels.

For the more experienced hikers, the Mount Washington Summit via the Tuckerman Ravine Trail is a must-do. It offers expansive views from the highest peak in the Northeastern U.S. And take one of the famous fall foliage train rides while you’re here, by the way. Whether you’re just starting out or you’re a seasoned pro, the White Mountains region have something for everyone to enjoy the beauty of New England in the fall.

Biking the Burlington Bike Path, Vermont

If biking is more your speed, the Burlington Bike Path in Vermont is a scenic gem. This 8-mile path runs along Lake Champlain and offers:

• Sweeping views of the lake

• Glimpses of the Adirondack Mountains

• Stunning autumn foliage

• Shimmering water vistas

Along the way, you’ll find parks and beaches perfect for a relaxing stop or a scenic picnic. It’s an ideal spot for a leisurely bike ride in the fall.

Kayaking on Echo Lake, New Hampshire

For a peaceful paddling adventure, head to Echo Lake in New Hampshire, especially during the fall when the foliage is at its peak. The calm waters reflect the vibrant autumn colors, making for a visually stunning experience. Whether you’re an experienced kayaker or just starting out, Echo Lake offers a tranquil setting to soak in the beauty of New England’s fall season.

Savor Seasonal Cuisine

When it comes to fall in New England, the food is a must-try. The region’s seasonal cuisine, packed with local ingredients and regional flavors, is the cherry on top of any autumn adventure. Whether it’s hearty breakfasts or fresh seafood, New England’s culinary scene captures the essence of autumn.

Polly’s Pancake Parlor, New Hampshire

First up, Polly’s Pancake Parlor in Sugar Hill, New Hampshire. Since 1938, they’ve been serving up mouth-watering pancakes topped with local maple syrup. This place is a New England breakfast classic, and their made-from-scratch pancakes with local ingredients make it a must-visit.

Lobster Roll at Two Lights, Maine

Seafood lovers, this one’s for you! The Lobster Shack at Two Lights in Cape Elizabeth, Maine is famous for its fresh lobster rolls. Located along the picturesque Maine coast, this shack offers stunning ocean views and a quintessential New England experience. There’s nothing like enjoying a lobster roll while soaking in the seaside scenery.

Farm-to-Table Dining

New England’s farm-to-table dining is all about fresh, seasonal, and locally-sourced ingredients. Restaurants like Woods Hill Table in Concord, Massachusetts, get their produce and meat from the owner’s farm in New Hampshire, offering a true farm-fresh experience. This approach supports local agriculture and ensures the highest quality meals.

Great Barrington, Massachusetts, is another hotspot for farm-to-table cuisine. The downtown area is a pedestrian’s paradise, full of local shops and restaurants. Here, you can savor seasonal dishes that reflect the region’s rich agricultural heritage.

Visit Charming Small Towns

New England is dotted with charming small towns that showcase the region’s rich history and scenic beauty.

Each town has its own unique character, making them perfect for a fall visit. Explore covered bridges, visit local shops, and enjoy scenic walks. These small towns offer a serene escape from the hustle and bustle of everyday life and capture the essence of fall.

Some other great small towns to visit in New England include:

• Portsmouth, New Hampshire

• Mystic, Connecticut

• Kennebunkport, Maine

Plan your fall weekend getaway to one of these charming towns and immerse yourself in the beauty of the season.

Read on for some personal favorites of the many cute towns across the entire region:

Woodstock, Vermont

If you’re looking for a charming fall destination, Woodstock, Vermont is where it’s at. Known for its historic architecture like the Middle Covered Bridge and the F.H. Gillingham & Sons general store, Woodstock has been a favorite spot for the wealthy since the 1700s. The picturesque oval town green adds to its charm.

When you’re in town, don’t miss:

• Billings Farm & Museum: A great spot to learn about Vermont’s farming history.

• Sugarbush Farm: Perfect for taking in the scenic beauty and sampling some local cheese.

• Vermont Country Store: A must-visit for unique, nostalgic items.

Washington Depot, Connecticut

If you’re a ‘Gilmore Girls’ fan, you’ll love Washington Depot, Connecticut. This town inspired the show’s fictional Stars Hollow. With quaint shops, local eateries, and scenic landscapes, it’s the essence of small-town New England.

Check out:

• The Garden Room at the Mayflower Inn: Enjoy dishes made with local ingredients in a charming setting.

North Adams, Massachusetts

North Adams, Massachusetts offers a unique blend of art and nature. Home to the Massachusetts Museum of Contemporary Art (Mass MoCA), one of the largest centers for contemporary visual and performing arts in the country, this town is a haven for art lovers.

Don’t miss:

• Mass MoCA: Dive into contemporary art and performances.

• Outdoor Activities: Enjoy hiking and exploring the beautiful Berkshire region.

Greenwich, Connecticut

Situated on the Long Island Sound, Greenwich, Connecticut, has been a vacation spot since the 1840s. Stay at the historic Stanton House Inn, within walking distance of Greenwich Avenue and downtown.

Highlights in September include:

• Greenwich Point Park: One of the best beaches along the Gold Coast for a relaxing beach day.

• Norwalk Oyster Festival: A fun fall event for the whole family.

• Cider Saturday and Harvest Celebration at the New Canaan Nature Center: Perfect for autumn fun.

Don’t forget to visit:

• Philip Johnson Glass House: A unique architectural gem.

• Bruce Museum: Explore local art and history.

Tl;dr

New England in September is a dream come true. From vibrant fall foliage and charming small towns to exciting festivals and delicious seasonal food, there’s something for everyone. Whether you’re exploring historical sites, enjoying outdoor adventures, or just soaking in the scenic beauty, New England offers a magical experience this time of year.

Frequently Asked Questions

When is the best time to see fall foliage in New England?

The best time to catch the fall colors is usually mid-October, but you can start seeing signs as early as late September. So plan your trip accordingly to enjoy the vibrant autumn hues of peak foliage season.

What are some must-visit historical sites in New England?

You’ve got to check out:

• Salem Witch Trials in Massachusetts

• Plimoth Patuxet Museums

• Mystic Seaport Museum in Connecticut

These sites offer a rich dive into New England’s history.

Where can I go apple picking in New England?

Here are some top spots for apple picking:

• Applecrest Farm in New Hampshire

• Lyman Orchards in Connecticut

• Shelburne Orchards in Vermont

Enjoy your apple-picking adventure!

What are some popular outdoor activities in New England during the fall?

Fall is perfect for outdoor fun. Try:

• Hiking in the White Mountains

• Biking the Burlington Bike Path

• Kayaking on Echo Lake

These activities let you soak in the beauty of the season.

Which small towns should I visit in New England during the fall?

Be sure to visit:

• Woodstock, Vermont

• Washington Depot, Connecticut

• North Adams, Massachusetts

• Greenwich, Connecticut

These super cute New England towns all host a quaint atmosphere and stunning fall foliage.