Massachusetts Fairs & Festivals create festive fun in all seasons

For more fun activities, see Massachusetts Events page

Massachusetts folks celebrate their history and heritage all year round. Make a cozy inn your lodging headquarters and head out for fun, inspiration, and adventure. You’ll find fairs and festivals with competitions, animal encounters, reenactments, fireworks and parades, barbecue dinners and pancake breakfasts. There are religious and ethnic events, hot air balloon rides, great music and dance; on the Fourth of July join the Boston Pops to celebrate Independence Day. Then keep on celebrating through the cranberry harvest and the winter holidays.

The Big E in west springfield MA
antique and classic boat show
Salem Antique & Classic Boat Festival 2018

Brewer Hawthorne Cove Marina, 10 White Street Salem, MA Phone:

August 25-26, 2018

A rare chance to see vintage motor yachts and sailboats of all kinds from elegant 1920s to '50s era mahogany runabouts and cabin cruisers to sloops, sharpies, yawls and schooners. Tour the vessels. Meet skippers and crews and vote for your favorite boat! A crafts market, artists, old time band music and a Blessing of the Fleet at 3 p.m Sunday all add to this colorful event. Hours: Friday, 3-8 p.m.; Saturday, 8 a.m. - 9 p.m.; Sunday, 8 a.m. - 3 p.m.
Pittsfield Greek Fest 2018

St. George Greek Orthodox Church of the Berkshires, 73 Bradford Street Pittsfield, MA Phone: 413-442-8113

August 18-19, 2018

This year's festival features Greek music and Greek dancers and the biggest attraction: delicious Greek food. The menu will include moussaka, pastichio, souvlaki, gyros, fresh Greek salad, sweet loukoumades (fried dough drizzled with honey), and much more. Back by popular demand is the Greek Café, serving Greek coffee, Frappes (a special Greek-style iced frothy drink), and unique coffee cookies, and vegan moustokouloura. Opa! Time: Saturday, 11 a.m.-8 p.m.; Sunday, noon-6 p.m.
Martha's Vineyard Agricultural Fair 2018

35 Panhandle Road West Tisbury, MA Phone: 508-693-4343

August 16-19, 2018

Rides, games, shucking contests, skillet toss, horse pull, woodsmen competition, fiber-arts tent, dog and livestock shows, midway. Time: 10 a.m.-11 p.m. daily except closes at 7 p.m. on Sunday. Cost: Adults, $10; children age 5-12 and seniors age 62 and older, $5; children under age 5 admitted free.
Brimfield Antique Flea Markets 2018

Route 20 Brimfield, MA Phone:

May 8-13; July 10-15; September 4-9, 2018

Antique dealers and collectors travel from throughout the United States and abroad to attend the gigantic Brimfield Antique Flea Markets, which occupy a long swath of Route 20 in Brimfield. It’s one of the oldest and biggest outdoor antiques events in the country. The event is comprised of about 20 individually owned show fields that have specific opening times, contact information and admissions. Many of the events are free to attend. Several ATMs are available. Many dealers accept checks with proper ID and some also take credit cards.
Salem Jazz & Soul Festival 2018

Salem Willows, 167 Fort Avenue Salem,, MA Phone:

August 18-19, 2018

The Salem Jazz and Soul Festival re-creates and renews the vibrant jazz scene that began at the Salem Willows in the 1920s. Come hear soul, blues, and funk by musicians from Boston’s North Shore and beyond. Schedule
African Festival of Boston 2018

Rose Kennedy Greenway Boston, MA Phone:

August 26, 2018

Come and explore the African continent's diverse music, drum call parade, African-style face painting, health and wellness, children and family pavilion and a day of Afro-fashion show through performances by local and internationally known African artists.Time: 11 a.m. to 8 p.m. Free (donation requested).
Southeast Asian Water Festival 2018

Sampas Pavillion, 500 Pawtucket Blvd Lowell, MA Phone:

August 18, 2018

More than 60,000 people from around the U.S. and the world come to Lowell to celebrate the importance of water as it is celebrated in Southeast Asia. They come for the blessings, food, crafts, performances and the long boat races. The Festival is held at the Sampas Pavilion along the Merrimack River. Time: 9 a.m.-8 p.m.
POW! WOW! Worcester 2018

Many locations, include Ralph’s Rock Diner, 148 Grove Street Worcester, MA Phone:

August 31 - September 9, 2018

POW! WOW! brings international and local artists together to create murals and other forms of art. The 10-day event gallery shows, lectures, mural projects, concerts, and live art installations. The festival has visited cities and destinations such as Taiwan, Long Beach, Hawaii, D.C. One central event is the Plein Air Spray Paint Night on August 7 at 6 p.m. at Ralph's Rock Diner. Ghostbeard, a Detroit-based muralist, will lead you in designing a custom street art-inspired canvas. Tickets available in advance only. For people age 21 and older. Space is limited and will sell out.
Trails and Sails Weekends 2018

Many towns in Essex County Essex, MA Phone: 978-740-0444

September 21-23 and 28-30, 2018

These two weekends feature events at 60 local sites. Visitors can tour lighthouses, watch for whales, sail on the Schooner Lannon, and explore Essex's rich and scenic history. Enjoy walks, paddles, historical tours and adventures for all ages and interests. Events are in the towns of Salem, Gloucester, Newburyport, Lawrence, Saugus and more. All free.
Gloucester Waterfront Festival 2018

Stage Fort Park, Hough Avenue, Gloucester Gloucester, MA Phone:

August 18-19, 2018

Over 200 juried artisans, craftspeople, food vendors, authors and musicians from throughout the United States will display and sell their American made works. Come and sample an array of gourmet delights. Enjoy free entertainment including live music and various performance arts. The North Shore Car Club will display over 75 antique automobiles on Sunday. The Gloucester Waterfront Festival is free admission and held rain or shine. Friendly pets on leash are welcome. Time: Saturday, 9 a.m. to 6 p.m. and Sunday 9 a.m. to 5 p.m.
Duxbury Maritime Festival 2018

Nathaniel Winsor, Jr. House, 479 Washington Street Duxbury, MA Phone:

October 13, 2018

The festival presents and celebrates Duxbury’s maritime heritage with food trucks, boat building demos, tours of the historic ship building distgrict, a petting zoo, maritime tunes with the New Bedford Sea Chantey Chorus. children’s activities and games, performance of “Life Aboard a Whaling Ship” and and “How King Caesar Got His Nickname,” house tours, raffles, merchandise, and a tavern night with Irish music by The Lindsays.
C-Mass Geofest 2018

Westville Recreation Area, between Breakneck Road and South Street Sturbridge, MA Phone: 508-347-2761

August 15-19, 2018

C-Mass Geofest is the region's major geocaching festival. Enthusiastic geocachers comb the region in search of geocaches. Other events will entertain children and families between forays into abundant trails and scenic spaces. Activities in natural and exhilarating surroundings will familiarize visitors with the historical, dining and shopping finds as well. Admission: free.
North Quabbin Garlic and Arts Festival 2018

Forster’s Farm, 60 Chestnut Hill Road Orange, MA Phone:

September 29-30, 2018

Still Stinkin’ After All These Years: this family event is bursting with art, farm products, food, endless entertainment, and inspiration. Find all the possibilities for garlic in the chef demo tent, and dine of savory cuisine in four food courts. Held on a historic farm. No pets allowed. No ATM on site, bring a water bottle for free water, and a bag to carry great goods. Time: 10 a.m.-5 p.m. Admission: $5 per day for adults; $8 for a weekend pass; kids 12 and under free.