Fairs & Festivals
AHA! Night (2nd Thursday - Rain or Shine), , Free
Thu, March 12, 2026 - Thu, December 10, 2026
AHA! (Art-History-Architecture) Night is New Bedford’s Free arts and culture event which takes place the 2nd Thursday of every month in downtown New Bedford.
Thu, March 12, 2026 - Thu, December 10, 2026
AHA! (Art-History-Architecture) Night is New Bedford’s Free arts and culture event which takes place the 2nd Thursday of every month in downtown New Bedford.
SoWa Open Market Boston, , Free
Sun, May 3, 2026 - Sun, November 15, 2026
The SoWa Open Market is one of the largest open-air farmer and artist markets in Boston. With a variety of regional and local vendors, plus food + beverage trucks, nestled among artist studios, galleries, and retail shops.
Sun, May 3, 2026 - Sun, November 15, 2026
The SoWa Open Market is one of the largest open-air farmer and artist markets in Boston. With a variety of regional and local vendors, plus food + beverage trucks, nestled among artist studios, galleries, and retail shops.
SoWa Open Market-, , Free
Sun, May 3, 2026 - Sun, November 15, 2026
The SoWa Open Market is one of the largest open-air farmer and artist markets in Boston. The award-winning SoWa Open Market is Boston's largest celebration of local art, food and music.
Sun, May 3, 2026 - Sun, November 15, 2026
The SoWa Open Market is one of the largest open-air farmer and artist markets in Boston. The award-winning SoWa Open Market is Boston's largest celebration of local art, food and music.
Seaport x Black Owned Bos. Market, , Free
Tue, June 23, 2026 - Sun, October 25, 2026
Stroll down Harbor Way on select Sundays for this vibrant open-air market showcasing over sixty local Black-owned businesses, live DJ music, themed family activities, and great food.
Tue, June 23, 2026 - Sun, October 25, 2026
Stroll down Harbor Way on select Sundays for this vibrant open-air market showcasing over sixty local Black-owned businesses, live DJ music, themed family activities, and great food.
East Boston Farmers Market Summer 2026, , Free
Wed, July 15, 2026 - Wed, October 28, 2026
Organized and operated by NeighborHealth since 2008, the East Boston Farmers Market is dedicated to bringing fresh, local food to East Boston to improve the health of our community and support our local food system.
Wed, July 15, 2026 - Wed, October 28, 2026
Organized and operated by NeighborHealth since 2008, the East Boston Farmers Market is dedicated to bringing fresh, local food to East Boston to improve the health of our community and support our local food system.
Open Streets Boston Series, , Free
Sun, August 2, 2026 - Sun, October 18, 2026
Experience Boston neighborhoods entirely free of cars and full of life with live music, food trucks, and family-friendly activities during this multi-date summer and fall series.
Sun, August 2, 2026 - Sun, October 18, 2026
Experience Boston neighborhoods entirely free of cars and full of life with live music, food trucks, and family-friendly activities during this multi-date summer and fall series.
King Richard's Faire: THE New England Renaissance Festival, , $$$$
Sat, September 5, 2026 - Sun, October 25, 2026
Escape YOUR reality at New England's largest and longest-running Renaissance festival nestled in the enchanted woods of Carvershire... one day, one thousand memories running weekends and Monday holidays.
Sat, September 5, 2026 - Sun, October 25, 2026
Escape YOUR reality at New England's largest and longest-running Renaissance festival nestled in the enchanted woods of Carvershire... one day, one thousand memories running weekends and Monday holidays.
The Big E 2026, , $$$
Fri, September 18, 2026 - Sun, October 4, 2026
The Big E is a New England autumn tradition and the ninth largest fair in North America. There's no better place to enjoy the sights, sounds and taste tempting aromas of the fall season than at The Big E.
Fri, September 18, 2026 - Sun, October 4, 2026
The Big E is a New England autumn tradition and the ninth largest fair in North America. There's no better place to enjoy the sights, sounds and taste tempting aromas of the fall season than at The Big E.
The Boston Tastes, Tunes and Craft Festival, , Free
Sat, September 19, 2026 - Sun, December 20, 2026
Enjoy incredible local cuisine, live music performances, and handcrafted goods from local artisans at The Boston Tastes, Tunes and Craft Festival in Boston! See you there!
Sat, September 19, 2026 - Sun, December 20, 2026
Enjoy incredible local cuisine, live music performances, and handcrafted goods from local artisans at The Boston Tastes, Tunes and Craft Festival in Boston! See you there!
Dumpling Fest Boston, , $$
Wed, September 30, 2026 - Wed, September 30, 2026
Join Tasting Plates Food Tours for an evening tasting extravaganza exploring a variety of Boston restaurants serving delicious dumplings from Chinese soup dumplings to Nepalese momos!
