Newburyport and the surrounding North Shore communities transform as autumn deepens into winter—streets alight with festive decor, the crisp sea air carrying the scent of cider and pine, and a host of seasonal events that bring neighbors together. Whether you’re a longtime resident or considering a move here, experiencing these traditions is part of what makes calling Newburyport home so special.
In this guide, we spotlight standout events from October through January that capture the spirit and charm of the holidays in Newburyport. Mark your calendar—you won’t want to miss a moment.
October: Fall Fest & Oktoberfest Celebrations
As the leaves turn, October is when Newburyport leans into autumn’s richness with lively festivals and seasonal flair.
Newburyport Fall Fest (October 11–12)
The annual Fall Fest, organized by the Greater Newburyport Chamber of Commerce, features local vendors, live music, crafts, seasonal foods, and a scarecrow display set along the downtown waterfront. Stroll the streets, enjoy the crisp breeze, and support area artisans.
Oktoberfest at Waterfront Park
Raise a stein and toast to fall. The beloved Newburyport Oktoberfest features German-style food, local breweries, live music, and community camaraderie.
Witches Night Out / Pumpkin Lighting
Around mid-October, local shops and galleries host “Witches Night Out,” offering special promotions and festive energy. The Pumpkin Lighting, another autumn favorite, brings families and friends downtown to see the first glow of seasonal sculpture installations.
Indigenous Peoples Day Observance
On the federal holiday coinciding with Columbus Day, Newburyport hosts ceremonies, cultural presentations, and educational programs at Market Landing Park and beyond.
These events create the ideal backdrop for walking neighborhoods, meeting neighbors, and soaking in the local culture.
November: Transitioning Into the Holidays
While November is quieter, it plays a key role as a bridge between fall and the holiday season.
Holiday House Tours & Markets
As the calendar shifts, local organizations begin opening historic homes to the public and pairing tours with holiday markets featuring artisan gifts, wreaths, and decor.
Invitation Shopping Nights
On select November and December evenings, downtown shops stay open late for festive pop‑ups, live music, and light refreshments.
Santa’s Arrival & Tree Lighting
While traditionally held in early December, anticipation builds in November as local groups prepare for Santa’s arrival by boat and the official lighting of the tree in Market Square.
As November fades, the downtown transitions from fall tones to holiday sparkle—ideal for evening strolls and early shopping.
December: The Heart of the Holiday Season
December is when Newburyport truly shines, with joyful traditions, community gatherings, and magic at every corner.
Santa Parade & Tree Lighting
Held the Sunday after Thanksgiving, children and adults alike delight as Santa and Mrs. Claus arrive by boat at the waterfront docks before leading a holiday procession to Market Square for the lighting ceremony.
Holiday Invitation Nights (typically Dec 6, 13, 20)
On these three evening Fridays, downtown streets glow with lights, retailers offer treats and hospitality, and carolers and small performances bring warmth and cheer.
A Holiday Exhibit & Sale by the Newburyport Art Association
From early December until December 23, local artists display paintings, ceramics, glasswork, and ornaments. It’s a perfect chance to invest in unique pieces or find holiday gifts.
Custom House Museum Maritime Tree & Wreaths
The museum erects a thematic maritime tree surrounded by life‑ring wreaths decorated by local organizations and families. Along with caroling nights and hot cocoa evenings, the installation brings holiday spirit to the waterfront.
First Night & New Year’s Celebrations
Though typically on December 31, Newburyport’s “First Night” festivities include fireworks, music, and performances to ring in the new year with flair.
Throughout December, Newburyport’s streets become cinematic holiday scenes—Victorian street lamps, twinkling lights, window displays, and gentle snow (weather permitting) make for unforgettable ambiance.
January: Winter Warmth and Community Rhythms
The turn of the calendar doesn’t mean the season ends. January brings introspection, indoor gatherings, and traditions that warm the winter chill.
Winter Carnival & New Works Festival
The city’s cultural calendar lists a Winter Carnival in January and the New Works Festival, focusing on art, theater, and community performance.
Theater and Performance Events
The Firehouse Center for the Arts and local theaters remain active in winter, presenting plays, musical programs, and seasonal concerts to sustain cultural energy through the quiet months.
Snowshoe Walks / Cross‑Country Skiing at Maudslay State Park
When snow blankets the state park’s rolling meadows and trails, locals enjoy quiet walks, snowshoe adventures, or XC skiing. The winter landscape highlights the region’s natural beauty
These January offerings keep community spirit alive, even after the holiday rush—with focus on calm, creativity, and connection.
Planning Tips for Seasonal Attendance
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Check event schedules early — Many dates shift year to year, so confirm on chamber or city websites closer to the season.
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Arrive early for marquee events — Santa parades, tree lightings, and house tours tend to draw large crowds.
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Dress in layers — Coastal winters can surprise you; warm outerwear, gloves, and good footwear go far.
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Capture the charm — Holiday events are perfect backdrops for lifestyle and listing photography, especially in the luxury real estate market.
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Stay in the loop — The Greater Newburyport Chamber of Commerce and Newburyport Arts Collective publish event calendars that are invaluable resources.
Making Newburyport Your Holiday Home
For those who live here—or those considering putting down roots—experiencing Newburyport’s holiday season is a rite of passage. The town embraces every nuance of fall, winter, and celebration, turning everyday streets into scenes of nostalgia and delight.
As you plan your season, consider how these events enrich the fabric of community life, elevate your experience of place, and deepen your connection to this coastal gem.
If you’re seeking to move here or sell a property in time for the holidays, the Zaniboni Luxury Group can guide you. We specialize in aligning home ownership with lifestyle for clients who expect elegance, local insight, and a seamless transition.
Visit Newburyport.Homes to explore upcoming listings, request a holiday‑season home showing, or learn more about the local market during this magical time of year.
