What's on in Brewster?
31 upcoming events
See it on a mapVenues at a glanceWe've rounded up 31 upcoming events in Brewster — concerts, parties, theatre, exhibitions, family outings — updated every day. Pick a theme or just scroll.
Events in Brewster
Mon28
Today
At 10 AM
🖼️Exhibition🔬Science
Cartographies of Arctic Change by Greg Fiske
Cape Cod Museum of Natural History
At 10 AM
🖼️Exhibition🔬Science
Cartographies of Arctic Change by Greg Fiske
Cape Cod Museum of Natural History
At 10 AM
🖼️Exhibition🏰Heritage
Cartographies of Arctic Change
Cape Cod Museum of Natural History
At 10 AM
🖼️Exhibition🏰Heritage
Cartographies of Arctic Change — Greg Fiske
Cape Cod Museum of Natural History
At 10 AM
🖼️Exhibition🔬Science
Cartographies of Arctic Change — Greg Fiske
Cape Cod Museum of Natural History
At 10 AM
🖼️Exhibition🏰Heritage
Cartographies of Arctic Change by Greg Fiske
Cape Cod Museum of Natural History
Wed30
Wednesday 30 September
Fri2
Friday 2 October
Sat3
Saturday 3 October
Later
Wed 7 · 5 PM$75
✂️Workshop🍽️Food
Date Night in Tuscany — A Taste of Charm
The Charm on Main
Fri 9 · 6 PM
🎉Parties
CCHC/HJT 75th Anniversary Gala
Crosby Mansion
Sat 10 · 10 AM
🖼️Exhibition🪑Flea market
By the Bay Fine Art & Craft Show - Columbus Day Weekend
Drummer Boy Park
Sun 11 · 11 AM$12.51
🚶Walk🌳Outdoors
Chatham Bars Inn Farm Fall Frolic
Chatham Bars Inn Farm
Sun 11 · 2 PM$12.51
🗺️Guided tour🌳Outdoors
Chatham Bars Inn Farm Fall Frolic
Chatham Bars Inn Farm
Mon 12 · 9 AM$800
🗣️Talk📚Literature
David Gessner’s Writing Cape Cod Classes
Cape Cod Museum of Natural History
Mon 12 · 9 AM$800
✂️Workshop📚Literature
David Gessner’s Writing Cape Cod Classes
Cape Cod Museum of Natural History
Tue 13 · 9 AM$800
✂️Workshop📚Literature
David Gessner’s Writing Cape Cod Classes
Cape Cod Museum of Natural History
Tue 13 · 9 AM$800
✂️Workshop📚Literature
David Gessner’s Writing Cape Cod Classes
Cape Cod Museum of Natural History
Tue 13 · 9 AM$800
✂️Workshop📚Literature
David Gessner’s Writing Cape Cod Classes
Cape Cod Museum of Natural History
Wed 14 · 5 PM$76.54
✂️Workshop🍽️Food
A Taste of Charm: Plant-Powered Kitchen
The Charm on Main
Sat 17 · 10 AMFree
🕊️Human rights🏛️Politics & Economy
No Kings: Vote Early
First Parish Brewster Unitarian Universalist Church
Wed 21 · 5 PM$76.54
A Taste of Charm: Dumpling Workshop
The Charm on Main
Thu 22 · 4 PM$995
Pickleball Camp: A Weekend Retreat for Adults Only
Ocean Edge Resort & Golf Club
Sat 24
🧺Market🪡Crafts
2026 Brewster Mini Craft Fair
Lemon Tree Village
Sat 24 · 9:30 AM$17.92–40
🏃Running🤾Sports & fitness
Brewster Grin 'N Bear It 5K and 1 Mile Fun Run
20 Farm to Market Road
Wed 28 Oct · 5 PM$76.54
A Taste of Charm: Pasta from Scratch
The Charm on Main
Sat 14 Nov · 9 AM
2026 Brewster Holiday Fair
Brewster Baptist Church
Fri 2 Apr · 4 PM$995
Wool and Wellness: Knit, Nourish, Renew with Amanda Barcenas
The Charm on Main
Fri 23 Jul
🗺️Guided tour🚴Cycling
Cape Cod Weekend Getaway
Brewster
See also in Brewster
Sat 3 · 7 PM
🎸Rock🎫Concert
Alley Bowling & BBQ: Power Load -- AC/DC Tribute
THE ALLEY BOWLING & BBQ, Orleans
Wed 14 · 7 PM$35
🎻Classical🌐World music
Secret Planet Cape Cod ft. Derek Gripper [Candlelight Concert]
Chapel in The Pines, Eastham
Sat 17 · 7 PM$16.79
🎫Concert
Oyster Fest After Party at Hog Island Beer Co. with The Boston Naturals!