Wed, September 30, 2026 - Wed, September 30, 2026
Join Tasting Plates Food Tours for an evening tasting extravaganza exploring a variety of Boston restaurants serving delicious dumplings from Chinese soup dumplings to Nepalese momos!
MIT Future Fest, , $$
Wed, September 30, 2026 - Sun, October 4, 2026
MIT Future Fest is a five-day annual festival that opens the Institute’s doors to the world. This fall, visit the epicenter of what’s next at a new festival of science, technology and human understanding.
Wed, September 30, 2026 - Sun, October 4, 2026
MIT Future Fest is a five-day annual festival that opens the Institute’s doors to the world. This fall, visit the epicenter of what’s next at a new festival of science, technology and human understanding.
Topsfield Fair 2026, , $$
Fri, October 2, 2026 - Mon, October 12, 2026
Enjoy America's oldest and finest agricultural fair w/ New England‘s largest carnival midway, cool demos, (ranging from beekeeping to miniature trains), a Grange Museum, pumpkin weigh-offs, live entertainment and the...
Fri, October 2, 2026 - Mon, October 12, 2026
Enjoy America's oldest and finest agricultural fair w/ New England‘s largest carnival midway, cool demos, (ranging from beekeeping to miniature trains), a Grange Museum, pumpkin weigh-offs, live entertainment and the...
Harpoon Octoberfest 2026, , $
Fri, October 2, 2026 - Sat, October 3, 2026
Oompah music. Stein hoisting. Pretzel eating. Chicken dancing. Cold beer. All the Octoberfest traditions you know and love are back—plus even more games and reasons to raise a stein.
Fri, October 2, 2026 - Sat, October 3, 2026
Oompah music. Stein hoisting. Pretzel eating. Chicken dancing. Cold beer. All the Octoberfest traditions you know and love are back—plus even more games and reasons to raise a stein.
NEW DATES! South Coast Harvest Festival, , $
Fri, October 2, 2026 - Sun, October 4, 2026
South Coast Harvest Festival returns September 25–27 to Westport, Massachusetts, featuring stunning fall gardens, 70+ artisan vendors, local food, live music, family activities, entertainment, autumn photo opportunities, and three days of unforgettable NE fun!
Fri, October 2, 2026 - Sun, October 4, 2026
South Coast Harvest Festival returns September 25–27 to Westport, Massachusetts, featuring stunning fall gardens, 70+ artisan vendors, local food, live music, family activities, entertainment, autumn photo opportunities, and three days of unforgettable NE fun!
Oktoberfest at Wachusett Mountain, , $
Sat, October 3, 2026 - Sun, October 4, 2026
Eat, drink and be merry, German style! Enjoy beautiful foliage, tasty beer and comraderies among friends! Raise your steins and toss the empty kegs as you celebrate with live German music, contests, shows, crafts and farmers market vendors, and activities for the whole...
Sat, October 3, 2026 - Sun, October 4, 2026
Eat, drink and be merry, German style! Enjoy beautiful foliage, tasty beer and comraderies among friends! Raise your steins and toss the empty kegs as you celebrate with live German music, contests, shows, crafts and farmers market vendors, and activities for the whole...
Maynard Fest, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
Dozens of sidewalk sales, over 100 vendors and free family entertainment. It is sure to please both young and old, including free children's events such as the trackless train ride.
Sat, October 3, 2026 - Sat, October 3, 2026
Dozens of sidewalk sales, over 100 vendors and free family entertainment. It is sure to please both young and old, including free children's events such as the trackless train ride.
Medford Craft Fair, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
Join us for a craft fair with 25 unique vendors AND tables selling baked goods, jewelry and raffles that benefit the Medford Senior Center directly. In Medford City Hall.
Sat, October 3, 2026 - Sat, October 3, 2026
Join us for a craft fair with 25 unique vendors AND tables selling baked goods, jewelry and raffles that benefit the Medford Senior Center directly. In Medford City Hall.
Lexington's East Village Fair, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
Celebrate Fall by joining us for the 185th Annual East Village Fair! This family-friendly festival features our signature Flea Market, children’s games & activities, music, crafts, baked goods, hot/cold foods, and so much more!
Sat, October 3, 2026 - Sat, October 3, 2026
Celebrate Fall by joining us for the 185th Annual East Village Fair! This family-friendly festival features our signature Flea Market, children’s games & activities, music, crafts, baked goods, hot/cold foods, and so much more!
Somerville Fall Festival, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
Fall Festival is bringing ALL the vibes. Join us on Saturday, Sept. 13th from at Conway Park– FREE! Grab your friends to celebrate the event of the season that you DON’T want to miss!
