Events Calendar - Community Events
Autumn Awakening Sip & Shop @ Where Memories Are Made
Our Annual Fall Shopping Event is back! Be the first to experience new arrivals for the fall season and grab your goodies for the season!
Friday Live Music at Penny Lane Pub
Join us every Friday night for live music at Penny Lane Pub!!
2026 Sidewalk Sale
Merchants from Boston Post Road / Rt 1 to Main Street, businesses in between and in neighboring towns will be offering special sales and promotions. Shop great deals Friday, Saturday & Sunday!
SOS Trees Save our Shade Community Meeting
Tree advocacy, free trees, community environment
2026 Sidewalk Sale
Merchants from Boston Post Road / Rt 1 to Main Street, businesses in between and in neighboring towns will be offering special sales and promotions. Shop great deals Friday, Saturday & Sunday!
Lobster Eggstravaganza Sunday Brunch
Sunday Lobster Eggstravaganza at Fresh Salt! Enjoy luxe lobster dishes with brunch, no extra charge. Come for the views. Stay for the lobster.
Trivia with Dave Lefkin in the Choo Choo Lounge
Join us Mondays at 7 PM for Trivia Night with Dave Lefkin in the Choo Choo Lounge! Food, drinks & fun await!
Trivia Night at Essex Indoor Golf
Free Trivia Night - Stop in for some trivia fun, food, and drinks! (No golf required, but we won't stop you if you feel like playing!)
Dark Nonfiction Book Club
A book club for the morbidly curious. We will explore dark topics such as true crime, natural disasters, war stories, death and dying, manmade disasters, forens
Trivia night at Coastline Brewing Company
Coastline Brewing company in Westbrook host Trivia every Wednesday beginning at 7 PM.
Friday Live Music at Penny Lane Pub
Join us every Friday night for live music at Penny Lane Pub!!
Lobster Eggstravaganza Sunday Brunch
Sunday Lobster Eggstravaganza at Fresh Salt! Enjoy luxe lobster dishes with brunch, no extra charge. Come for the views. Stay for the lobster.
Trivia with Dave Lefkin in the Choo Choo Lounge
Join us Mondays at 7 PM for Trivia Night with Dave Lefkin in the Choo Choo Lounge! Food, drinks & fun await!
When Trees Testify: Reclaiming America’s Black Botanical Legacy with Beronda Montgomery
Join us for a riveting conversation with award-winning biologist Beronda Montgomery as we discuss her book, When Trees Testify: Science, Wisdom, History, and Am
Trivia Night at Essex Indoor Golf
Free Trivia Night - Stop in for some trivia fun, food, and drinks! (No golf required, but we won't stop you if you feel like playing!)
Third Annual End of Summer Patio Party (21+)
Join us for our Third Annual End of Summer Patio Party on Wednesday, August 26 at 6:00 PM for an evening of great food, live music, and summer fun!
Trivia night at Coastline Brewing Company
Coastline Brewing company in Westbrook host Trivia every Wednesday beginning at 7 PM.
High Altitudes and High Stakes: A Miss Marple Mystery with Lucy Foley
Join us for a thrilling conversation with acclaimed author Lucy Foley as we delve into her brand-new Miss Marple mystery, Murder at the Grand Alpine Hotel.
Friday Live Music at Penny Lane Pub
Join us every Friday night for live music at Penny Lane Pub!!
Lobster Eggstravaganza Sunday Brunch
Sunday Lobster Eggstravaganza at Fresh Salt! Enjoy luxe lobster dishes with brunch, no extra charge. Come for the views. Stay for the lobster.
Trivia with Dave Lefkin in the Choo Choo Lounge
Join us Mondays at 7 PM for Trivia Night with Dave Lefkin in the Choo Choo Lounge! Food, drinks & fun await!
Trivia Night at Essex Indoor Golf
Free Trivia Night - Stop in for some trivia fun, food, and drinks! (No golf required, but we won't stop you if you feel like playing!)
Trivia night at Coastline Brewing Company
Coastline Brewing company in Westbrook host Trivia every Wednesday beginning at 7 PM.
Friday Live Music at Penny Lane Pub
Join us every Friday night for live music at Penny Lane Pub!!
Lobster Eggstravaganza Sunday Brunch
Sunday Lobster Eggstravaganza at Fresh Salt! Enjoy luxe lobster dishes with brunch, no extra charge. Come for the views. Stay for the lobster.
Trivia with Dave Lefkin in the Choo Choo Lounge
Join us Mondays at 7 PM for Trivia Night with Dave Lefkin in the Choo Choo Lounge! Food, drinks & fun await!
Trivia Night at Essex Indoor Golf
Free Trivia Night - Stop in for some trivia fun, food, and drinks! (No golf required, but we won't stop you if you feel like playing!)
