Outdoor Hard Cider Bar & Free Live Music Series at Cider Hill Farm
2025-09-20 11:00 - 16:00, 2025-09-21 11:00 - 16:00, 2025-09-27 11:00 - 16:00, 2025-09-28 11:00 - 16:00, 2025-10-04 11:00 - 16:00, 2025-10-05 11:00 - 16:00, 2025-10-11 11:00 - 16:00, 2025-10-12 11:00 - 16:00 (America/New_York) and 4 more dates | Cider Hill Farm, 45 Fern Avenue, Amesbury, M, 01913, United States
Every weekend at Cider Hill Farm farm brings FREE family-friendly live music on the main lawn from 12-3 pm and extended music on festival dates 11 am – 4 pm. Grab a drink from the Outdoor Hard Cider Bar 11 am – 4 pm on Saturdays and 12-4 pm on Sundays.
Food – Grab lunch at the food truck 11 am – 4 pm and snacks in the farm store 8 am – 6 pm. Guest food trucks and vendors pop-ups regularly.
Play – Parking, play areas and barnyard are always free and open 8 am – 6 pm daily. Bee observatory, chickens and goats arrive mid-May.
Weather – Music, food truck and hard cider bar are weather dependent. We make decisions 8 am on the day of in case weather shifts overnight. Check website at 8:30 am.

Fall Fridays on the Farm
2025-09-26 14:30 - 17:30, 2025-10-03 14:30 - 17:30, 2025-10-10 14:30 - 17:30, 2025-10-17 14:30 - 17:30, 2025-10-24 14:30 - 17:30 | Cider Hill Farm, 45 Fern Avenue, Amesbury, M, 01913, United States
Kick off each fall weekend with free live music from 2:30-5:30 pm. Enjoy the outdoor hard cider bar (non-alcoholic sparkling cider available) and grab some farm snacks in the farm store. The farm store is open daily until 6 pm. Apple picking open daily through mid to late October! See the music schedule: https://www.ciderhill.com/farm-events/live-music

Sixth Annual Fall Fair
2025-10-04 10:00 - 15:00 | Jeremiah Lee Mansion Gardens, 161 Washington St, Marblehead, 01945, United States
Join Discover Marblehead and the Marblehead Museum for the 6th Annual Fall Fair on Saturday, October 4th from 10:00am – 3:00pm. It’s sure to be a fun day in the Lee Mansion Gardens with Bubble Bar Boston serving up awesome drinks, music by Paul Simonelli, Intuitive Card Readings with Creative Spirit, Rule of Thirds Photo Booth, Acorn Gallery Students drawing portraits, and an amazing line-up of artist vendors selling their beautiful work.
As always, we will be selling Pumpkin Decorating Kits and donating all the proceeds to Marblehead Food Pantry. This event is rain or shine. Free admission. Come out and get an early start on your holiday shopping. Location: 161 Washington Street, Marblehead, MA.

Oktoberfest at Appleton Farms
2025-10-04 12:00 - 17:00 | Appleton Farms, 219 County Road, Ipswich, MA, 01938, United States
Raise your steins and join us for a spirited celebration of autumn at our annual Oktoberfest at Appleton Farms!
Enjoy a German inspired afternoon filled with craft brews, live music, and family-friendly fun. During the event, participants can indulge in unique Oktoberfest inspired food offerings from Kefi Catering, DownRiver Ice Cream, and our very own wood-fired pizza and baked goods handcrafted by the Appleton Culinary Team!
Tickets are sold by the carload. Participants will select either 12:00 noon or 2:30 pm for their timed ticket entry. The ticket cost will cover parking and access to this special event. Food and beer must be purchased separately. Whether you’re here for the craft brews, the polka, or just the good company; there’s something for everyone to enjoy. So grab your best dirndl or lederhosen and join us for a memorable afternoon!
• Live Music
o Wunder Kapelle (12:30 pm-3:30 pm)
o The Low Stakes (4:00 pm-5:00 pm)
• Local Craft & Seasonal Beers
o Notch Brewing (beer, wine, cider)
o True North Ales
o Rockport Brewing Company
• Lawn Games, traditional German Hammerschlagen, and a stein-holding competition
Saturday, October 4, 2025 | 12-5PM
Cost- Member Carload: $20; Nonmember Carload: $30

Newburyport Chowder Fest
2025-10-12 10:00 - 17:00 | Newburyport
Newburyport restaurants compete for the best chowder award. This one day festival is kid and pet friendly with live music, crafters, beverage garden and of course CHOWDER! chowder tasting runs from 12-4.

Sweet Halloween at Cider Hill Farm
2025-10-18 10:00 - 14:00, 2025-10-19 10:00 - 14:00, 2025-10-25 10:00 - 14:00, 2025-10-26 10:00 - 14:00 | Cider Hill Farm, 45 Fern Avenue, Amesbury, M, 01913, United States
Break out those adorable costumes and get ready for a fun, festive day on the farm! Sweet Halloween is a fan-favorite event held every October. This family-friendly, not-so-spooky, trick-or-treating experience is brimming with sweet treats and boo-tiful fall foliage! Enjoy hayrides, food trucks, costume contests, games, cider n’ donuts and free live music.