Sat, October 3, 2026 - Sat, October 3, 2026
Fall Festival is bringing ALL the vibes. Join us on Saturday, Sept. 13th from at Conway Park– FREE! Grab your friends to celebrate the event of the season that you DON’T want to miss!
Wayland Festival, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
Join us at Wayland Town Center for the Wayland Festival - a full day of community, culture, and fun for all ages. Enjoy live music and performances, local artists and vendors, food, family-friendly activities, Touch a Truck, a parade, face painting, inflatables and more.
Sat, October 3, 2026 - Sat, October 3, 2026
Join us at Wayland Town Center for the Wayland Festival - a full day of community, culture, and fun for all ages. Enjoy live music and performances, local artists and vendors, food, family-friendly activities, Touch a Truck, a parade, face painting, inflatables and more.
The 2nd Annual AVCC Food Truck & Craft Beer Fest, , $
Sat, October 3, 2026 - Sat, October 3, 2026
This family-friendly charity event aims to bring the community together for an afternoon of food, ice cream, craft beer, live music, line dancing instruction and games and activities for kids.
Sat, October 3, 2026 - Sat, October 3, 2026
This family-friendly charity event aims to bring the community together for an afternoon of food, ice cream, craft beer, live music, line dancing instruction and games and activities for kids.
SpicetoberFest: Spice. Culture. Food., , Free
Sat, October 3, 2026 - Sat, October 3, 2026
SpicetoberFest is Boston’s ultimate celebration of spice, flavor, and culture — featuring fiery local food, farmers, small businesses, hot sauces, spicy food challenges, live music, local craft drinks, and more. SpicetoberFest: a Fall Spicy Harvest Festival...
Sat, October 3, 2026 - Sat, October 3, 2026
SpicetoberFest is Boston’s ultimate celebration of spice, flavor, and culture — featuring fiery local food, farmers, small businesses, hot sauces, spicy food challenges, live music, local craft drinks, and more. SpicetoberFest: a Fall Spicy Harvest Festival...
Touch-A-Truck at Hood Park Charlestown, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
Join us for Touch-A-Truck at Hood Park! Explore a variety of trucks, fall activities, bites, sweet treats and more for the whole family throughout the event!
Sat, October 3, 2026 - Sat, October 3, 2026
Join us for Touch-A-Truck at Hood Park! Explore a variety of trucks, fall activities, bites, sweet treats and more for the whole family throughout the event!
Fall Thai Market Festival in Harvard Square, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
The Fall Thai Market fills Brattle Street in Harvard Square with Thai street food, desserts, artisan crafts, live music, cultural performances, and a beer garden on Saturday, October 3, 2026.
Sat, October 3, 2026 - Sat, October 3, 2026
The Fall Thai Market fills Brattle Street in Harvard Square with Thai street food, desserts, artisan crafts, live music, cultural performances, and a beer garden on Saturday, October 3, 2026.
Marblehead Fall Fair, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
Annual Fall Fair on Saturday, October 3rd from 10:00am - 3:00pm at the Jeremiah Lee Mansion Garden in Marblehead, MA. Hosted by Discover Marblehead and Marblehead Museum.
Sat, October 3, 2026 - Sat, October 3, 2026
Annual Fall Fair on Saturday, October 3rd from 10:00am - 3:00pm at the Jeremiah Lee Mansion Garden in Marblehead, MA. Hosted by Discover Marblehead and Marblehead Museum.
CultureFest at Bellforge, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
Bellforge Arts Center partners with Medfield Together for CultureFest, a free annual celebration of global music, dance, food, and cultural traditions with activities for kids and grown ups alike.
Sat, October 3, 2026 - Sat, October 3, 2026
Bellforge Arts Center partners with Medfield Together for CultureFest, a free annual celebration of global music, dance, food, and cultural traditions with activities for kids and grown ups alike.
Pumpkin Festival at Charmingfare Farm, , $$
Sat, October 3, 2026 - Mon, October 12, 2026
Bring the whole family to Charmingfare Farm’s Pumpkin Festival, the ultimate family-friendly fall event in New Hampshire! Your kids will love searching for the perfect pumpkin.
Sat, October 3, 2026 - Mon, October 12, 2026
Bring the whole family to Charmingfare Farm’s Pumpkin Festival, the ultimate family-friendly fall event in New Hampshire! Your kids will love searching for the perfect pumpkin.
20th Annual Verrill Farm Harvest Festival, , $
Sat, October 3, 2026 - Sat, October 3, 2026
Our fundraiser to support Pediatric Care at Emerson Hospital returns for it’s 20th year! A day of family fun featuring games and prizes, live music, PYO pumpkins, Goats & Giggles petting zoo, raffles and food.
