Cape Cod Events 2026

View events on Cape Cod on or after 02/15/2020

Thanksgiving Hymn Sing!

Where: Performing Arts Center, 95 Southern Eagle Cartway, Brewster

When: Sunday, October 12, 2025, 3:30 PM - 5:00 PM

How Much: Free

Categories: Music

Come lift your voice at Arts Empowering Life's Thanksgiving Hymn Sing! Gather with family and friends, join in singing songs of thanks and praise, and enjoy light refreshments.

Wellfleet OysterFest 2025

Where: Downtown Wellfleet, 300 Main St., Wellfleet

When: Saturday, October 18, 2025 10:00 AM - Sunday, October 19, 2025 5:00 PM

How Much: $20, Varies

Categories: Festival

The Wellfleet OysterFest will take place the weekend of Saturday and Sunday, October 18-19, 2025 in Wellfleet, MA. This two-day family festival celebrates the town's famous oysters, clams and shellfishing traditions bringing together locals and visitors alike for a week...read more

Oktoberfest in Chatham

Where: Kate Gould Park, 15 Chatham Bars Ave, Chatham

When: Saturday, October 18, 2025, 10:30 AM - 4:30 PM

How Much: Free

Categories: Festival

Listen to live entertainment, drink delicious local beer, browse numerous craft booths, and eat iconic Oktoberfest bratwursts.One of the main highlights of Oktoberfest in Chatham is Pumpkin People in the Park. The park is filled with creative and fun "pumpkin people" th...read more

Will Evans

Where: 13 Lake Ave, Mashpee

When: Saturday, October 18, 2025, 7:00 PM - 11:00 PM

How Much: Adults $34, Children $34

Categories: Music

Will Evans pulls everyone into his embrace. He musically accesses a space without boundaries where all are welcome to commune openly and move freely. Through quotable folk-inspired lyrics, breezy grooves, and roots energy, it's as if he's giving you permission to be tha...read more

Town Cove Tap House Oktoberfest

Where: Town Cove Tap House, 22A Main Street, Orleans

When: Saturday, October 18, 2025, 3:00 PM - 6:00 PM

How Much: Free

Categories: Food/Wine

Join us at Town Cove Tap House for our very own Oktoberfest! On October 18th from 3 - 6 p.m come enjoy food, beer, games, and live music from at 4 - 6 p.m. This family fun event is a can't miss. Come sip with us and your friends at Town Cove Tap House! ????????

The Wicked Oyster Celebrates OysterFest Weekend with a Two-day "Wicked OysterFest" Patio Party — Oct

Where: The Wicked Oyster , 50 Main Street, Wellfleet

When: Saturday, October 18, 2025 11:00 AM - Sunday, October 19, 2025 3:00 PM

How Much: Free

Categories: Festival

Alex Hay, owner of Wellfleet Shellfish Company, the largest handler of Wellfleet Oysters, along with The Wicked Oyster partners Chef Garrett Smythe and Wine Director Sebastien Taffara are sharing their appreciation for the beloved bivalve by throwing an epic two-day 'Wi...read more

Nathan Laube Organ Concert

Where: Church of the Transfiguration, 9 Bay View Drive, Orleans

When: Saturday, October 18, 2025, 7:30 PM - 9:00 PM

How Much: $35, $35 General; $30 Senior; free for Students and youth 18 & under

Categories: Music

A leading performer, pedagogue, and Grammy award-winning artist, Mr. Laube has performed extensively around the globe, and is known for his "masterful" (The Tracker) performances, and for exhibiting playing that was "flawless, inspired, and… transporting." (Diapason). H...read more

Pink Pumpkin

Where: Sandwich Glass Museum , 129 Main Street, Sandwich

When: Thursday, October 23, 2025, 5:00 PM - 7:00 PM

How Much: $25

Categories: Other (Nonprofit Fundraisers, Wellnes)

During October's Breast Cancer Awareness Month, we invite you to an evening of information, sisterhood, and glassblowing.Special Guests Speakers Jennifer Rako, founding member of the Cape Cod Women's Cancer Prevention and Early Detection Fund and Dr. Naomi Kalliath, Bre...read more

Pumpkin People in the Park

Where: Kate Gould Park, Main Street and Beyond, Chatham

When: Daily, Tuesday, October 14, 2025 - Friday, October 31, 2025

How Much: Free

Categories: Festival

Pumpkin People in the Park can be found in Kate Gould Park and the bandstand on Main Street. The creative and innovative Pumpkin People are fashioned by local businesses, organizations or just plain folk. They are on display from October 14-31! Come and see these outr...read more

Cape Symphony: The Best of Broadway

Where: Barnstable Performing Arts Center, 744 West Main St, Hyannis

When: Sunday, October 19, 2025, 3:00 PM - 5:00 PM

How Much: Free

Categories: Music

The Cape Symphony Orchestra will kick off its 2025/26 CapePOPS! series with "Defying Gravity: The Best of Broadway!" at the Barnstable Performing Arts Center at 3:00 PM and 7:30 PM on October 18 and at 3:00 PM on October 19. Guest conductor Jason Seber will lead a prog...read more