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20+ Fun Things to Do This Weekend in and Around Boston

Fall is in the air this weekend and with it comes lots of outdoor fun perfect for this time of year. From an outdoor movie night, farm festival, an Oktoberfest celebration and more, we’ve gathered our picks for our weekend of fun.

Friday, Sept. 6

Sunflower Festival

Lanni Orchards’ 2019 Sunflower Festival comes to a close this weekend. Enjoy four acres of beautiful sunflowers in a variety of colors to pick and take photos in. 8 a.m. to 8 p.m. Lanni Orchards, 294 Chase Rd, Rt. 13, Lunenburg. 

Trillium Garden on the Greenway

The Trillium Garden returns to the Greenway Wednesday through Sunday. Located at the corner of High Street and Atlantic Avenue, the Trillium Garden on the Greenway is Boston's first fully open-air Beer Garden, featuring draft beers by Trillium Brewing Co. and wine by Westport Rivers Winery. 2-10 p.m., Rose Kennedy Greenway, Boston. 

City Winery on The Greenway

City Winery Boston and the Greenway Conservancy bring City Winery on The Greenway to Dewey Square this summer. This downtown open-air wine garden will feature wine by City Winery Boston, along with beer and cider from Harpoon Brewery. Head down today from 3:30-10 p.m., Dewey Square, Atlantic Ave, Boston. 

Blue Man Group at the Charles Playhouse

Combining music, technology and comedy, Blue Man Group creates a form of entertainment that can’t be defined, but appeals to people of all ages. Described as “innovative,” “energetic” and “wildly entertaining,” the best way to truly understand what Blue Man Group is, is to see the show yourself. Tickets start at $45. 7:30 p.m., Charles Playhouse, 74 Warrenton St., Boston. 

Free Outdoor Movie Night: “Grease”

Head down to the Pier @ Residence Inn Boston Harbor for a free family fun eve featuring “Grease.” Seating will be available, but you can also bring your own chairs and blankets. There will be free popcorn and other refreshments will be available for purchase. 8-11 p.m., Residence Inn by Marriott Boston Harbor on Tudor Wharf, 34-44 Charles River Ave. Boston.

Astronomy After Hours

Enjoy a free night full of astronomy themed fun. Hope for good weather and small telescopes will be available for a hands-on experience, plus visitors can view the evenings featured astronomical object through the 11” Schmidt-Cassegrain telescope in the Museum’s Gilliland Observatory. On clear nights during September and October 2019 the program will take place on the plaza next to the main entrance of the museum. In the event of rain or threat of thunderstorms, no observing will take place but indoor activities will still be available. 8-10 p.m., Museum of Science, Boston, Gilliland Observatory, 1 Science Park, Boston.

Saturday, Sept. 7 

Sunflower Festival

Lanni Orchards’ 2019 Sunflower Festival comes to a close this weekend. Enjoy four acres of beautiful sunflowers in a variety of colors to pick and take photos in. 8 a.m. to 8 p.m. Lanni Orchards, 294 Chase Rd, Rt. 13, Lunenburg.

Chinatown Main Street lantern Festival

The Chinatown Main Street lantern Festival returns for its sixth year. 10 a.m. to 6 p.m., Rose Kennedy Greenway, Boston. 

Trillium Garden on the Greenway

The Trillium Garden returns to the Greenway Wednesday through Sunday. Located at the corner of High Street and Atlantic Avenue, the Trillium Garden on the Greenway is Boston's first fully open-air Beer Garden, featuring draft beers by Trillium Brewing Co. and wine by Westport Rivers Winery. 11 a.m. to 10 p.m., Rose Kennedy Greenway, Boston.

Verrill Farm’s Farm Day Festival

Enjoy a day of fun on the farm with hayrides, sunflower picking, farm equipment, petting zoo, live music and more. Verrill Farm, 11 Wheeler Road, Concord.