Sat, October 3, 2026 - Sat, October 3, 2026
Our fundraiser to support Pediatric Care at Emerson Hospital returns for it’s 20th year! A day of family fun featuring games and prizes, live music, PYO pumpkins, Goats & Giggles petting zoo, raffles and food.
Quincy Food Truck & Music Festival, , Free
Sat, October 3, 2026 - Sat, October 3, 2026
Enjoy live bands, kids entertainment, dozens of food trucks, dessert trucks, and axe throwing at Quincy's free annual festival on Coddington Street on Saturday, October 3, 2026.
Sat, October 3, 2026 - Sat, October 3, 2026
Enjoy live bands, kids entertainment, dozens of food trucks, dessert trucks, and axe throwing at Quincy's free annual festival on Coddington Street on Saturday, October 3, 2026.
Cambridge Science Carnival, , Free
Sun, October 4, 2026 - Sun, October 4, 2026
Join us Sunday, 10/4 from 12-4pm for Cambridge’s family-friendly science extravaganza: 100 STEAM-themed activities for innovation-enthusiasts of all ages! Founded by the MIT Museum in 2007, Carnival takes place annually at Kendall/MIT Open Space.
Sun, October 4, 2026 - Sun, October 4, 2026
Join us Sunday, 10/4 from 12-4pm for Cambridge’s family-friendly science extravaganza: 100 STEAM-themed activities for innovation-enthusiasts of all ages! Founded by the MIT Museum in 2007, Carnival takes place annually at Kendall/MIT Open Space.
The Boston-Dedham Pokemon and TCG Show at Dedham, MA,
Sun, October 4, 2026 - Sun, October 4, 2026
Sunday NIght Pokemon and TCG Show. Date and Time: On Sun, 04 Oct 2026 16:15 - Sun, 04 Oct 2026 21:15. Category: Community | Fairs | Antique and Collectors Fairs
Sun, October 4, 2026 - Sun, October 4, 2026
Sunday NIght Pokemon and TCG Show. Date and Time: On Sun, 04 Oct 2026 16:15 - Sun, 04 Oct 2026 21:15. Category: Community | Fairs | Antique and Collectors Fairs
Nature Play & Learn at AHA!, , Free
Thu, October 8, 2026 - Thu, October 8, 2026
Join The Trustees' Mobile Adventures team for free, hands-on outdoor education, discovery stations, and creative nature activities every second Thursday during AHA! New Bedford! Bring the whole family!
Thu, October 8, 2026 - Thu, October 8, 2026
Join The Trustees' Mobile Adventures team for free, hands-on outdoor education, discovery stations, and creative nature activities every second Thursday during AHA! New Bedford! Bring the whole family!
Warner, NH Fall Foliage Festival, , Free
Fri, October 9, 2026 - Sun, October 11, 2026
Share the natural splendors of NH's vibrant autumn colors while enjoying food, entertainment, carnival rides, and fine crafts along the main streets of Warner.
Fri, October 9, 2026 - Sun, October 11, 2026
Share the natural splendors of NH's vibrant autumn colors while enjoying food, entertainment, carnival rides, and fine crafts along the main streets of Warner.
Milford Pumpkin Festival, NH, , $
Fri, October 9, 2026 - Sun, October 11, 2026
Join us for 3 fun, festive, & flavorful days at our annual pumpkin festival. Enjoy musical entertainment, vendor booths, pumpkin carving, community lighting, and a great pumpkin weigh-in.
Fri, October 9, 2026 - Sun, October 11, 2026
Join us for 3 fun, festive, & flavorful days at our annual pumpkin festival. Enjoy musical entertainment, vendor booths, pumpkin carving, community lighting, and a great pumpkin weigh-in.
HONK! Festival 2026*, , Free
Fri, October 9, 2026 - Sun, October 11, 2026
HONK! FESTIVAL: HONK! is a rousing socio-political music spectacle which features social activist street bands from all over the world, who come together to share their different approaches in merrily instigating...
Fri, October 9, 2026 - Sun, October 11, 2026
HONK! FESTIVAL: HONK! is a rousing socio-political music spectacle which features social activist street bands from all over the world, who come together to share their different approaches in merrily instigating...
Yarmouth Seaside Festival, , Free
Sat, October 10, 2026 - Mon, October 12, 2026
Enjoy a craft fair of more than 125 crafters from all over the country, food vendors with a fabulous selection of foods to sample, continual musical entertainment, high-quality children’s events, kayak and canoe race,...
Sat, October 10, 2026 - Mon, October 12, 2026
Enjoy a craft fair of more than 125 crafters from all over the country, food vendors with a fabulous selection of foods to sample, continual musical entertainment, high-quality children’s events, kayak and canoe race,...