Trivia night at Coastline Brewing Company
Coastline Brewing company in Westbrook host Trivia every Wednesday beginning at 7 PM.
Friday Live Music at Penny Lane Pub
Join us every Friday night for live music at Penny Lane Pub!!
Lobster Eggstravaganza Sunday Brunch
Sunday Lobster Eggstravaganza at Fresh Salt! Enjoy luxe lobster dishes with brunch, no extra charge. Come for the views. Stay for the lobster.
Trivia with Dave Lefkin in the Choo Choo Lounge
Join us Mondays at 7 PM for Trivia Night with Dave Lefkin in the Choo Choo Lounge! Food, drinks & fun await!
Trivia Night at Essex Indoor Golf
Free Trivia Night - Stop in for some trivia fun, food, and drinks! (No golf required, but we won't stop you if you feel like playing!)
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2026-2027 Middlesex United Way Campaign Kickoff & Day of Caring
Save the date for Middlesex United Way's 2026-2027 Campaign Kickoff & Day of Caring on September 16. Details coming soon!
Chamber Connections - 09/16/26 - Ascend Bank/Grey Ledge Advisors
Join us networking with new and seasoned members alike! Sip, snack and catch up on business!
Trivia night at Coastline Brewing Company
Coastline Brewing company in Westbrook host Trivia every Wednesday beginning at 7 PM.
Friday Live Music at Penny Lane Pub
Join us every Friday night for live music at Penny Lane Pub!!
SOS Trees Save our Shade Community Meeting
Tree advocacy, free trees, community environment
Lobster Eggstravaganza Sunday Brunch
Sunday Lobster Eggstravaganza at Fresh Salt! Enjoy luxe lobster dishes with brunch, no extra charge. Come for the views. Stay for the lobster.
Trivia with Dave Lefkin in the Choo Choo Lounge
Join us Mondays at 7 PM for Trivia Night with Dave Lefkin in the Choo Choo Lounge! Food, drinks & fun await!
Trivia Night at Essex Indoor Golf
Free Trivia Night - Stop in for some trivia fun, food, and drinks! (No golf required, but we won't stop you if you feel like playing!)
Trivia night at Coastline Brewing Company
Coastline Brewing company in Westbrook host Trivia every Wednesday beginning at 7 PM.
Friday Live Music at Penny Lane Pub
Join us every Friday night for live music at Penny Lane Pub!!
Lobster Eggstravaganza Sunday Brunch
Sunday Lobster Eggstravaganza at Fresh Salt! Enjoy luxe lobster dishes with brunch, no extra charge. Come for the views. Stay for the lobster.
Trivia with Dave Lefkin in the Choo Choo Lounge
Join us Mondays at 7 PM for Trivia Night with Dave Lefkin in the Choo Choo Lounge! Food, drinks & fun await!
Trivia Night at Essex Indoor Golf
Free Trivia Night - Stop in for some trivia fun, food, and drinks! (No golf required, but we won't stop you if you feel like playing!)
Trivia night at Coastline Brewing Company
Coastline Brewing company in Westbrook host Trivia every Wednesday beginning at 7 PM.
Friday Live Music at Penny Lane Pub
Join us every Friday night for live music at Penny Lane Pub!!
Lobster Eggstravaganza Sunday Brunch
Sunday Lobster Eggstravaganza at Fresh Salt! Enjoy luxe lobster dishes with brunch, no extra charge. Come for the views. Stay for the lobster.
Trivia with Dave Lefkin in the Choo Choo Lounge
Join us Mondays at 7 PM for Trivia Night with Dave Lefkin in the Choo Choo Lounge! Food, drinks & fun await!
Trivia Night at Essex Indoor Golf
Free Trivia Night - Stop in for some trivia fun, food, and drinks! (No golf required, but we won't stop you if you feel like playing!)
Trivia night at Coastline Brewing Company
Coastline Brewing company in Westbrook host Trivia every Wednesday beginning at 7 PM.
Friday Live Music at Penny Lane Pub
Join us every Friday night for live music at Penny Lane Pub!!
Lobster Eggstravaganza Sunday Brunch
Sunday Lobster Eggstravaganza at Fresh Salt! Enjoy luxe lobster dishes with brunch, no extra charge. Come for the views. Stay for the lobster.
Trivia with Dave Lefkin in the Choo Choo Lounge
Join us Mondays at 7 PM for Trivia Night with Dave Lefkin in the Choo Choo Lounge! Food, drinks & fun await!
Trivia Night at Essex Indoor Golf
Free Trivia Night - Stop in for some trivia fun, food, and drinks! (No golf required, but we won't stop you if you feel like playing!)
Trivia night at Coastline Brewing Company
Coastline Brewing company in Westbrook host Trivia every Wednesday beginning at 7 PM.
