Late summer and early Fall is festival season on Cape Cod. September also has some of the best weather Cape Cod has to offer.  If you have the time & inclination, we recommend attending some of these events, celebrating local foods, culture, and small town pride. Here is our guide to Cape Cod’s Autumn Festivals.

Cape Cod Fall Festivals:

Truro Agricultural Fair

 September 3rd, 2017


     The Truro Agricultural Fair’s unique component is its emphasis on educating attendees on locally grown and harvested foods. If you are a locavore or just interested in fresh produce and seafood, the Truro Agricultural Fair is well worth attending. The fair’s farmers market features a variety of local farmers, fishermen, and producers. There are family friendly events as well such as pony riding, crafting tables, three-legged & burlap sack races, zucchini racing, and a pie eating contest! The fair is organized by Sustainable CAPE – Center for Agricultural Preservation and Education.
Veteran’s Park
20 Truro Center Rd, Truro, MA 02666
10:00-3:00 pm Sunday, September 3th, 2017
Eastham Windmill Green 1935

Eastham Windmill Weekend

September 8th to 10th, 2017

Parade: Sept 10th @ 1pm

Eastham Windmill Weekend is a long-standing local celebration held each year in Eastham centered around the Windmill Green. Featuring antique cars, local arts & crafts, live music, and fun family games Windmill Weekend is a perfect family event. There is a 5k run from the Windmill Green down Samoset Rd to First Encounter Beach. Windmill Weekend Parade is on Sunday, September 10th at 1 pm. The Parade route is from the intersection of Old Orchard Rd (Arnolds’) down Rt 6 to the Windmill Green (Depot & Samoset Rds).

Windmill Green (intersection of Samoset Rd & Route 6)
2515 State Hwy 6, Eastham, MA 02642
Friday, September 8th to Sunday, September 10th, 2017

30th Provincetown Harbor Swim for Life

September 9th, 2017

9:00am – 2:00pm

Now in its 30th year, the Provincetown Harbor Swim for Life & Paddler Flotilla raises money for the AIDS Support Group of Cape Cod (ASGCC), Helping Our Women (HOW), and other local non-profits. The swim for life is a 1.4-mile charity swim across Provincetown harbor.

Boatslip Beach Club
161 Commercial Street, Provincetown, MA 02657
Friday, September 8th to Sunday, September 10th, 2017
Harwich Cranberry Festival

Harwich Cranberry Festival

September 16th & 17th

     For the first time in 10 years, fireworks will be returning to The Harwich Cranberry Festival! Fireworks are on Saturday, September 16th after dark (after 7pm).  The Festival features local arts & crafts and live music.
Brooks Park,
742 Main St, Harwich, MA, 02645
Saturday, September 16th & Sunday, September 17th, 2017

26th Annual Truro Treasures

September 22nd to 24th, 2017

     Truro Treasures is a family friendly event with an old town flair and an adventurous spirit. It hosts an Art Auction, Arts & Crafts an antique car show, live music & poetry readings. Some of the fun activities are a pancake breakfast on Saturday, raffles, a golf tournament, 5k run, an antique car show & a grape stomp set to live jazz!
     Events are split between the Truro Community Center (next to the Truro Public Library) at 7 Standish Way, and the Truro Central Elementary School at 317 Route 6, Truro and some of Truro’s Churches.
Truro, MA, 02666
Friday, September 22nd to Sunday, September 24th, 2017

Cape Cod Scallop Fest

September 22, 23, 24, 2017

     The Cape Cod Scallop Fest is hosted at the Barnstable County Fairgrounds. The Scallop Fest draws over 50,000 patrons during its three-day run. Highlights include inflatable rides, an obstacle course, a bean bag cornhole tournament, wooden boat building demonstration, juried art & crafts show, live entertainment, and plenty of Scallops and other great local eats. General admission is $7.
Barnstable County Fairgrounds
1220 Nathan Ellis Hwy Route 151, East Falmouth, MA 02536
10am-9pm Friday, Sept. 22 and Saturday, Sept. 23th,
10am-6pm Sunday, Sept. 24nd
Orleans ClamBQ Festival


The Orleans Food & Music Festival

September 30th, 2017


      A newcomer to the Cape Cod Festival lineup. The ClamBQ is now in its 5th year. Featuring a classic cape cod clam bake, live music, a craft fair, and kids activities.
Eldredge Park
78 Eldridge Park Way, Orleans, MA, 02653
10:00-5:00 pm, Saturday, September 30th, 2017

 4th Annual Vinegrass Music Festival

October 1st, 2017


Bluegrass and wine make for a great pairing. Enjoy the relaxed atmosphere of Truro Vineyards and folksy tunes.

Truro Vineyards,
11 Shore Rd, N. Truro
Sunday, October 1st, 2017
Yarmouth Seaside Festival

Yarmouth Seaside Festival

Columbus Day weekend

October 7, 8, 9th

Fireworks Oct 9 @ 8pm

     On Columbus day weekend Yarmouth plays host to its energetic, fun and slightly off-kilter Seaside Festival. Featuring a craft fair, a 5k run, canoe & kayak racing, a pie eating contest, a bonfire, and fireworks. Plus a greased pole competition, and bed racing (which is exactly what it sound like)!
Laurence MacArthur Elementary School,
1175 Rt. 28 South Yarmouth
Saturday, October 7th to Monday, October 9th, 2017
Wellfleet Oysterfest

 Wellfleet OysterFest

October 14th & 15th


A rip roarious small town celebration of its iconic shellfish The Wellfleet Oysterfest closes Outer Cape Cod’s season with a bang. Wellfleet center is closed to vehicle traffic to accommodate the festival. A continual stream of live entertainment, arts, and crafts, children’s events, a dash of Wellfleet’s small town funk and of course oysters, lots, and lots of oysters, make this an event not to be missed. The highlight is the oyster shucking contest where the town’s various oyster shuckers all compete to see who can lay claim to being the fastest shucker in town! $5 for a one-day ticket or $8 for a two pass at the gate, tickets can also be purchased at online.

Main St, Wellfleet (Main Street is closed to vehicle traffic for the Oysterfest.)
Off-site parking and shuttles are available.
10am-5pm Saturday, October 14th & Sunday, October 15th, 2017

 Cape Cod Brew Fest

October 14th, 2017


     An adults only event the Cape Cod Brew Fest features over 200 brews from 60+ craft brewers. Held at the Cape Cod Fairgrounds. General admission is $50 and includes unlimited sampling of beers and a custom beer glass. A 21 and older only event.
1220 Nathan Ellis Hwy Route 151
East Falmouth, MA 02536
Saturday, October 14th, 2017
Oktoberfest in Chatham

Oktoberfest in Chatham

October 21st, 2017


 Crafts & games for kids, the Chatham Town Band, professional entertainers, food trucks, a beer trailer and more.
Kate Gould Park
500 Main St
Chatham, MA 02633
10:30-4:30, Saturday, October 21st, 2017