20+ Oktoberfest Celebrations Around Boston

Fall is heading into Boston strong and one of the most delicious periods of the season is fast approaching: Oktoberfest. Throughout September and October breweries around Boston are pulling out all the stops for this beer lovers holiday. Grab your stein, load up on some carbs, and prepare to drink. Prost! Experiences are listed in chronological order. <a href="https://joyraft.com/event/oktoberfest-at-bronwyn-somerville-392797">Oktoberfest at Bronwyn</a> When: Thursday 9/11 to Thursday 10/30 Where: Somerville Cost: $Pay as you go Info: Where better to celebrate Oktoberfest than at Boston’s most beloved German restaurant? At Bronwyn, you can sip authentic German beers and classic dishes like hand-crafted sausages, schnitzels, and pretzels while enjoying Oktoberfest entertainment. <a href="https://joyraft.com/event/mighty-squirrel-oktoberfest-ivities-fenway--2-boston-1022352">Mighty Squirrel Oktoberfest-ivities</a> When: Friday 9/12 to Sunday 9/14, Friday 9/19 to Sunday 9/21, and Saturday 9/27 Where: Fenway, Somerville, Waltham Cost: Free admission, $Pay as you go Info: Mighty Squirrel is celebrating Oktoberfest with three weekends of music, games, food specials, and plenty of German beers across their taprooms. Festivities <a href="https://joyraft.com/event/mighty-squirrel-oktoberfest-ivities-fenway--2-boston-1022352">begin in Fenway</a> with a stein-holding competition, live music from the Hofbräu Spieler Band, and festive food specials. The party<a href="https://joyraft.com/event/mighty-squirrel-oktoberfest-ivities-arsenal-yards-watertown-1022353"> continues at Arsenal Yards</a> with another round of food, music, and a stein showdown featuring Tubafrau Hofbräu Band. The final weekend lands in Waltham with the<a href="https://joyraft.com/event/mighty-squirrel-race-cancer-oktoberfest-5k-5-miler-road-race-waltham-1022349"> annual Oktoberfest 5K &amp; 5-Miler</a>, followed by a massive afterparty featuring live music, food, free skin cancer screenings, and beers for every runner and volunteer 21+. <a href="https://joyraft.com/event/oktoberfest-12th-anniversary-at-idle-hands-craft-ales-malden-392118">Oktoberfest at Idle Hands Craft Ales</a> When: Saturday 9/13 Where: Malden Cost: Free admission, $Pay as you go Info: Celebrate Idle Hands’ 14th Anniversary with Oktoberfest lagers, food by The Scott Brothers BBQ, live music, plus a stein-holding competition and a dunk tank raising funds for Housing Families.  <a href="https://joyraft.com/event/oktoberfest-at-bow-market--2-somerville-1023989">Oktoberfest at Bow Market</a> When: Saturday 9/13 to Sunday 9/14 Where: Union Square Cost: Free admission, $Pay as you go Info: Eat your weight in pretzels at this Oktoberfest celebration at Remnant Brewing. Listen to live music and enjoy German-inspired specials throughout Bow Market. Burn off some of those beers Sunday during the Lederhosen Lager Run.  <a href="https://joyraft.com/event/dorchester-brewing-oktoberfest-weekend-1--2-boston-1023992">Oktoberfest at Dorchester Brewing</a> When: Saturday 9/13 and Saturday 9/27 Where: Dorchester Cost: Free admission, $Pay as you go Info: Jam out to live music by Grüvmeiners and sample new German-style beer releases at this two-weekend Oktoberfest party at Dorchester Brewing. Participate in a Brat-eating competition, and dress to impress in lederhosen and dirndl.  <a href="https://joyraft.com/event/sam-adams-boston-octoberfest-weekend-boston-390739">Sam Adams Octoberfest Weekend</a> When: Friday 9/19 to 9/21, and Friday 9/26 to 9/28 Where: Downtown &amp; Jamaica Plain Cost: $10-15 admission Info: Sam Adams is honoring Bavarian tradition with back-to-back weekends of Octoberfest. Expect nonstop stein-hoisting competitions, live music across both the <a href="https://joyraft.com/event/sam-adams-downtown-taproom-octoberfest-boston-1023353">Downtown Boston Beer Hall and Rooftop</a>, German-inspired food specials like brat plates, pretzels, and flammkuchen pizza, plus DJs and local bands to keep the party going. <a href="https://joyraft.com/event/sam-adams-octoberfest-celebration-boston-1023350">At the JP Brewery</a>, add on the Octoberfest Tour Experience ($15) for beer samples, a food pairing, and a commemorative postcard.  <a href="https://joyraft.com/event/oktoberfest-at-the-great-american-beer-hall-medford-1023994">Oktoberfest at the Great American Beer Hall</a> When: Saturday 9/20 Where: Medford Cost: Free admission, $Pay as you go Info: Celebrate Oktoberfest at the spacious Great American Beer Hall with a full day of festivities, featuring live music, a beer stein-holding challenge, and plenty of festive food and drink including traditional brews, giant pretzels, and pizza. Lederhosen encouraged. <a href="https://joyraft.com/event/aeronaut-oktoberfest-somerville-2025-somerville-1022586">AERONAUT Oktoberfest Somerville 2025</a> When: Saturday 9/20 to 9/21 Where: Somerville  Cost: $10 general admission, $30 VIP  Info: AERONAUT’s annual Oktoberfest brings German-inspired beers like their Märzen-style classic, festive bites from Mimi’s Chuka Diner, live polka, a stein-holding competition, and a costume contest. Bonus: Saturday’s celebration overlaps with Union Square’s Fluff Festival for a true “Fluff-toberfest.” <a href="https://joyraft.com/event/trillium-oktoberfest-boston-1023357">Oktoberfest at Trillium</a> When: Saturday 9/20 to 9/21 Where: Fort Point, Fenway, the Greenway, Canton Cost: Free admission, $Pay as you go Info: Trillium is raising a glass to Oktoberfest with a weekend of crisp beers, German-inspired food specials, branded steins, and festive vibes. The main party happens at Fort Point, but you can join the celebration at Trillium Garden on the Greenway, Trillium Canton, or Trillium Fenway all weekend long. <a href="https://joyraft.com/event/vip-octoberfest-beer-dinner-boston-1023342">Sam Adams VIP Octoberfest Beer Dinner</a> When: Thursday 9/25 Where: Jamaica Plain Cost: $81.75 Info: Savor a four-course dinner paired with four traditional Oktoberfest-style beers in the brewery’s underground Bier Keller. As you dine, a Sam Adams Brewery Ambassador will take you through the brewing process that led to each beverage and why it pairs well with the cuisine. <a href="https://joyraft.com/event/oktoberfest-at-lamplighter-brewing-s-cambridge-crossing-taproom--2-cambridge-1023539">Oktoberfest at Lamplighter Brewing</a> When: Saturday 9/26 to 9/28, Friday 10/3 to 10/4 Where: Cambridge Crossing &amp; East Cambridge    Cost: $10 general admission, $40 early access Info: Lamplighter transforms their taprooms at <a href="https://joyraft.com/event/oktoberfest-at-lamplighter-brewing-s-cambridge-crossing-taproom--2-cambridge-1023539">Cambridge Crossing</a> and on <a href="https://joyraft.com/event/oktoberfest-at-lamplighter-brewing-co-s-broadway-taproom--3-cambridge-1023541">Broadway</a> into Bavarian beer halls for 2025 Oktoberfest, serving up two weekends of craft German-inspired brews, cask-conditioned Oktoberfest, kellerbier straight from the tank, and festive eats from Pepita. Guests can test their strength in stein-holding competitions, sip from limited-edition glass steins, and don lederhosen or dirndls for a chance to win free beers. <a href="https://joyraft.com/event/oktoberfest-long-live-roxbury-boston-1025001">Oktoberfest at Long Live Roxbury</a> When: Saturday 9/27 Where: Roxbury Cost: Free Info: Bring the whole family to this Oktoberfest celebration featuring a packed lineup of live entertainment, a local craft vendor market, a stein-holding competition, and themed food options. <a href="https://joyraft.com/event/fall-fest-2025-boston-1023040">Oktoberfest &amp; Fall Fest at High Street Place</a> When: Saturday 9/27 Where: Downtown Cost: Free Info: High Street Place turns into a cozy fall wonderland with seasonal bites, craft beers and cocktails, stein-holding contests, live music and DJs, kid-friendly crafts, and classic lawn games at their outdoor Biergarten, and so much more.  <a href="https://joyraft.com/event/oktoberfest-beer-fest-party-boston-1024405">Oktoberfest BEER FEST Party at Time Out Market</a> When: Saturday 9/27 Where: Fenway Cost: Free Info: Sample locally crafted beers from top New England breweries for FREE while enjoying seasonal dishes from some of Boston’s best kitchens. The afternoon also features a stein-holding contest, live DJ, photo booth, and festive activities throughout the market. <a href="https://joyraft.com/event/oktoberfest--14-somerville-1022757">Club Volo Oktoberfest</a> When: Saturday 10/11 Where: Somerville Cost: Free admission, $Pay as you go Info: Celebrate Oktoberfest with games, beer, and good vibes at Club Volo at Assembly Row. Play pickleball, volleyball, cornhole, Connect 4, and Jenga, test your strength in stein-holding competitions, enjoy the on-site bar, and snag exclusive giveaways from partners and vendors. <a href="https://joyraft.com/event/45th-annual-harvard-square-oktoberfest-cambridge-1003930">46th Annual Harvard Square Oktoberfest and HONK! Parade</a> When: Sunday 10/12 Where: Harvard Square Cost: Free Info: Celebrate Oktoberfest and HONK! all in one go at this raucous all weekend festival in Harvard Square. Listen to live music on multiple stages, sample food from international food vendors, experience arts and crafts, and toast at festive beer gardens around the square. Don’t miss the annual HONK! Parade.

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20+ Oktoberfest Celebrations Around Boston

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