Brand USA

New England Events — September 2014

September in New England – a perfect time for a harvest fair or fun-filled event. Dine on the lawn of a Newport historic mansion or enjoy a full-fledged seafood feast on the New Hampshire coast. Head for a pirate festival on the northern coast of Maine, a festival dedicated to garlic in Vermont, or a true country fair in Massachusetts’ Johnny Appleseed country. There is much to choose from in September!

King Richard's Faire

August 30 - October 19, 2014
Carver, Massachusetts

King Richard’s Faire is New England’s largest and longest-running Renaissance Festival. Tucked away on 80 acres of beautiful, enchanted forest off Rt. 58 in Carver, Mass., King Richard’s Faire now begins to prepare for its 34th season offering guests a full day of live, interactive entertainment for all ages, including new liger cubs, daring knights jousting on horseback, and eight stages filled with song and dance, stunts and storytelling. Every Saturday afternoon, the King’s Stage offers special themed contests and events to add variety to the festival-like entertainment lineup.

Boothbay Harbor Fest

August 29 - September 7, 2014
Boothbay Harbor, Maine

​This 10-day festival is a community collaboration that was created to offer visitors and locals the opportunity to experience a collection of unique and vibrant events that celebrate who we are. There will be something for every type of fun seeker: music geeks, foodies, artsy folks, fashionistas, athletes…

The Great Provincetown Schooner Regatta & Yacht Race

September 1-5, 2014
Provincetown, Massachusetts (Cape Cod)

The Great Provincetown Schooner Regatta celebrates the role of the Great Atlantic fishing bank schooner in Provincetown’s maritime history and allows visitors to experience these historic vessels in port and at sea. The Regatta shares the story of Provincetown’s place in the traditional fishing industry and of Cape Cod’s past, when commerce and transportation truly ‘ran with the wind.’ Located at the outermost tip of Cape Cod, Provincetown was the first great fishing port on the eastern seaboard dating back to the time of the Norsemen. Many of the leading fishing vessels that plied the waters of the Atlantic and Pacific Oceans throughout America’s early maritime history called Provincetown home. At the height of the commercial fishing in the 19th century, Provincetown harbored as many as 100, 90-ton Schooners and 700 vessels. Come learn, have fun and see one of the most unique landscapes in New England!

Bread & Roses Heritage Festival

September 1, 2014 (Labor Day)
Lawrence, Massachusetts

The 30th Annual Bread and Roses Heritage Festival will be held, as always, on Labor Day. It is a FREE, open air, labor and social justice event, on the Lawrence Common, from noon to 5:00 pm. Enjoy an electric day of musical, dance, and theatrical performances from a diverse range of cultures from American Folk, Salsa, Blues, Celtic, Hip Hop, and more! Stroll down the walkway of food vendors to choose BBQ, Dominican, Turkish, Vietnamese, Mexican, and other international treats! Pony rides, face painting, hula hooping, a juggler, and even story telling for the kids.

Killington Hay Festival

September 1 - October 13, 2014
Killington, Vermont

This five-week celebration of autumn in Vermont showcases a collection of 30 giant hay animals on display at businesses throughout town, as well as a variety of daily activities and weekly events. It’s the perfect event for families looking to enjoy the magic of a classic New England vacation, and couples who want to take in the foliage viewing and enjoy fireside dinners and cool, starry nights. Join the family-friendly educational scavenger hunt through the winding roads and across the mountains of Killington to find the giant hay sculptures. Get lost in the handcrafted hay maze. There’s even a special Killington Hay Festival brew from Long Trail and “Hay and Stay” packages. See the website for many other related events.

Brimfield Antique and Flea Market Shows

September 2-7, 2014
Brimfield, Massachusetts

The Brimfield Antiques Show is the largest outdoor antiques show in the country with more than 4,500 dealers and 130,000+ visitors during the course of the week. Often referred to as “The Show,” it is actually comprised of 23 fields, owned by “promoters,” who lease spaces to dealers from all over the world. The show takes place three times a year. Different fields open on different days, and run for various periods of time. The show runs about a mile along Route 20, on both sides of the road, extending several hundred yards back from each side of the road. Most dealers opt to show their wares inside large and comfortable tents, and all fields are contiguously located next to each other, so seeing everything is an easy stroll.