NEW DATE! Berserk: A Viking Festival for All Ages, , $
Sat, October 10, 2026 - Sat, October 10, 2026
Sharpen your axes and gather your clan—BERSERK, our epic Viking festival, is now storming back into town on Saturday, October 10th! Prepare your shield, don your cloak, and get ready to go BERSERK! 🛡️⚔️🔥 Skål!
Sat, October 10, 2026 - Sat, October 10, 2026
Sharpen your axes and gather your clan—BERSERK, our epic Viking festival, is now storming back into town on Saturday, October 10th! Prepare your shield, don your cloak, and get ready to go BERSERK! 🛡️⚔️🔥 Skål!
Newburyport Fall Fest, , Free
Sat, October 10, 2026 - Sun, October 11, 2026
The Greater Newburyport Chamber of Commerce invites you to FALL in LOVE with Newburyport! Enjoy live local bands, food trucks & libations, artisans and crafters.
Sat, October 10, 2026 - Sun, October 11, 2026
The Greater Newburyport Chamber of Commerce invites you to FALL in LOVE with Newburyport! Enjoy live local bands, food trucks & libations, artisans and crafters.
Berkshire Harvest Festival 2026, , $
Sat, October 10, 2026 - Sun, October 11, 2026
Berkshire Botanical Garden’s annual Harvest Festival, an iconic Berkshire event dating back to our founding, will take place Oct. 12-13, 10 a.m. to 5 p.m. each day, at the Garden located at 5 West Stockbridge Rd. (intersection of Routes 102 and 183), Stockbridge, Mass.
Sat, October 10, 2026 - Sun, October 11, 2026
Berkshire Botanical Garden’s annual Harvest Festival, an iconic Berkshire event dating back to our founding, will take place Oct. 12-13, 10 a.m. to 5 p.m. each day, at the Garden located at 5 West Stockbridge Rd. (intersection of Routes 102 and 183), Stockbridge, Mass.
Front Paige Media Boston Book Fair, , Free
Sat, October 10, 2026 - Sat, October 10, 2026
Join us for the Boston Book Fair on October 10th from 12-5PM! Explore 50+ Vendors, including indie bookstores, authors, and bookish treasures. Vendor info coming soon!
Sat, October 10, 2026 - Sat, October 10, 2026
Join us for the Boston Book Fair on October 10th from 12-5PM! Explore 50+ Vendors, including indie bookstores, authors, and bookish treasures. Vendor info coming soon!
Annual Oktoberfest & Honk Festival: Harvard Square, , Free
Sun, October 11, 2026 - Sun, October 11, 2026
The Annual Oktoberfest and Honk Festival features six stages of live entertainment, fabulous restaurant vendors, outdoor beer-gardens, street vendors, sidewalk sales, and HONK bands from around the country!
Sun, October 11, 2026 - Sun, October 11, 2026
The Annual Oktoberfest and Honk Festival features six stages of live entertainment, fabulous restaurant vendors, outdoor beer-gardens, street vendors, sidewalk sales, and HONK bands from around the country!
Head of The Charles Regatta 2026, , Free
Fri, October 16, 2026 - Sun, October 18, 2026
Watch rowing teams compete from all over the country and take in the sights of autumn along the banks of the Charles River.
Fri, October 16, 2026 - Sun, October 18, 2026
Watch rowing teams compete from all over the country and take in the sights of autumn along the banks of the Charles River.
Fall-o-Ween Children's Festival 2026, , Free
Fri, October 16, 2026 - Fri, October 16, 2026
Adults and children are encouraged to wear Halloween costumes and participate in a wide range of free, fun, and lots of spooky family-friendly activities on the Boston Common Parade Ground.
Fri, October 16, 2026 - Fri, October 16, 2026
Adults and children are encouraged to wear Halloween costumes and participate in a wide range of free, fun, and lots of spooky family-friendly activities on the Boston Common Parade Ground.
Keene Pumpkin Festival, , Free
Sat, October 17, 2026 - Sat, October 17, 2026
The sight of thousands of twinkling jack-o-lanterns is priceless. The Keene Pumpkin festival is most famous for setting that world record. Musicians and other performers are also featured.
Sat, October 17, 2026 - Sat, October 17, 2026
The sight of thousands of twinkling jack-o-lanterns is priceless. The Keene Pumpkin festival is most famous for setting that world record. Musicians and other performers are also featured.
Wellfleet Oyster Festival,
Sat, October 17, 2026 - Sun, October 18, 2026
Enjoy a celebration of the town's famous oysters and shellfishing traditions. Local seafood, arts & crafts, kayak & road races, walking tours, live music and theater. Activities for children will o=also be on hand.
