Lower Cape Cod Events and Things to Do

View events in Lower Cape Cod on or after 9/15/2025

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

A Seaside Christmas in Orleans

Where: Orleans

When: Daily, Friday, November 28, 2025 - Saturday, December 6, 2025

How Much: Free

Categories: Holiday

The Orleans Chamber of Commerce kicks off its annual Seaside Christmas festivities with an array of holiday happenings on Friday November 29th, including Breakfast with Mrs. Claus, the arrival of Santa, Winterfest Orleans events and amazing holiday deals during Small ...read more

Outermost Roots & Blues Festival

Where: Nauset Beach, Orleans

When: Saturday, October 11, 2025 12:00 PM - Sunday, October 12, 2025

How Much: Adults $208, Children $59, Tickets range from $59-$342

Categories: Music

The Outermost Roots & Blues Festival is a celebration of roots, blues, Americana, and folk music, bringing together national touring acts and regional talent for a day of live performances, food, drinks, and community on the Cape. Join us on Nauset Beach for this epic e...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

A Grave Situation, Walking Tour of Brewster Cemetery - October

Where: Brewster Cemetery, 465 Lower Rd, Brewster

When: Thursday, October 30, 2025, 4:00 PM - 5:15 PM

How Much: $18

Categories: Historical

A Grave Situation, Walking Tour of Brewster Cemetery scripted by Sally Cabot Gunning. A Narrated walking tour of the famous, the infamous, the unknown and ignored – till now! Expect uneven terrain — and "spirited" guests. Tickets are limited, reservations required.

A Different Drummer Craft Fair ~ 3rd Annual Holiday Craft Fair~Nov 1 Harwich

Where: Monomoy Regional High School Gym, 75 Oak St, Harwich

When: Saturday, November 1, 2025, 10:00 AM - 4:00 PM

How Much: Free

Categories: Festival

Join us for the start of the holidays at Monomoy Regional High School Gym for all your holiday shopping. 60 select craftspeople from towns on Cape Cod and around New England will be presenting their handcrafted items for your home friends and family.We bring the entire ...read more

A Different Drummer 3rd Annual Holiday Craft Fair ~ November 1 ~ Harwich

Where: Monomoy Regional High School Gym, 75 Oak St, Harwich

When: Saturday, November 1, 2025, 10:00 AM - 4:00 PM

How Much: Free

Categories: Festival

A Different Drummer leads off the holiday season with 50 select craftspeople from Cape Cod and New England at the 3rd Annual Holiday Craft Fair. You will find a wide variety of quality handcrafted items made by the person behind the table. You'll find many crafts repres...read more

Holiday Market & Open House

Where: Gibson Sothebys International Realty, 6 Route 6A, Orleans

When: Saturday, November 15, 2025, 10:00 AM - 3:00 PM

How Much: Free

Categories: Holiday

Mark your calendars for November 15th and join us at our Orleans office for the Third Annual Holiday Market & Open House! ?? This is the perfect opportunity to check off your holiday gift list, and shop local!! ??

Orleans Tree Lighting and Caroling

Where: Snows Library/Depot Square, Main St. , Orleans

When: Friday, November 28, 2025, 4:45 PM

How Much: Free

Categories: Holiday

The Orleans Improvement Association, in partnership with the Orleans Chamber of Commerce, invites you to kick off the holiday season with us at our Annual Tree Lighting.