Updated: September 9, 2021
If you're lucky enough to be on Cape Cod in October, you'll find an events calendar full of fantastic ways to enjoy the crisp, invigorating "sweater weather" that comes with autumn by the sea.
When: October 1 - 31, 2021
Where: 65 Highfield Drive, Falmouth MA
Admission: Adults $10; Seniors & Veterans $8; Members and Children under 12 free.
More Info: Highfield Hall & Gardens
Highfield Hall & Gardens is an elegant, historic estate surround by lush gardens, lovely walking trails, and acres of conservation lands.
Throughout the month of October, Highfield Hall is offering a variety of special events including: mansion tours, estate walks, cooking and wreath-making classes, and concerts.
See Highfield Hall's calendar of events for details!
When: October 2, 2021, 10 a.m. to 4 p.m.
Where: Route 130, Sandwich, MA
More Info: SandwichFest
There's a new twist to SandwichFest 2021. Instead of the "Best Sandwich in Sandwich" contest, this year's event will feature "A Taste of Sandwich" - a food pavilion
showcasing a variety of local restaurants and food trucks, along with a beer and wine
In addition to all the fab food and drink, the day's festivities will also include plenty of music. And yes, the traditional dog parade will be happening, too!
When: October 2 & 3, 2021, 10 a.m. to 4 p.m.
Where: Cape Cod Fairgrounds, North Falmouth MA
More Info: Harvest Festival
Harvest season is upon us, and it's celebrated in grand style at the annual Cape Cod Harvest Festival!
Attractions at the festival include local crafters and artisans, pony rides and amusements for the kids, farm animals, trolley rides, cider donuts and other treats, beer and wine, and of course ... the farmers' market.
Harvest Festival 2021 is sure to be a fun event for everyone!
When: October 3, 2021, 11:30 a.m. to 5:30 p.m.
Where: Truro Vineyards, 11 Shore Road, N. Truro, MA
Admission: $60-$70 per person; under 12 free
More Info: Vinegrass Music Festival
This popular annual event at Truro Vineyards showcases the sounds of Americana, Bluegrass, & Folk (a/k/a "American Roots Music").
This year will feature performances by The Wooks, The Way Down Wanderers, Jacob Joliff & Michael Daves, and Soggy Po Boys. (Haven't heard of these talented artists? No doubt you will in the years to come when they hit the big time!)
Crush Pad Food Truck will be there with their yummy eats. Truro Vineyards' wines, Twenty Boat Rum, and Dry Line Gin will also be available for purchase.
When: October 9, 2021, 9 a.m. to 3 p.m.
Where: Multiple locations in Falmouth
Admission: Admission and parking are free; ticket sales per activity
More Info: Pumpkin Day
Get into the swing of autumn at Bourne Farm. Pumpkin Day is a great family outing featuring hayrides, pony rides, arts and crafts, kayaks and paddle boats, face painting ... and plenty of pumpkins ripe for the picking!
When: October 9 & 10, 2021
Where: Various venues around town
More Info: Yarmouth Seaside Festival
Yarmouth Seaside Festival is a highlight of Columbus Day weekend on Cape Cod!
This annual extravaganza has tons of fun activities for the whole family, including old favorites like an arts and crafts fair, rides and games for the kids, food vendors, a sand-sculpting contest, canoe and kayak races, a beach bonfire, and a big fireworks display at Seagull Beach.
When: October 9, 2021 (rain date Oct. 10th), 10 am to 4 pm
Where: Taylor Bray Farm, 108 Bray Farm Road, Yarmouthport
Admission: Free. Suggested parking donation $5
More Info: Taylor Bray Farm Fall Festival
Back again this year will be all the good, ol' fashioned fun Taylor Bray Farm's Fall Festival is known for: hayrides, a pumpkin patch, games for the kids, a free raffle for a giant pumpkin, yummy refreshments, and visits with all the friendly farm animals.
Donations are greatly appreciated and go toward upkeep of the farm, feeding and care of the animals, and the farm's educational programs. So please chip in $5 for parking - and a little more, if you're able!
*Note - No dogs are allowed at the farm on festival day.
When: CANCELED for 2021
Main Street and other venues in Wellfleet
More Info: Wellfleet OysterFest
OysterFest brings together locals and visitors from near and far for a celebration of the salty, succulent, world-renowned Wellfleet oyster. Fresh seafood is the star of the show, with fresh oysters, homemade chowder, and plenty of other delicacies purveyed in venues from the quaint town center to restaurants throughout town. Fest-goers of all ages also enjoy arts and crafts, cooking demonstrations, nature walks and talks, live music, kids activities, and much more ... including the weekend's feature event: an oyster-shucking contest where competitors vie to win the $1000 first prize by properly shucking 24 oysters in the quickest time.
Fingers crossed that OysterFest will return in 2022!
When: October 17, 2021, noon to 5 p.m. (weather permitting)
Where: Main Street and Village Green, Hyannis
More Info: Hyannis Open Streets
Remember when your parents warned you, "Don't play in the street!"? Well, this is one day when it's okay - encouraged, actually - for you to do just that.
Beginning at noon, Main Street in downtown Hyannis will be closed to auto traffic, allowing everyone to walk, run, bike, dance and play in the street!
There'll also be lots of family friendly activities on Main Street and at the Village Green, along with food, shopping, and live performances. Fun for all on an October day!
When: October 28, 29 and 30, 2021, 3 p.m. to 8 p.m.
Where: Meeting House Farm, 333 Quaker Meetinghouse Road, East Sandwich, MA
Admission: $10 per person; reservations required
More Info: Meeting House Farm on FB
Meeting House Farm in East Sandwich hosts the best, most unique Halloween event of the year!
For these three days, the farm will be all decked out in Halloween decor ... and the horses
will be in costume!!
There'll be music, photo ops, and plenty of candy for the kids, too.
Don’t miss your opportunity to sign up for this super-cool "Trick or Treat" event! Last year, tickets sold out within the first 48 hours.
When: October 30 & 31, 2021
Where: Falmouth MA
More Info: Cape Cod Marathon
There's good reason that Runners' World named this as one of the "Ten Most Scenic" marathons in the world!
Beginning and ending at the beautiful Village Green in Falmouth, the loop course takes runners along the shoreline, through farmlands and cranberry bogs, and past the imposing Nobska Light.
Choose your spot along the course, and help cheer the runners on as they pass by!
Important Note: The date, time, place, admission charges, etc. of the events on this page may be changed by the event sponsor at any time, without my knowledge. Please be sure to confirm all information directly with the sponsor before you make any plans!