River Ruckus 2014 and The Annual Rubber Duck Regatta

September 6, 2014
Haverhill, Massachusetts

River Ruckus 2014 and The Annual Rubber Duck Regatta come to Haverhill on September 6 from 2:00 pm – 9:30 pm. Team Haverhill and Haverhill Rotary Club combine forces for a fun-filled day of family activities and free entertainment on the Merrimack River. Enjoy the Classic Car Show on historic Washington Street, watch the dramatic “duck drop” from the Comeau Bridge, ride on a pontoon boat or take a kayak out on the river, and listen to live music performances on stage by the River Walk. Children’s activities include a “touch tank” from Joppa Flats of the MA Audubon Society

Annual International Seaplane Fly-in

September 4-7, 2014
Greenville, Maine – Moosehead Lake Region

The International Seaplane Fly-In brings thousands of participants and spectators to the Moosehead region on the weekend after Labor Day. The event includes float plane competitions, educational exhibits, the Moosehead Lake region’s largest craft fair, lots of food and much more.

Eastport Pirate Festival

September 5-7, 2014
Eastport, Maine

Three fun-filled days of people of all ages in pirate costumes with events that include the Pirate Parade and the Great Pirate Ship Race on Passamaquoddy Bay with ships from two countries.

Hampton Beach Seafood Festival -- 25th Anniversary!

September 5-7, 2014
Hampton Beach, New Hampshire

Wonderful for the whole family, this major seacoast event features 60 top restaurants serving world famous New England seafood. Choose from lobsters, fried clams, shrimp, BBQ ribs, steak tips, “bloomin’ onions,” and scrumptious desserts. Includes 80 arts & crafts vendors and end-of-the-season sidewalk sales, plus continuous entertainment on two stages featuring jazz, oldies, and rock & roll! Fireworks on Saturday evening. Repeatedly voted “One of the Top 100 Events in North America” by the American Bus Association.

Norwalk Oyster Festival

September 5-7, 2014
Veteran's Memorial Park – Norwalk, Connecticut

This fun festival celebrates its 37th year! Highlights this year include the Paul Bunyan Lumberjack Show and Fast Action Motorsports entertainment. Cheer for your favorites at the slurping and shucking contests, “Go Green” with environmental demonstrations and displays, experience a Pirates’ Coast Adventure, stroll through the New England Seaport Village and much more.


September 6-13, 2014
348-mile loop throughout Maine

BikeMaine, a project of the Bicycle Coalition of Maine, is a 7-day, 350-mile fully supported group ride designed to be a celebration of Maine people, places, culture and food. Riders bike about 55-60 miles a day, and camp overnight in host communities that have been working hard to provide the best in activities, entertainment and local food the town has to offer. For details on this year’s route, please see our website.

Rhode Island’s Chinese Dragon Boat Races & Taiwan Day Festival

September 6, 2014
Pawtucket, Rhode Island (Blackstone Valley)

Comes see dragon boat races with professional and amateur teams, along with many artistic and other events aimed at adults and children. With the emphasis on competition and fun, the event makes an entertaining day for participants and the entire family. A dragon boat (also dragonboat) is a human-powered boat (paddled water craft) traditionally made of teak wood to various designs and sizes. It is one of a family of traditional longboats found throughout Asia, Africa and the Pacific Islands. It is now used in the team paddling sport of dragon boat racing which originated in China more than 2,000 years ago.

Appleseed Country Fair

September 6-7, 2014
Red Apple Farm - Phillipston, Massachusetts

Come enjoy a classic New England country fair at the Red Apple Farm in Massachusetts’ Johnny Appleseed country. Take a hayride and see the New England Garden Tractor Pull Championship, amidst live music, great food, local brewers, vendors and artisan tables, and more.

Annual Laudholm Nature Crafts Festival

September 6-7, 2014
Wells Reserve at Laudholm – Wells, Maine

The 27th year of this highly respected exhibition brings more than 100 artisans to historic Laudholm Farm to show their craftworks. Sculpture, jewelry, pottery, prints, clothing, photography, and basketry are among the crafts selected by jury for this prestigious event.

Newport International Boat Show

September 11-14, 2014
Newport Yachting Center – Newport, Rhode Island

One of the four largest in-water boat shows in the country, the Newport International Boat Show features both power and sail on fifteen acres along America’s Cup Ave. with 850 exhibitors and more. Newport is renowned as one of the world’s best sailing destinations.

The Tunbridge World’s Fair

September 11-14, 2014
Tunbridge, Vermont

As a family venue this couldn’t be better – for all ages and interests – tucked away in a charming valley. The Tunbridge World’s Fair is a blend of active livestock shows (including heritage breeds) and a competitive harvest and crafts exhibition.