Greenway Open Market

The Greenway Open Market is back for another season featuring area artists, crafters and independent designers. Explore the parks, stroll tree-lined promenades, take in the city sights, soak up the sunshine, play in the Rings Fountain, grab a bite to eat at a food truck, and shop at this original Boston experience. 11 a.m. to 5 p.m., The Rose Fitzgerald Kennedy Greenway, Rings Fountain, Milk Street, Boston.

Southie Saturday

Come play in and enjoy great food, drinks and lawn games at The Lawn on D. Noon to 11 p.m. Enjoy live music on the lawn from Never in Vegas at 6 p.m.., The Lawn on D, 420 D St., Boston.

Boylston Schul-Verein Oktoberfest 2019

Boylston Schul-Verein, one of New England's largest and most authentic Oktoberfest Celebrations, returns with German beer, food and music in a family friendly atmosphere featuring 16 different German beers on draught, food and more. Noon to 6 p.m., Boylston Schul-Verein, 8 County St., Walpole.

City Winery on The Greenway

City Winery Boston and the Greenway Conservancy bring City Winery on The Greenway to Dewey Square this summer. This downtown open-air wine garden will feature wine by City Winery Boston, along with beer and cider from Harpoon Brewery. Head down today from 1-9 p.m., Dewey Square, Atlantic Ave, Boston.

Spectacle Summer Nights featuring Trillium Brewing and L.L.Bean

Enjoy this after hour event on Spectacle Island for an evening of relaxation, fun and music supported by L.L. Bean. Sit on the porch and enjoy live music, set up a picnic dinner, roast marshmallows on the beach, hike with a ranger, try your hand at fly fishing, or relax in a hammock. The event also features a Trillium Beer Garden. 3-7 p.m., Spectacle Island, Boston.

Boston Night Market 2019: Fall Edition

The Boston Night Market returns, featuring many of Boston’s best vendors, artists and performers at City Hall Plaza. Inspired by traditional night markets in Asia, the third installation of the Boston Night Market will feature: lights, food, games and entertainment. 4-10 p.m., City Hall Plaza, Boston.

Blue Man Group at the Charles Playhouse

Combining music, technology and comedy, Blue Man Group creates a form of entertainment that can’t be defined, but appeals to people of all ages. Described as “innovative,” “energetic” and “wildly entertaining,” the best way to truly understand what Blue Man Group is, is to see the show yourself. Tickets start at $45. Performances today at 2 p.m., 5 p.m. and 8 p.m., Charles Playhouse, 74 Warrenton St., Boston.

Sunday, Sept. 8

Sunflower Festival

Lanni Orchards’ 2019 Sunflower Festival comes to a close this weekend. Enjoy four acres of beautiful sunflowers in a variety of colors to pick and take photos in. 8 a.m. to 8 p.m. Lanni Orchards, 294 Chase Rd, Rt. 13, Lunenburg.

SoWa Open Market

Stop by the award-winning SoWa Open Market and enjoy Boston's largest celebration of local art, food and music. 10 a.m. to 4 p.m., SoWa Boston, 450 Harrison Ave., Boston.

Somerville Dog Festival 2019

The Annual Somerville Dog Festival returns for its 10th year with its community-wide event to celebrate dogs and the families who love them. 11 a.m. to 3 p.m., 541 Broadway, Somerville. 

City Winery on The Greenway

City Winery Boston and the Greenway Conservancy bring City Winery on The Greenway to Dewey Square this summer. This downtown open-air wine garden will feature wine by City Winery Boston, along with beer and cider from Harpoon Brewery. Head down today from 11 a.m. to 7 p.m., Dewey Square, Atlantic Ave, Boston.

Blue Man Group at the Charles Playhouse

Combining music, technology and comedy, Blue Man Group creates a form of entertainment that can’t be defined, but appeals to people of all ages. Described as “innovative,” “energetic” and “wildly entertaining,” the best way to truly understand what Blue Man Group is, is to see the show yourself. Tickets start at $45. 5 p.m., Charles Playhouse, 74 Warrenton St., Boston.

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