Sat, October 17, 2026 - Sun, October 18, 2026
Enjoy a celebration of the town's famous oysters and shellfishing traditions. Local seafood, arts & crafts, kayak & road races, walking tours, live music and theater. Activities for children will o=also be on hand.
Boston Book Festival, , Free
Sat, October 17, 2026 - Sat, October 17, 2026
Celebrating the power of words to stimulate, agitate, unite, delight, and inspire, Boston Book Festival presents year-round events culminating in an annual festival that promotes a culture of reading and ideas and...
Sat, October 17, 2026 - Sat, October 17, 2026
Celebrating the power of words to stimulate, agitate, unite, delight, and inspire, Boston Book Festival presents year-round events culminating in an annual festival that promotes a culture of reading and ideas and...
Applefest at Wachusett Mountain, , $
Sat, October 17, 2026 - Sun, October 18, 2026
Celebrate all things Autumn at our most popular Fall festival. Apples and Autumn are New England favorites! With contests and live music throughout the festival, there's fun for the whole family this weekend at Wachusett.
Sat, October 17, 2026 - Sun, October 18, 2026
Celebrate all things Autumn at our most popular Fall festival. Apples and Autumn are New England favorites! With contests and live music throughout the festival, there's fun for the whole family this weekend at Wachusett.
Rockport Harvest Fest 2026, , $$
Sat, October 17, 2026 - Sat, October 17, 2026
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!
Sat, October 17, 2026 - Sat, October 17, 2026
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!
Medfield's 375th Anniversary: Party in the Park, , Free
Sat, October 17, 2026 - Sat, October 17, 2026
Bellforge Arts Center brings live music and family activities to Meeting House Pond for Party in the Park, capping off Medfield's once in a generation 375th anniversary parade and celebration.
Sat, October 17, 2026 - Sat, October 17, 2026
Bellforge Arts Center brings live music and family activities to Meeting House Pond for Party in the Park, capping off Medfield's once in a generation 375th anniversary parade and celebration.
Fall Festival, , Free
Sat, October 17, 2026 - Sat, October 17, 2026
The Friends of Christopher Columbus Park is having a fabulous Fall Festival on Saturday, October 17 from 12:00 to 3:30. The day will be filled with magic, lawn games, crafts and more.
Sat, October 17, 2026 - Sat, October 17, 2026
The Friends of Christopher Columbus Park is having a fabulous Fall Festival on Saturday, October 17 from 12:00 to 3:30. The day will be filled with magic, lawn games, crafts and more.
SomerStreets: Monster Mash, , Free
Sun, October 18, 2026 - Sun, October 18, 2026
Get ready for one of Somerville’s favorite Halloween traditions! SomerStreets: Monster Mash transforms Somerville Avenue into a festive Halloween celebration for all ages.
Sun, October 18, 2026 - Sun, October 18, 2026
Get ready for one of Somerville’s favorite Halloween traditions! SomerStreets: Monster Mash transforms Somerville Avenue into a festive Halloween celebration for all ages.
SomerStreets Monster Mash, , Free
Sun, October 18, 2026 - Sun, October 18, 2026
Get ready for one of Somerville’s favorite Halloween traditions! SomerStreets: Monster Mash transforms Somerville Avenue into a festive Halloween celebration for all ages.
Sun, October 18, 2026 - Sun, October 18, 2026
Get ready for one of Somerville’s favorite Halloween traditions! SomerStreets: Monster Mash transforms Somerville Avenue into a festive Halloween celebration for all ages.
Hocus Pocus Decorations at Ropes Mansion, , $$
Wed, October 21, 2026 - Sun, November 1, 2026
Visit the Ropes Mansion to see the exterior decorated in the style of the ’90s cult classic Hocus Pocus. Get into the Halloween spirit and visit the Ropes Mansion
Wed, October 21, 2026 - Sun, November 1, 2026
Visit the Ropes Mansion to see the exterior decorated in the style of the ’90s cult classic Hocus Pocus. Get into the Halloween spirit and visit the Ropes Mansion
Day of the Dead/Día de los Muertos Family Celebration*, , $
Sat, October 24, 2026 - Sat, October 24, 2026
Enjoy three floors of activities for the young and young at heart including crafts, scent stations, traditional decorations, Nahuatl stories, decorating a sugar skull (extra fee), painting demonstrations, folk dances...
Sat, October 24, 2026 - Sat, October 24, 2026
Enjoy three floors of activities for the young and young at heart including crafts, scent stations, traditional decorations, Nahuatl stories, decorating a sugar skull (extra fee), painting demonstrations, folk dances...