The Big E – Largest Fair in the Northeast

September 12-28, 2014
West Springfield, Massachusetts (Western Massachusetts)

Celebrate the fall season at The Big E, the largest fair in the northeast. For 17 days during New England’s most colorful season, enjoy free top-name entertainment, major exhibits, The Big E Super Circus, rides, shopping, crafts, parades, and foods from around the world. Take a stroll along the Avenue of States and see impressive replicas of each New England state’s original statehouse sitting on land actually owned by that state. Take a step inside and immerse yourself in the sights, sounds and tastes and of quintessential New England.

Foreign Auto Festival & Antique Aeroplane Show

Sept 13-14, 2014
Owls Head, Maine

The Owls Head Transportation Museum exhibits and operates a large collection of pioneer-era aircraft, antique automobiles, engines, bicycles, carriages and motorcycles. This event is a salute to globalization. While the theme is “Foreign,” and Porsche is the honored marque, this show is open to all pre-1994 vehicles of any make. Porsches of ANY YEAR are welcomed to exhibit! Vehicle demonstrations, Model T rides, family activities and more.

Maine Lighthouse Day

September 13, 2014
Lighthouses along the Maine coast

The U.S. Coast Guard, the State of Maine and the American Lighthouse Foundation join together for this annual celebration of Maine lighthouses. More than 20 lighthouses along the Maine coast will be open to visitors on this day. It’s a great family event!

Vermont Mac and Cheese Challenge!

September 14, 2014
Windsor, Vermont

Welcome Mac & Cheese Lovers! Thirty local restaurants will compete by preparing their best macaroni & cheese recipe, showcasing a minimum of one cheese from Vermont Farmstead Cheese Company (VFCC), the state’s first community-owned dairy farm, paired with a Harpoon beer. Just $10 ($15 if purchased at the door) gets you a voting ballot and entry to event where you can sample every recipe and cast your vote for the People’s Choice Award. There will be Harpoon draft beer available for purchase, live music, a calf petting zoo and Cow Chip Bingo. Kids under 6 get in free…rain or shine! Don’t miss it. All proceeds will go to benefit Vermont Foodbank, Sustainable Woodstock and Vermont Dairy Foundation.

Harwich Cranberry Arts and Music Festival

September 13-14, 2014
Brooks Park - Harwich, Massachusetts (Cape Cod)

A two-day music festival along with arts and crafts and a home town parade. This event marks the beginning of cranberry harvest season.

Boothbay Harbor’s “Lobster Claw Down”

September 18, 2014
Ocean Point Marina Boatyard - East Boothbay, Maine

Come by land or sea…eat, stay and play in beautiful Boothbay Harbor at the Annual Claw Down® Chef’s “Lobster Bite” Competition — a challenge for local chefs to come up with the best lobster appetizer. The event will kick off Boothbay Harbor’s Restaurant Week. Sample savory lobster bites while tasting a selection of wines.

New Hampshire Highland Games (NHHG)

September 19-21, 2014
Loon Mountain – Lincoln, New Hampshire

Known as one the most diverse games in the United States, NHHG highlights include the Gathering of the Scottish Clans, with more than 60 clans and societies, Massed Bands, Sheepdog trials, Celtic world music concerts, the New England Regional Scottish Fiddle Championship, Scottish athletics, National Highland Dance Competition, solo piping and drumming, Scottish harp (Clarsach) and other instrument competitions.

Newport Mansions Wine and Food Festival

September 19-21, 2014
Newport Mansions – Newport, Rhode Island

Held in one of the most spectacular settings in America, this event has quickly taken its place among the most anticipated food and wine events in the country. This remarkable weekend experience features hundreds of wines from around the world, fabulous food, cooking demonstrations by celebrated chefs, live and silent auctions and a gala celebration.

Annual Scallop Fest

September 19-21, 2014
Cape Cod Fairgrounds -- East Falmouth, Massachusetts

This annual event includes famous scallop dinners, a juried craft show, midway of rides and games, entertainment and a food court. Ranked a Top 100 Event by the American Bus Association.

Common Ground Country Fair

September 19-21, 2014
Unity, Maine

Come and join in the celebration of rural, sustainable living. Sample organic foods featuring Maine-grown ingredients. The fair, presented by the Maine Organic Food Growers Association, truly offers something for everyone, including a dynamic children’s area.

