Cape Cod Fall Events

    The summer season is not quite over, but Cape Cod fall events are right around the corner! There are plenty of activities for you and the family to enjoy on beautiful Cape Cod while the weather is still mild and the days are a little longer. Check out our list of Cape Cod fall events to keep you busy this season!

    September Cape Cod Fall Events

    Eastham Windmill Weekend

    Date: Friday, September 6 – Sunday September 8th

    Time: Throughout the day, all weekend long

    Location: Windmill Green and Bandstand Eastham: Route 6, Eastham

    Eastham Windmill Weekend Link

    7th Annual Cape Cod Comedy Festival

    Date: Saturday, September 7

    Time: 5:00 pm – 10:00 pm

    Location: Cape Cod Fairgrounds: 1220 Nathan Ellis Highway, East Falmouth

    Cape Cod Comedy Festival Link

    All Around the Common in Yarmouth Port

    Date: Sunday, September 8

    Time: 1:00 pm – 4:00 pm

    Location: The Common on Strawberry Lane, Yarmouth

    All Around the Common Link

    Cape Cod Roots & Blues Festival

    Date: Saturday, September 14

    Time: 12:00 pm – 6:00 pm

    Location: Nauset Beach: 250 Beach Road, Orleans

    Cape Cod Roots & Blues Festival Link

    Provincetown Book Festival

    Date: Saturday, September 14 – Sunday September 15

    Time: 10:30 am – 5:30 pm

    Location: Provincetown Public Library: 356 Commercial Street, Provincetown

    Provincetown Book Festival Link

    Harwich Cranberry Arts & Music Festival

    Date: Saturday, September 14 & Sunday, September 15

    Time: Throughout the day Saturday & Sunday

    Location: The Harwich Community Center Field: 100 Oak Street, Harwich

    Harwich Cranberry Arts & Music Festival Link

    Fall Fest Friday Event at Heritage Museums & Gardens

    Date: Friday, September 20

    Time: 2:00 pm – 7:00 pm

    Location: Heritage Museums & Gardens: 67 Grove Street, Sandwich

    Fall Fest Friday Event Link

    Love Yoga Fest

    Date: Friday, September 20

    Time: 5:30 pm

    Location: Sea Crest Beach Hotel: 350 Quaker Road, North Falmouth

    Love Yoga Fest Link

    Oktoberfest 2019 / FUNK-toberfest

    Date: Saturday, September 21

    Time: 11:00 am – 4:00 pm

    Location: Cape Cod Beer: 1336 Phinneys Lane, Hyannis

    Oktoberfest / FUNK-toberfest Link

    Block Party at the Dog

    Date: Saturday, September 21

    Time: 12:00 pm – 5:00 pm

    Location: Sea Dog Brew Pub: 23 Whites Path, South Yarmouth

    Block Party at the Dog Link

    8th Annual Cape Cod Brew Fest

    Date: Saturday, September 21

    Time: 10:00 am – 1:30 pm

    Location: Cape Cod Fairgrounds, 1220 Nathan Ellis Highway, East Falmouth

    8th Annual Cape Cod Brew Fest Link

    Grape Stomp and Music Fest at Truro Vineyards with the Dirty Water Dance Band

    Date: Sunday, September 22

    Time: Band plays 2:00 pm – 6:00 pm; Grape Stomp at 3:00 pm

    Location: Truro Vinyards & South Hollow Spirits: 11 Shore Road (Route 6), North Truro

    Grape Stomp and Music Fest Link

    6th Annual Vinegrass Music Festival

    Date: Sunday, September 29

    Time: 12:00 pm – 6:00 pm

    Location: Truro Vineyards & South Hollow Spirits: 11 Shore Road (Route 6), North Truro