Needham High School Craft Fair and Bake Sale 2026, , $
Sat, October 24, 2026 - Sat, October 24, 2026
The 42nd Annual Needham High School Craft Fair and Bake Sale features a craft fair with 100+ exhibitors and an extensive bake sale. Proceeds benefit the High School PTC.
Sat, October 24, 2026 - Sat, October 24, 2026
The 42nd Annual Needham High School Craft Fair and Bake Sale features a craft fair with 100+ exhibitors and an extensive bake sale. Proceeds benefit the High School PTC.
Lexart: Outdoor Market Oct 24, , Free
Sat, October 24, 2026 - Sun, October 24, 2027
During the warmer months, LexArt will be hosting outdoor artisan pop-up markets in our Parking Lot. These markets will have vendors that are selling one of kind handmade arts and crafts.
Sat, October 24, 2026 - Sun, October 24, 2027
During the warmer months, LexArt will be hosting outdoor artisan pop-up markets in our Parking Lot. These markets will have vendors that are selling one of kind handmade arts and crafts.
41st Annual Essex ClamFest and Arts & Crafts Festival 2026, , $
Sat, October 24, 2026 - Sat, October 24, 2026
Come join us at the Essex ClamFest, Arts & Crafts Festival from 11 am to 4 pm in Shepard Memorial Park in Essex, and come experience our Chowder Tasting Competition!
Sat, October 24, 2026 - Sat, October 24, 2026
Come join us at the Essex ClamFest, Arts & Crafts Festival from 11 am to 4 pm in Shepard Memorial Park in Essex, and come experience our Chowder Tasting Competition!
West Suburban YMCA Fall Festival, , Free
Sat, October 24, 2026 - Sat, October 24, 2026
Free & Open to the Public! Get ready for an afternoon full of family fun at the WSYMCA’s Annual Fall Festival! With pumpkin decorating, games, music, snacks, and surprises, there’s something for everyone.
Sat, October 24, 2026 - Sat, October 24, 2026
Free & Open to the Public! Get ready for an afternoon full of family fun at the WSYMCA’s Annual Fall Festival! With pumpkin decorating, games, music, snacks, and surprises, there’s something for everyone.
Boston Asian Food & Beer Tasting Festival 2026, , $$
Sat, October 24, 2026 - Sat, October 24, 2026
Celebrate Asian culture at Boston City Hall Plaza with delicious Asian food, beer tasting, live music, cultural performances, local vendors, and family-friendly entertainment in the heart of Boston.
Sat, October 24, 2026 - Sat, October 24, 2026
Celebrate Asian culture at Boston City Hall Plaza with delicious Asian food, beer tasting, live music, cultural performances, local vendors, and family-friendly entertainment in the heart of Boston.
Crossroads Harvest Fest, , Free
Sun, October 25, 2026 - Sun, October 25, 2026
Join us celebrate autumn with Crossroads in Boxborough! Enjoy a fun-filled family Harvest Fest featuring seasonal activities, games, and autumn fun for all ages. Bring the whole family and enjoy the day.
Sun, October 25, 2026 - Sun, October 25, 2026
Join us celebrate autumn with Crossroads in Boxborough! Enjoy a fun-filled family Harvest Fest featuring seasonal activities, games, and autumn fun for all ages. Bring the whole family and enjoy the day.
Pumpkin Stroll & Family Halloween Fun, , Free
Sat, October 31, 2026 - Sat, October 31, 2026
Start your adventure with Halloween activities at the Market, then take a stroll along the Greenway in search of colorful pumpkins! Join us for a day of seasonal fun for the whole family!
Sat, October 31, 2026 - Sat, October 31, 2026
Start your adventure with Halloween activities at the Market, then take a stroll along the Greenway in search of colorful pumpkins! Join us for a day of seasonal fun for the whole family!
New England Christmas Festival, , $$
Fri, November 6, 2026 - Sun, November 8, 2026
The New England Christmas Festival is an eagerly anticipated annual event that has kicked off the holiday season for 39 years.
Fri, November 6, 2026 - Sun, November 8, 2026
The New England Christmas Festival is an eagerly anticipated annual event that has kicked off the holiday season for 39 years.
New England Camp Fair, , Free
Sat, November 7, 2026 - Sat, November 7, 2026
The 9th annual New England Camp Fair features 35+ day and overnight camps, including traditional outdoor camps to STEAM, sports, and performing arts-focused!
Sat, November 7, 2026 - Sat, November 7, 2026
The 9th annual New England Camp Fair features 35+ day and overnight camps, including traditional outdoor camps to STEAM, sports, and performing arts-focused!