Star Island Gosport Regatta

September 20-21, 2014
Star Island - Isles of Shoals, off Portsmouth, New Hampshire

Star Island is one of the rocky, wind-swept Isles of Shoals, located off the coast of Rye, New Hampshire. Boat rides are available from Rye and Portsmouth, New Hampshire. Race classes include cruising, racing, and J-24, as well as a team cup for yacht clubs entering three or more boats. Follow the race from the starting line on the M/V Thomas Laighton and come ashore in time for lunch with entertainment and the best views of the finish line.


September 4, 19, & 27, 2014
Waterplace Park– Providence, Rhode Island

WaterFire is a highly unique public art experience that has attracted tens of thousands of visitors to Rhode Island’s creative capital city of Providence. The event is based on an original artistic installation of bonfires lit on the three waterways passing through downtown Providence. Amidst the flickering firelight of 100 bonfires, stroll through Waterplace Park to enjoy enchanting music and entertainment acts from around the world. (Held select evenings from May-November.)

Annual Harvestfest & Chowdah Cook-off

September 20, 2014
Bethel, Maine

The town of Bethel will come alive with scarecrows and harvest decorations as well as an arts & crafts festival, a farmers’ market, forest-products mill tours, a 50-mile scenic bike tour and the famous Chowdah Cook-off. This is an excellent area to view fall foliage.

Old Deerfield Fall Art & Craft Festival

September 20-21, 2014
Deerfield, Massachusetts (Western Massachusetts)

This festival is known as “New England’s Most Beautiful Craft Fair” and was named as one of Sunshine Artist magazine’s 200 Best Shows. Nearly 180 juried exhibitors from 14 states will display and sell crafts of all media in the historic setting of the village of Old Deerfield. Come and sample wines and handcrafted cheeses from local farms.


September 21, 2014
New Hampshire Motor Speedway – Loudon, New Hampshire

For the 12th year in a row, SYLVANIA will sponsor the fall Cup race at NHMS in the form of the SYLVANIA 300. The race will again serve as the second race in the Chase for the Sprint Cup, where it functions as a stepping stone for aspiring champions. The 2014 Chase will take on a brand new format with 16 contenders eligible for the championship during the SYLVANIA 300, which will serve as the second race in the Challenger Round of the Chase.

Acadia Night Sky Festival

September 25-29, 2014
Acadia National Park - Bar Harbor, Maine

Maine’s spectacular rocky coast is home to Acadia National Park, and some of the last pristine, star-filled night skies in the eastern United States. Located in the communities surrounding Acadia National Park, the Acadia Night Sky Festival features many art, music, science, poetry, and stargazing events. Here the Milky Way shines bright in the largest expanse of naturally dark sky east of the Mississippi. As the rapid loss of dark skies to light pollution receives national recognition, Maine is increasingly referred to as someplace “that still has stars.” Discover Downeast Maine’s unique commitment to protecting the quality of its starlit nights. Activities include a Star Party on Cadillac Mountain and a Bioluminescent Night Paddle, an evening paddling about Castine Harbor, a unique ecosystem that creates the perfect environment for glow-in-the-dark water organisms.

iFest Contemporary Irish Festival

September 26-28, 2014
Seaport World Trade Centre, Boston, Massachussets

iFest is a three-day interactive experience of modern Ireland. The collaboration of Irish culture, art and enterprise is showcased through the interactive iFest pillars of food & drink, live entertainment, culture & creativity, Irish roots, sporting heritage and tourism & hospitality.

The Vintage Bazaar

September 26-27, 2015
Salisbury, Massachusetts

During the Vintage Bazaars in June & September, more than 175 outdoor ’boutiques’ feature antiques, vintage finds, architectural salvage, rusty junk, repurposed goodness, indie crafts and one-of-a-kind artisans. Eye candy galore around every corner! This weekend festival also offers unique fare & food trucks, LIVE music, free family-friendly activities, special guest appearances, book signings & fun demonstrations!

Berklee BeanTown Jazz Festival

September 27, 2014
Boston, Massachusetts

The Berklee BeanTown Jazz Festival delights tens of thousands with a host of jazz, Latin, blues, and groove acts. The city comes out in force to enjoy world-class jazz on three stages, great eats, and good times stretching six blocks in Boston’s historic South End.

27th Annual Burke Fall Foliage Festival

September 27, 2014
East Burke Village, Vermont

Head to northern Vermont for brilliant autumn colors and the Northeast Kingdom’s biggest event: the annual Burke Fall Foliage Festival. Shop for local crafts from more than 60 vendors, see the parade at 10:00am, plus a rubber ducky race, live music, horse-drawn wagon rides, a farm animal petting zoo, Cow Plop Bingo, a beer & wine tent, live musical entertainment and more! Read more about the event here.

