• Boo at the Zoo

    Boo at the Zoo
    Buttonwood Park Zoo 425 Hawthorn St., New Bedford, MA, United States

    Halloween gets a little wild at Boo at the Zoo for three October weekends at Buttonwood Park Zoo. Daylight trick-or-treating runs on Oct. 10-11, 17-18, and 24-25 from 10 a.m. […]

  • Corn maze at Buzzards Bay Brewing

    Corn maze at Buzzards Bay Brewing
    Buzzards Bay Brewing 98 Horseneck Rd, Westport, MA, United States

    Buzzards Bay Brewing’s 2026 corn maze runs Saturdays and Sundays from Sept. 5 through Nov. 1. The 7-acre maze features a movie-themed challenge called “Moovies.” Guests search for movie scenes, solve rhymes, and match secret words to films on a game card. Hours are 1 p.m. to around 6 p.m., with last admission about 45 […]

  • Music on Saturdays at Westport Rivers

    Music on Saturdays at Westport Rivers
    Westport Rivers Vineyard & Winery 417 Hixbridge Rd., Westport, MA, United States

    Enjoy live music from some of the area’s talented artists on Saturdays from 3 to 5 p.m. at Westport Rivers Vineyard & Winery. Sept. 26: Bob Porawski Oct. 3: Dave DeLuca Oct. 10: Craig DeMelo Oct. 17: Redfish Oct. 24: Bob Porawski Admission is free.

  • Sugar skull pumpkin painting workshop

    New Bedford Arts and Cultural Emporium at Kilburn Mill 101 W. Rodney French Blvd. Studio 260, New Bedford, MA, United States

    Paint a sugar skull pumpkin at this family-friendly workshop on Sunday, Oct. 18, from 11 a.m. to 1 p.m. for $20. Choose from a variety of designs, customize your pumpkin […]

  • Puddle Jumpers at Buttonwood Park Zoo

    Puddle Jumpers at Buttonwood Park Zoo
    Buttonwood Park Zoo 425 Hawthorn St., New Bedford, MA, United States

    Puddle Jumpers is for children ages 2 to 5 to explore nature outside through guided hikes and hands-on play. A BPZoo educator will lead a 50-minute adventure at a different Dartmouth Natural Resources Trust location each week. The fall program runs Tuesdays from Sept. 29 through Oct. 27, from 10 to 11 a.m. Sessions take […]

  • Fire pits at Westport Rivers

    Fire Pits at Westport Rivers
    Westport Rivers Vineyard & Winery 417 Hixbridge Rd., Westport, MA, United States

    Westport Rivers Vineyard & Winery offers reserved fire pits for groups throughout the fall. Reservations are $49.99 and are limited. Thursdays, 5 to 6:45 p.m.: Sept. 24; Oct. 1, 8, 15, 22, and 29. Fridays, 5 to 6:45 p.m.: Sept. 25; Oct. 2, 9, 16, 23 and 30. Saturdays: 1 to 2:45 p.m., 3 to […]

  • Fire Pits at Westport Rivers

    Fire Pits at Westport Rivers
    Westport Rivers Vineyard & Winery 417 Hixbridge Rd., Westport, MA, United States

    Westport Rivers Vineyard & Winery offers reserved fire pits for groups throughout the fall. Reservations are $49.99 and are limited. Thursdays, 5 to 6:45 p.m.: Sept. 24; Oct. 1, 8, […]

  • North Fairhaven Open Air Market Fall Fest

    Livesey Park Glenhaven Ave., Fairhaven, MA, United States

    Celebrate the season at the North Fairhaven Open Air Market Fall Fest on Saturday, Oct. 24, from noon to 5 p.m. at Livesey Park. The rain date is Sunday, Oct. […]

  • Hallo-WINE Trick-or-Treater Escape Party at Nasketucket Bay Vineyard

    Nasketucket Bay Vineyard 237 New Boston Rd., Fairhaven, MA, United States

    Don’t have kids? Don’t want to get up every few minutes to hand out candy? Head to Nasketucket Bay Vineyard for a Halloween escape for grown-ups Saturday, Oct. 31 from 4 to 8 p.m. Guests are invited to lock the door, turn off the lights, grab a costume, and head to the vineyard for an […]