October is here and it is one of our favorite months in Boston! The cool crisp air, foliage, fall treats, Halloween and more all make this a very fun and special time in the city. Some of our picks for special events this October are listed below. We hope these inspire some special fall fun outings this month!!
October 1-6
Oktoberfest at Lansdowne Pub
Thursday, October 3, 4pm
Enjoy a Sam Adams Octoberfest in a souvenir signature mug; stein hoist contest
Mayhew’s Fall Grand Tasting
Thursday October 3, 5-7pm
Enjoy a wine tasting and delicious Charcuterie at Mayhew’s Fort Point Wine Shop
First Fridays
Friday, October 4, 10pm
Enjoy DJ and late night kitchen at the Hard Rock Cafe
Harpoon Brewery Octoberfest
Friday and Saturday, October 4& 5th
Harpoon’s largest festival of the year
Boston Food Truck Festival
Saturday, October 5, 11-5
Rose Kennedy Greenway
Food trucks, trillium beer, local artisans, kids activities and more!
Cheeky Monkey Octoberfest
Saturday October 5, 4pm
live entertainment, local beer, themed food and more!
SOWA Open Market
Sunday, October 6, 10am
Local art, food, beer garden, food trucks, shopping, lawn games and more!
Harpoon Brewery Dogtoberfest
Sunday, October 6, 11am
run/walk, costume contest, beers for the people and special dog friendly treats for the pups
Back Bay Beer Festival
Sunday, October 6, 12-3pm
Food truck inspired foods, giveaways, beer tastings and more!
October 7-13
Boston Public Market at Seaport
Wednesday, October 9, 12pm
Last month of the farmer’s market in Seaport Common
Celebrate 10 years of the Greenway
Thursday, October 10, 5:30pm
Specially commissioned dance performance in and around the colored lights of the Rings Fountain
Blue Man Group
Charles Playhouse
Friday, October 11, 7:30pm
always a favorite!
Fenway Neighborhood Food Tour
Saturday, October 12, 10-12pm
Iconic restaurants in and around Fenway
2019 Last of WGBH Food & Wine Festival
Saturday, October 12, 1pm
Grand Tasting Event with a range of culinary experiences; tickets
New England Chocolate Festival
Saturday, October 12, 10-6pm
The Cyclorama at the Boston Center for the Arts
Wizards and Witches Dinner
Sunday, October 13, 5pm
Fairmont Copley Plaza
Family friendly Harry Potter themed magically inspired dinner
Brass Brunch Sundays at W Boston
Sunday, October 13, 10-2pm
October 14-20
Fall Wine Dinner at Back Bay Social Club
Wednesday, October 16, 6:30pm; tickets
mulled wine welcome treat; 3 course dinner with 3 featured wines
Astronomy After Hours
Friday, October 18, 7:30pm
Museum of Science
Fall Pumpkin Float 2019
Frog Pond
Friday, October 18, 5pm
Hundreds of illuminated jack o lanterns float on water
Movies on the Harbor- “Nightmare Before Christmas”
Friday, October 18, 8pm
The Anchor Boston
5th Annual Brunch Battle at Gather
Saturday October 19, 12pm
Vote for Brunch Battle Champion
Proceeds to benefit Community Servings
SOWA Open Market
Sunday, October 20, 10am
Local art, food, beer garden, food trucks, shopping, lawn games and more!
2019 City Winery Harvestfest
Sunday, October 20, 3pm
October 21-31st
Fall Harvest Dinner at Bar Boulud
Tuesday, October 22, 7pm
Special one night only seasonal five-course dinner with wine pairings
Boston Public Market at Seaport
Wednesday, October 23, 12pm
Last month of the farmer’s market in Seaport Common
Boston Public Market Harvest Party
Thursday, October 24, 5:30pm
Food Vendor samples, brewery and cider pop ups, live music, dancing and more; tickets
Cambridge Cider Social
Benefit for ALS research the ALS Therapy Development Institute
Local cideries and bakeries including Bantam Cider, Portico Brewing, Far from the Tree and more!
Tickets; use code datenightdiscount to receive $10 off tickets!
MFA Late Nites
Friday, October 25, 8pm
small plates, dancing, DJ, beer garden and more
Napa in New England
Friday, October 25, 6pm
Four Seasons Hotel
Haunted Hotel Halloween Party at W Boston
Saturday, October 26, 9pm
Halloween Puppy Patio Brunch at Loretta’s Last Call
Saturday, October 26, 12pm
Cask n Flagon Halloween Bash
Saturday, October 26, 10pm
Day of the Dead Halloween Party
Libery Hotel Boston
Saturday, October 26, 8pm
Basic Witches Halloween Brunch
City Tap Boston
Saturday, October 26, 11am
The Pumpkin Palooza
The Lawn on D
Saturday & Sunday, October 26 & 27
Hands On: Sherry Cocktails!
The Hawthorne
Sunday, October 27, 7pm
Loretta’s Halloween Hoedown
Thursday, October 31, 10pm
live music, costume contests, specialty cocktails
The Harp’s Halloween 2019
Thursday, October 31, 9pm
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