Hog Island Beer Co., Orleans
At 7 PM
❓Quiz🎫Concert
Cape Cod Trivia
The Barley Neck, Orleans
Wed 30 · 6 PM
❓Quiz🎫Concert
Trivia Night
Wellfleet Public Library
Sat 10 · 12 PM$34.83–137.58
🪕Folk / Acoustic🎹Blues
OUTERMOST ROOTS AND BLUES FESTIVAL
Nauset Beach, Orleans
Sat 17 · 1 PMFree
🎶Singer-songwriter🪕Folk / Acoustic
Moqueca with Olivia Yingling - Music from Latin American
Brooks Free Library, Harwich
Sun 18 · 12 PM
🎷Jazz🎸Jam / Open mic
Jazz Jam Cape Cod Hosted By Bart Weisman
Cultural Center of Cape Cod, South Yarmouth, Ma.
Sat 3 · 8 PM
🪕Folk / Acoustic🎫Concert
Jim McCue LIVE at Skippy’s Saturday 10/3
Skippy's Pier I Restaurant & Marina, Yarmouth
Sat 3 · 10 AM$13.39
🎪Street party🌳Outdoors
Love Farms Harvest Festival: Pickle Week
Love Farms, Dennis
Sat 3 · 11 AM
🎪Street party🤝Volunteering
Law Enforcement Appreciation Day Hosted by Hinckley Home Center
Hinckley Home Center, Harwich
Sun 4 · 10 AM
🎪Street party🌳Outdoors
Barks in the Park
Harwich Community Center
Tue 20 · 1 PM$10
🪇Salsa🌹Tango
California Mix Dance Parties at Dennis Senior Center
Dennis Center for Active Living (DCAL), South Dennis
Wed 30 · 7 PMFree
❓Quiz🌳Outdoors
Trivia Night at Finn's Craft Beer Tap House
Finn's Craft Beer Tap House, Hyannis
Sat 3 · 12 PM$21.93–75.38
🧺Market
Cape Cod Beer's Oyster Fest: Shuck! A Day of Oysters and Beer!
Cape Cod Beer, Barnstable
Sat 3 · 5:30 PM$100–5,000
🎉Club🌳Outdoors
The First Tide
The Uncommoner Hotel, Yarmouth
Wed 30
🖼️Exhibition
Take Down: Celebrating Nature with 6 Brewster Artists
Auditorium
Tomorrow · 6 PMFree
🗣️Talk🌱Ecology
The Importance of Planting Trees with Russell Norton
Eastham Public Library
Sat 10 · 1 PM
🗺️Guided tour🏰Heritage
OPEN HOUSE Cobb House Museum and Windmill Village
Brewster Historical Society
Wed 30 · 4:15 PM
📚Literature📜Poetry
Books, Please! – September
The Edward Gorey House
Thu 1 · 6:30 PM$17.85
🎬Cinema
Manhattan Short Film Festival THURSDAY, 10/1
Wellfleet Preservation Hall
At 10:30 AMFree
🗣️Talk📚Literature
Chatham Writers 02633
Eldredge Public Library, Chatham
Thu 1 · 5 PM$10
🗣️Talk🏰Heritage
History on Tap: Glass, Everyday Life, and the American Revolution
Cape Cod Maritime Museum, Hyannis, Ma.
Fri 2 · 10 AM
🗣️Talk
What’s Happening At This Time: A Discussion Group
Sturgis Library, Barnstable
Fri 9 · 10 AMFree
🎯Board games
Board Game Day
Eastham Public Library
At 6:30 PM
♠️Card games🌳Outdoors
Cribbage Night
Wellfleet Public Library
Wed 30 · 1 PMFree
🎯Board games
Legos!
Brooks Free Library, Harwich
Thu 1 · 3:30 PMFree
♙Chess
Chess Club for Kids!
Brooks Free Library, Harwich
Thu 8 · 3:30 PMFree
🃏Trading cards
Monthly Pokemon Club
Brooks Free Library, Harwich
Fri 9 · 10:30 AM
🎯Board games
Free Play Friday
Wellfleet Public Library
Your passions nearby
Tap what you're into — we'll find the outings around you.
