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Local insights · The Militello Team

Weekend Events

There is almost always something good happening on the North Shore, from clam bakes to candlelit streets. These guides round up the festivals, fairs, and events worth your weekend.

Stories in Weekend Events

17 stories

The Shalin Liu Performance Center facade on the waterfront in Rockport, Massachusetts

Weekend Events · November 5, 2026 · 10 min read

North Shore Weekend Guide: November 6-8, 2026

November has turned the Coastal North Shore toward the holidays, and this weekend kicks off the season in style: the NSAA Holiday Market in Gloucester is the weekend centerpiece, with Roomful of Blues, Marty Stuart at The Cabot, comedy, jazz, and theater up and down the coast. Kathleen Militello, Realtor®, shares her picks for November 6-8.

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A cup of coffee, the quiet centerpiece of a Thanksgiving week on the North Shore

Weekend Events · November 4, 2026 · 8 min read

A Thanksgiving Week Guide to the North Shore

Thanksgiving week on Boston's Coastal North Shore is the calmest stretch of the year: farms finishing their season, pies and takeout turkeys on order, beaches empty and beautiful, and the first tree lightings within days of the holiday. Here is a day-by-day plan, town by town, from Cape Ann to the northern coast, written by Kathleen Militello, Realtor®.

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Autumn golden hour light on a traditional North Shore home, with lush fall foliage and pumpkins in the yard

Weekend Events · October 15, 2026 · 9 min read

North Shore Weekend Guide: October 17-18, 2026

Saturday October 17 and Sunday October 18, 2026 land in the heart of fall on Boston's Coastal North Shore, with Salem's Haunted Happenings in full swing, Ipswich Illumination back for its final weekend, and Newburyport's Maudslay is Haunted running both days. This guide covers the weekend town by town across Salem, Beverly, Lynn, Ipswich, Rowley, Newbury, Newburyport, and Salisbury, and notes the Friday-night kickoffs that start things a day early.

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North Shore Autumn Weekend Guide: October 9-11, 2026 graphic

North Shore Events · October 8, 2026 · 8 min read

North Shore Weekend Guide: October 9-11, 2026

This Indigenous Peoples' Day weekend is one of the busiest and most beautiful of the fall season across the Coastal North Shore. Between the first weekend of Ipswich Illumination, Cape Ann's legendary open-studio tour, Newburyport's Autumn Fest, and Salem's Haunted Happenings in full swing, there is something for every household. Here is the weekend schedule to plan around.

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A calm river with a stone arch bridge in the background and a white colonial house on the bank, a quiet North Shore river scene

Local Living · October 3, 2026 · 7 min read

Ipswich Illumination: How One Night of Fire on the River Became a North Shore Tradition

Every fall, the Ipswich River becomes the backdrop for one of the North Shore's most original traditions: the Ipswich Illumination. What began in 2009 as a single evening of community art and fire has grown into a town-wide, multi-weekend celebration that lights up the riverwalk and downtown each October. This is the story of how it started, what it looks like this year, and what it says about living in a town that gathers outdoors in October for art and fire.

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Golden marshland grasses at sunset on the North Shore in October, the hero image for this foliage forecast

Local Living · October 3, 2026 · 7 min read

Peak Color Is Almost Here: Foliage Forecast for the North Shore, October 2026

Foliage forecasters currently expect peak color in much of Massachusetts around the middle of October, with forecasts as of early October pointing to roughly October 9-21 for much of the state, and coastal Massachusetts often reaching peak a bit later into the month. For Boston households, that makes the North Shore the natural October weekend: an easy drive or commuter-rail ride from the city, with quiet beaches, harbor light, and small-town pace the city cannot offer.

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A North Shore apple orchard in bright fall daylight with a wooden crate of apples

Local / Fall Events · October 2, 2026 · 4 min read

Apple Picking on the North Shore: A Local's Guide to the Best Orchards

Fall on the North Shore means apple picking, and the region has some of the best orchards in Massachusetts, from Cider Hill Farm in Amesbury to Russell Orchards in Ipswich. Here is where to go, what each place is known for, and why the orchard you pick says a lot about the town you might want to live in.

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A German Shepherd sitting on the sand at Crane Beach in Ipswich, looking out at the ocean on a clear sunny October day

Things to Do · October 2, 2026 · 4 min read

A Gorgeous October Day at Crane Beach: A Reminder to Love Where You Live

Today the North Shore got one of those October days people move here for: clear skies, warm sun, and seawater that felt like summer. This is Kathleen's short, grateful note on a perfect fall afternoon at Crane Beach in Ipswich, and why a sunny October day at the beach is a reminder to enjoy where we live.

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The Topsfield Fair sign at the fairgrounds in Topsfield, Massachusetts, the hero image for this day-by-day guide to the Topsfield Fair 2026

Local / Fall Events · October 1, 2026 · 9 min read

Topsfield Fair 2026: Your Day-by-Day Guide to October 2-12

The Topsfield Fair 2026 runs October 2-12 at the fairgrounds in Topsfield, Massachusetts. A day-by-day guide to the giant pumpkin weigh-off, the Grand Parade, the rodeo, the Flying Wallendas, headlining concerts, and more, from Kathleen Militello, Realtor®.

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A tranquil New England waterfront with a boat moored on calm water, the hero image for this weekend events guide

Weekend Happenings · October 1, 2026 · 9 min read

This Weekend on the North Shore: October 2-4, 2026

October 2-4, 2026 on the North Shore: the Topsfield Fair opens with the 42nd Giant Pumpkin Weigh Off, Salem's Haunted Happenings runs its first full weekend with the Haunted Biz Baz Street Fair and a Zombie Walk, Cape Ann Plein Air launches across Gloucester and Rockport, and the Rockport Farmers' Market holds one of its last Saturdays.

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