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
Fri2
Today
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
At 10 AM
🖼️Exhibition🏰Heritage
Cartographies of Arctic Change by Greg Fiske
Cape Cod Museum of Natural History
Sat3
Tomorrow
Wed7
Wednesday 7 October
Later
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
✂️Workshop🍽️Food
A Taste of Charm: Dumpling Workshop
The Charm on Main
Thu 22 · 4 PM$995
🎾Racket sports🧘Wellness
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 · 5 PM$76.54
A Taste of Charm: Pasta from Scratch
The Charm on Main
Fri 30 · 6 PMFree
Deep Canvassing in Brewster
Bob's Diner
Thu 5 Nov · 3 PM$1,129
Retreat Ready: Design and Refine Your Own Transformational Retreat
Ocean Edge Resort & Golf Club
Sat 14 Nov · 9 AM
2026 Brewster Holiday Fair
Brewster Baptist Church
Sat 21 Nov · 1 PM$81.88
Holiday Swag Décor Workshop at The Chatham Bars Inn Farm
Chatham Bars Inn Farm
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
Tomorrow · 7 PMFree
🎸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
Fri 23 · 2 PMFree
🎷Jazz🎫Concert
Jazz Program
Eastham 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
At 5 PM
🎸Jam / Open mic
Open Mic Night
Wellfleet Public Library
Sun 18 · 12 PM
🎷Jazz🎸Jam / Open mic
Jazz Jam Cape Cod Hosted By Bart Weisman
Cultural Center of Cape Cod, South Yarmouth, Ma.
Tomorrow · 8 PM
🪕Folk / Acoustic🎫Concert
Jim McCue LIVE at Skippy’s Saturday 10/3
Skippy's Pier I Restaurant & Marina, Yarmouth
Tomorrow · 10 AM$13.39
🎪Street party🌳Outdoors
Love Farms Harvest Festival: Pickle Week
Love Farms, Dennis
Tomorrow · 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
Sat 24 · 2 PM
🎪Street party
Howl-O-Ween Dog Party Hosted by Friends of Dennis Dog Park
Devil’s Purse Brewing Company, South Dennis
Tomorrow · 5:30 PM$100–5,000
🎉Club🌳Outdoors
The First Tide
The Uncommoner Hotel, Yarmouth
Sat 10
🎪Street party
2026 South Yarmouth Seaside Festival
Joshua Sears Memorial Field, South Yarmouth
At 7:30 PM$39.19
🎤Stand-up
COMEDIAN JUSTON MCKINNEY
The 204 Cultural Arts Municipal Building, Harwich
Wed 21 · 8 PMFree
🎤Stand-up😂Comedy
Red Nun Comedy: Fall Series
Red Nun Bar & Grill, Dennis
Sat 10 · 7:30 PM$65.87
🎤Stand-up
A Night of Comedy with Paul Nardizzi
Chatham Bars Inn
Sat 10 · 8 PM$39.19
🎤Stand-up😂Comedy
Sat Oct 10 Lenny Clarke and Friends @ Skippy's Pier 1 Rest/Marina
17 Neptune Ln, Yarmouth
Sat 10 · 1 PM
🗺️Guided tour🏰Heritage
OPEN HOUSE Cobb House Museum and Windmill Village
Brewster Historical Society
Sun 25 · 6 PM
🎬Cinema
The EGH Halloween Film Festival
The Edward Gorey House
Fri 9 · 10:30 AMFree
📖Story time🎨Creative workshop
Wee Read
Eldredge Public Library, Chatham
At 6:30 PM$17.85
🎬Cinema
Manhattan Short Film Festival FRIDAY, 10/2
Wellfleet Preservation Hall
Tue 6 · 5:30 PMFree
🗣️Talk🏰Heritage
Native American Land Use and Colonial Cape Cod
Sturgis Library, Barnstable
Wed 7 · 9 AMFree
🌳Outdoors
New Members Guided Walk - Frost Fish Creek
Frost Fish Creek Trailhead at Monomoy Middle School Parking Lot, Chatham
Your passions nearby
Tap what you're into — we'll find the outings around you.