New England Acoustic Music Festival

September 27, 2014
Putnam, Connecticut

The New England Acoustic Music Festival is a one-day boutique music festival. The block party style festival features both emerging and established New England-based music artists, performing original music. The Festival takes place in the historic Antique District of Putnam, Conn., often considered one of New England’s best small-town destinations. In addition to the cool music, the Festival will feature food, beer and non-alcoholic beverages from the Courthouse Bar & Grille, as well as other food vendors, and a variety of local artisans selling their wares.

20th Annual Chili-Chowdah Festival

September 27, 2014 (noon-7pm)
East Bridgewater, Massachusetts

This Annual Chili Chowda Fest is in its 20th year. Area restaurants and individuals can enter their chili and/or chowder to be voted on by the crowd. Live music throughout the day, fully stocked cash bars and draft beer, food booths and vendors, and a “Show & Shine” motorcycle competition. $10 admission and free parking. 21+, no pets.

Annual Country Fair at Hancock Shaker Village

September 27-28, 2014
Hancock Shaker Village – Pittsfield, Massachusetts

At this event, vendors fill the village with delightful fresh produce, finished farm products and crafts of all sorts. The farmers’ market tents boast vegetables, flowers, maple sugar treats and hand-made cheeses. Artisans have furniture, Shaker-style oval boxes, original paintings and hand-woven textiles available for purchase. A display of quilts in the Round Stone Barn is an integral part of the country fair each year. There’s also a kids’ tent full of old fashioned games and activities, a hay pile to jump on, pony rides and much more.

Annual Vermont Fine Furniture & Woodworking Festival and Forest Festival Weekend

September 27-28, 2014
Woodstock, Vermont (Central Vermont)

Come to picturesque Woodstock, Vermont, for two great family events on a single weekend. Attend this premiere woodworking event for the best Vermont-made wood products, including furniture, bowls, baskets, jewelry, carvings, flooring, and cabinetry. This weekend is also Forest Festival Weekend at the the Marsh Billings Rockefeller National Historical Park: take tours of the grounds and watch woodworking demonstrations.

The Working Waterfront Festival: Celebrating Commercial Fishing, America's Oldest Industry

September 27-28, 2014
New Bedford, Massachusetts (South of Boston)

A family friendly event celebrating the history and culture of New England’s commercial fishing industry featuring live music, children’s activities, cooking demonstrations, vessel and harbor tours, fisherman’s contests, local seafood, festival bookstore, maritime artisans marketplace and more. The free festival presents all that goes into bringing seafood from the ocean to the table in a way that is hands-on, educational and fun. Nearby is the New Bedford Whaling Museum and National Historic Park.

The Maize at Sherman Farm

September 27 – October 26, 2014
Conway, New Hampshire

12 acre corn maze in Conway, New Hampshire, right over the border from Fryeburg, Maine. Open weekends from Sept. 27 through Oct. 26th, 10am to 4pm. A night time haunted maze is open Friday and Saturday nights in October from 7-9pm. Features hayrides to the pumpkin patch, New Hampshire’s only jumping pillow, and much more.

The Fall Festival at Gore Place

September 28, 2014 – 11am - 4pm
Gore Place – Waltham, Massachusetts

The First Annual Fall Festival will feature food trucks, a beer tent, live music, and a Crazy Pumpkin Drop (1,000 lbs of pumpkins falling from a 120 foot crane!) Also, a pumpkin catapult designed by the Boy Scouts, a train ride, wagon rides, pumpkin carving demonstration and tours of Gore Place, the historic house and estate of Massachusetts Governor Christopher Gore. Kids 12 and under and members admitted free! Adults just $10. Parking is free. Advanced tickets can be purchased at

Fall Nantucket Restaurant Week

September 29 - October 5, 2014
Nantucket, Massachusetts

Enjoy special pricing and unique menus during the Annual Nantucket Restaurant Week. Visitors can experience exceptional food, wine and Nantucket hospitality in many of the island’s great restaurants.  Come see “Junior Chef” — the annual culinary competition that pits three teams from Nantucket High School Culinary Arts Program against each other. Armed with a secret local ingredient and a celebrated chef from an island restaurant, the teams go to work on a three-course meal live at Cisco Brewery.

Explore more New England events:

Follow us

Our weather forecast is from WP Wunderground