Renaissance Faire Day at Hammond Castle Museum, , $$
Sat, November 7, 2026 - Sun, November 8, 2026
Step into the world of medieval and Renaissance culture at Hammond Castle Museum, where the castle itself provides a uniquely dramatic backdrop for a magical day steeped in history and fantasy in a stunning setting.
Sat, November 7, 2026 - Sun, November 8, 2026
Step into the world of medieval and Renaissance culture at Hammond Castle Museum, where the castle itself provides a uniquely dramatic backdrop for a magical day steeped in history and fantasy in a stunning setting.
Bow Market Renaissance Faire, The Second, , Free
Sat, November 7, 2026 - Sat, November 7, 2026
Hear ye, hear ye! Somerville's Ren Faire draws nigh once more! Step into the Enchanted Forest, where magic and merriment take over Bow!
Sat, November 7, 2026 - Sat, November 7, 2026
Hear ye, hear ye! Somerville's Ren Faire draws nigh once more! Step into the Enchanted Forest, where magic and merriment take over Bow!
Thai Night Market!, , Free
Sat, November 7, 2026 - Sat, November 7, 2026
Experience a magical Thai Night Market in Harvard Square featuring authentic Thai food, local vendors, beautiful lanterns, live entertainment, cultural performances, shopping, and a festive evening celebrating Thai culture and community.
Sat, November 7, 2026 - Sat, November 7, 2026
Experience a magical Thai Night Market in Harvard Square featuring authentic Thai food, local vendors, beautiful lanterns, live entertainment, cultural performances, shopping, and a festive evening celebrating Thai culture and community.
A True, Old-Fashioned Holiday Fair, , Free
Sat, November 14, 2026 - Sat, November 14, 2026
Holiday Faire: apple pies, breakfast & lunch snack bar, cookie bar, baked goods, handmade crafts, Christmas Room with holiday & specialty gifts, decorations, vintage jewelry, White Elephants, & more.
Sat, November 14, 2026 - Sat, November 14, 2026
Holiday Faire: apple pies, breakfast & lunch snack bar, cookie bar, baked goods, handmade crafts, Christmas Room with holiday & specialty gifts, decorations, vintage jewelry, White Elephants, & more.
Snowbound Expo 2026, Mohegan Sun CT (new location), , $$
Sat, November 14, 2026 - Sun, November 15, 2026
New England's snow sports season kickoff returns to Mohegan Sun with 200+ brands, pro athlete speakers, gear demos, a rail jam, ice bar and apres party.
Sat, November 14, 2026 - Sun, November 15, 2026
New England's snow sports season kickoff returns to Mohegan Sun with 200+ brands, pro athlete speakers, gear demos, a rail jam, ice bar and apres party.
Methuen's Festival of Trees, , $$
Sat, November 21, 2026 - Sat, December 5, 2026
Welcome to the Methuen Festival of Trees, the most magical and joyous holiday event of the season. Enjoy a tradition featuring over 300 beautifully and creatively decorated trees, mini-trees, and wreaths.
Sat, November 21, 2026 - Sat, December 5, 2026
Welcome to the Methuen Festival of Trees, the most magical and joyous holiday event of the season. Enjoy a tradition featuring over 300 beautifully and creatively decorated trees, mini-trees, and wreaths.
America's Hometown Thanksgiving Parade Celebration, , Free
Sat, November 21, 2026 - Sat, November 21, 2026
The Annual America’s Hometown Thanksgiving Celebration will be held this year as it is each year at the birthplace of Thanksgiving, Plymouth, Massachusetts on the weekend before Thanksgiving.
Sat, November 21, 2026 - Sat, November 21, 2026
The Annual America’s Hometown Thanksgiving Celebration will be held this year as it is each year at the birthplace of Thanksgiving, Plymouth, Massachusetts on the weekend before Thanksgiving.
Downtown Salem's Small Business Saturday, , Free
Sat, November 28, 2026 - Sat, November 28, 2026
Celebrate the official launch of the holiday shopping season in downtown Salem with unique local promotions, festive treats, and pop-up artisan markets. Shop Small Salem!
Sat, November 28, 2026 - Sat, November 28, 2026
Celebrate the official launch of the holiday shopping season in downtown Salem with unique local promotions, festive treats, and pop-up artisan markets. Shop Small Salem!
Dedham Square Holiday Stroll, Tree Lighting,
Fri, December 4, 2026 - Fri, December 4, 2026
The 20th annual Dedham Square Holiday Stroll is a free event that kicks off the holiday season on the first Friday of December 5-8pm. This year will be brighter, and more festive than ever!
Fri, December 4, 2026 - Fri, December 4, 2026
The 20th annual Dedham Square Holiday Stroll is a free event that kicks off the holiday season on the first Friday of December 5-8pm. This year will be brighter, and more festive than ever!