Rockport Harvest Fest
2025-10-18 11:00 - 17:00 | Rockport, MA, Rockport, M, 01966, United States
The Greater Cape Ann Chamber of Commerce presents Rockport’s Harvest Fest, a cherished community event! We invite you to join us by the shore for a unique blend of fall festivities and coastal charm, where the crisp sea breeze meets the warmth of community spirit. Come enjoy live music, seasonal bites, craft brews, local vendors and family fun while you explore the scenic downtown and immerse yourself in festive seasonal activities. Whether you’re a longtime local or just visiting, this is the perfect way to experience the magic of autumn by the sea. So, grab your sweater and your loved ones, and join us for a day of seaside celebration!
*Rain Date Sunday October 19

Holiday Pop-Up at the North Shore Arts Association!
2025-11-08 - 2025-11-09 | North Shore Arts Association, 11 Pirates Way, Gloucester, 01930, United States
It’s that time of year! Come enjoy our last open weekend of 2025 (November 8 & 9), with mulled wine, hot cider, fresh-baked goodies, and of course, lots of art. In partnership with the incredibly talented creators at Cape Ann Artisans, we have amazing wearables, artisanal goods, and works both big and small. Find the perfect gift for friends or family this holiday season, right here at North Shore Arts in Gloucester!
Saturday: 10AM – 5PM
Sunday: 12PM – 4PM
All Are Welcome!

North Shore Food & Gift Emporium
2025-11-20 16:00 - 20:00 | Willowdale Estate, 24 Asbury Street, Topsfield, M, 01983, United States
NorthShoreEmporium.com
Located at Willowdale Estate • Topsfield, MA
Thursday • November 20, 2025
4 — 8 PM • $8 Admission
The tradition continues! Instead of a holiday craft fair, think of us as a holiday cocktail party surrounded by a festive marketplace filled with local artisans and merchants. All nestled within a gorgeous historic mansion, it’s the most delicious and decadent event of the season.
Returning to our roots, we’re thrilled to be where the magic first began… at the charming Willowdale Estate. Situated indoors throughout the estate, we’ve designed a luxurious shopping experience that’s both intimate and spacious. Plus a cash bar with savory snacks to enjoy.
This event is a celebration of local food + gifts. Who knew there were so many talented entrepreneurs in our midst? We’ve curated the most amazing selection of talented makers and merchants for an unforgettable evening of tasting + shopping.
Admission is $8, with a portion of the proceeds to be donated to our non-profit partner, Beverly Bootstraps.
Created + organized by two friends who share a deep love for the North Shore and all things local:
Lauren Guley
&
Jessica Brand
• • • • • • • • • • • • • • • • • • • • • • • • • • • •
★ BONUS ★
All guests will receive an Emporium tote bag. Seriously, who couldn’t use another canvas bag? Big, beautiful, and strong . . . perfect for placing all your goodies into as you shop the Emporium.
• • • • • • • • • • • • • • • • • • • • • • • • • • • •
Due to the limited amount of tickets, we encourage you to reserve yours as soon as possible. See you soon!

Theatermakers Of Today: First Annual Fringe Festival
2025-11-22 13:00 - 19:00 | Gloucester Stage, 267 East Main St., Gloucester, MA, 01930, United States
We are Theatermakers Of Today, and we are collaborating with Gloucester Stage to put up the TOT First Annual Fringe Festival!
Come and see a collection of incredible pieces of art in all different stages of the creative process. We have invited aspiring playwrights, performers, actors, directors, and all other types of theater-makers to submit and perform their work at the festival for you all to see! This festival serves as a platform where artists can confidently experiment with their in-progress work in front of a real audience. Bring your friends and family for a full day of theater!
You can also plan to have a few drinks, have more than a few laughs as our talented Emcee keeps you entertained between pieces, and at the end of the night vote on the 3 top performances to win 3 cash prizes! We cannot wait to see you there!

Makers Market presented by Pentucket Arts Foundation
2025-12-06 09:30 - 15:00 | Veasey Park, 201 Washington St, Groveland, MA, 01834, United States
Join us at Veasey Memorial Park for the 6th Annual MAKERS MARKET, Pentucket Arts Foundation’s very own all-local, handmade holiday arts, crafts, and vintage clothing fair! You won’t want to miss the 38+ vendors, small business owners, and artisans in a charming holiday location. New this year: Wreaths & greenery by the Groveland Garden Club! Featuring live music performed by local students and homemade food in our cafe! Shop local and support the arts this holiday season!

Downtown Winter Market
2025-12-12 16:00 - 20:00 | Beverly, 191 Cabos str, Beverly, United States
On December 12 and 13, Beverly Main Streets will host its annual Downtown Winter Market, designed to promote shopping small and activating spaces for the holiday season. Local businesses will be open for shopping and special activities from 4 to 8 pm, and vendor markets can be found at key venues. Find musical performances and special guests throughout both nights as you meander through our two main downtown streets. The Winter Market will focus on Cabot Street on December 12 and Rantoul Street on December 13.
