New England

10 New England Events You Can’t Miss This Fall

All six New England states have something to offer in fall; here are some great events to check out this season.

10 New England Events You Can't Miss This Fall

Coffee By Design | Portland, Maine

Photo Credit : Katherine Keenan
The following is advertorial content sponsored by Kendall-Jackson Wine. There is no better place to spend fall than in New England — think jaw-dropping foliage, the smell of cider doughnuts, and cozying up with a glass of wine as the autumn chill settles in. Whether you’re looking for family fun at a county fair or a luxurious coastal weekend, New England has seasonal celebrations around every corner. Take the ferry to Martha’s Vineyard for its annual food and wine festival, explore the beautiful Newport Mansions before heading to an exclusive dinner, or indulge in all things apple at Cider Days. Read on to see all of our picks for can’t-miss New England fall events.
10 New England Events You Can't Miss This Fall
Late October on Martha’s Vineyard.
Photo Credit : Mark Fleming

10 Can’t-Miss New England Fall Events

A Country Day at Pardon Gray | September 15, 2018 TIVERTON, RHODE ISLAND

Now in its 16th year, the Country Day at Pardon Gray is a day of family fun that offers games, hay rides, delicious food, and much more at the scenic Pardon Gray Preserve.
10 New England Events You Can't Miss This Fall
Newport Mansions Wine & Food Festival | Can’t-Miss New England Fall Events
Photo Credit : Courtesy of The Preservation Society of Newport County

Newport Mansions Wine & Food Festival | September 20–23, 2018 NEWPORT, RHODE ISLAND

Offering celebrity chef appearances, educational seminars, a Grand Tasting with hundreds of wines, and a number of exclusive dinners and events, the Newport Wine & Food Festival is a can’t-miss weekend for New England oenophiles.
10 New England Events You Can't Miss This Fall
Deerfield Fair | Can’t-Miss New England Fall Events
Photo Credit : Courtesy of the Deerfield Fair

Deerfield Fair | September 27–30, 2018 DEERFIELD, NEW HAMPSHIRE

Now in its 142nd year, the Deerfield Fair is an authentic agricultural celebration with animals, vendors, food, and fun around every corner.
10 New England Events You Can't Miss This Fall
New Canaan Nature Center Harvest Festival | Can’t-Miss New England Fall Events
Photo Credit : Courtesy of the New Canaan Nature Center Harvest Festival

New Canaan Nature Center Harvest Festival | September 29, 2018 NEW CANAAN, CONNECTICUT

Spend the day exploring stunning trails at the New Canaan Nature Center and enjoy an evening of beer, wine, and bites at the annual Harvest Festival. With the Jazzholes returning to supply live tunes, plus numerous microbrewers offering frothy pours, this casual night is a can’t-miss.
10 New England Events You Can't Miss This Fall
Freeport Fall Festival | Can’t-Miss New England Fall Events
Photo Credit : Courtesy of Visit Freeport

Freeport Fall Festival | October 5–7 2018 FREEPORT, MAINE

Join artists and musicians on the L.L. Bean Campus in Freeport for family fun and artisanal goods. Sit down with your picnic lunch and listen to live music, as bands perform on the Discovery Stage for all three days. The festival features exhibits from over 150 artists, as well as food from Maine producers.

Mount Snow Oktoberfest | October 6–7, 2018 WEST DOVER, VERMONT

Whether enjoying the games and activities in the Kid’s Zone or indulging in beer, sausage, and schnitzel, this German celebration is a fun way to enjoy the season on Columbus Day Weekend. Don’t miss the Harvest Arts & Crafts show in the lodge, and be sure to keep an eye out for the wacky-dressed folks running the Gulp and Gallop 5K Beer Run.
10 New England Events You Can't Miss This Fall
Martha’s Vineyard Food & Wine Festival | Can’t-Miss New England Fall Events
Photo Credit : Josh Robinson-White

Martha’s Vineyard Food & Wine Festival | October 17–21, 2018 MARTHA’S VINEYARD, MASSACHUSETTS

Join Yankee and Kendall-Jackson Wines at this quintessential food and wine festival on one of New England’s most beautiful islands. Located on picturesque Martha’s Vineyard, this festival is a four-day celebration of local talent and tradition working alongside globally recognized guest chefs and vintners to create a uniquely delicious experience.

Harvest on the Harbor | October 18–21 PORTLAND, MAINE

This premier Maine food and wine event features a number of appetizing activities, including a Sustainable Supper, Harvest Happy Hour, and the celebration of the Maine Lobster Chef of the Year! It’s a perfect excuse to visit Maine’s foodie city, and you’ll be happy you stopped in when you taste the culinary excellence of Portland’s most esteemed chefs.
10 New England Events You Can't Miss This Fall
Harvest Party | Can’t-Miss New England Fall Events
Photo Credit : Courtesy of the Boston Public Market

Harvest Party | October 25, 2018 BOSTON, MASSACHUSETTS

Sample regional food and beverages at the Boston Public Market’s annual celebration, featuring demos, dancing, auctions, and more. All proceeds benefit the Boston Public Market’s Community Engagement Fund, which offers public educational experiences to the local community — what’s not to love?

Cider Days | November 2–4, 2018 FRANKLIN COUNTY, MASSACHUSETTS

Explore bucolic orchards, taste a variety of ciders, and celebrate all things apple in scenic Franklin County. Learn more about the cider-making process in a workshop or enter your amateur recipe into the cider competition. We can’t keep our resident apple expert, Amy Traverso, away from this event! Will you attend any of these New England fall events? Let us know!

SEE MORE: Out & About | Best New England Fall Events for 2018 Favorite New England Fall Activities with Kids 2018 New England Fall Foliage Forecast

Holly Sloane

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