    Vinegrass Music Festival Link

    Love Local Fest

    Date: Sunday, September 29

    Time: 11:00 am – 6:00 pm

    Location: Michael K. Aselton Memorial Park, Hyannis

    Love Local Fest Link

    October  Cape Cod Fall Events

    Fall Family Festival hosted by Ponderosa Marketplace

    Date: Saturday, October 5

    Time: 10:00 am – 2:00 pm

    Location: The Marketplace Home and Garden Center: 4850 State Highway Route 6, Eastham

    Fall Family Festival Link

    Farm Fest at Chatham Bars Inn Farm

    Date: Saturday, October 5

    Time: 4:00 pm – 7:00 pm

    Location: Chatham Bars Inn Farm: 3034 Main Street, Brewster

    Farm Fest at Chatham Bars Inn Farm Link

    Fall Festival at Taylor Bray Farm

    Date: Saturday, October 12

    Time: 10:00 am – 3:00 pm

    Location: Taylor – Bray Farm: 108 Taylor Bray Farm Road, Yarmouth Port

    Fall Festival at Taylor Bray Farm Link

    Brewster Potato Fest

    Date: Saturday, October 12

    Time: 10:00 am – 2:00 pm

    Location: First Parish Brewster Unitarian Universalist Church: 1960 Main Street, Brewster

    Brewster Potato Fest Link

    Columbus Day Weekend Fine Arts and Crafts Show

    Date: Saturday, October 12

    Time: 10:00 am – 4:00 pm

    Location: Drummer Boy Park: Route 6A, Brewster

    Columbus Day Weekend Fine Arts & Crafts Show Link

    Harwich – Dennis Rotary Scallop Festival

    Date: Saturday, October 12

    Time: 11:00 am – 7:00 pm

    Location: The Weatherdeck Restaurant

    Harwich – Dennis Rotary Scallop Festival Link

    Yarmouth Seaside Festival

    Date: Saturday, October 12 – Monday October 14

    Time: Throughout the day every day

    Location: Joshua Sears Memorial Field, South Yarmouth

    Yarmouth Seaside Festival Link

    Women’s Week Provincetown

    Date: Monday, October 14 – Sunday, October 20

    Time: All day, throughout the week

    Location: Throughout Provincetown

    Women’s Week Link

    Oktoberfest – Chatham

    Date: Saturday , October 19

    Time: 11:30 am – 5:30 pm

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

    Oktoberfest – Chatham Link

    2019 Wellfleet OysterFest

    Date: Saturday Oct 19 – Sun Oct 20

    Time: Throughout the day Saturday and Sunday

    Location: All along Main Street, Wellfleet

    Wellfleet OysterFest Link

    Pumpkin People in the Park

    Date: October 20 – October 28

    Time: All Day

    Location: Kate Gould Park, Chatham

    Pumpkin People in the Park Link

    Giant Jenga Tournament

    Date: Thursday, October 24

    Time: 6:00 pm – 9:00 pm

    Location: Hog Island Beer Company: 28 West Road, Orleans

    Giant Jenga Tournament Link

    2019 Orleans Surf Film Festival

    Date: Friday, October 25

    Time: 5:30 pm – 10:30 pm

    Location: Hog Island Beer Company: 28 West Road, Orleans

    Orleans Surf Film Festival Link

    November  Cape Cod Fall Events

    Trolley Tour Taste of Yarmouth

    Date: Saturday, November 9

    Time: 12:00 pm – 7:00 pm

    Location: All around the town of Yarmouth

    Trolley Tour Taste of Yarmouth Link

    Eastham Turnip Festival

    Date: Saturday, November 23

    Time: Not listed yet – Check website for times closer to event date

    Location: Nauset Regional High School: 100 Cable Road, Eastham

    Eastham Turnip Festival Link

    Cape Cod Fall Events

    Even though the summer season is coming to a close, you can still enjoy the beautiful bayside beaches throughout the fall that Cape Cod is known for. Check out our blog, “Cape Cod Coffee Shops Open in the Off Season” to find out where to get a cup of coffee year round now that the high season has ended.

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