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June 2023 Events on Cape Cod

Josie Cataldo | 5/30/2023

The unofficial start of summer is here and so are the incredible events that come with it! Join WeNeedaVacation in celebrating the sun-soaked summer season by attending these festive events all across the Cape!

Wellfleet Restaurant Week

Join the Wellfleet Chamber May 31st - June 6th as they celebrate the start of summer with an ultimate food tour of Wellfleet! What better way to kick off the busy season on Cape Cod than with world famous oysters and world class views?

Guided Brewery Tour at Cape Cod Beer!

Where: Cape Cod Beer, 1336 Phinneys Lane, Hyannis MA

Saturdays in June, Cape Cod Beer is offering behind-the-scenes brewery tours! Tickets are $10/person and include one beer for those over 21.

Sunshine Soiree

Where: Chatham Bars Inn, 297 Shore Road, Chatham MA

If you'll be in Chatham on June 1st, please consider heading to Chatham Bars Inn for the annual Sunshine Soiree! All proceeds from this event go directly to the Sunshine Kids Foundation, a non-profit organization dedicated to children with cancer.

Hyannis HyArts Artist Shanties

Where: Bismore Park, 180 Ocean Street, Hyannis MA

What better way to spend June weekends in Hyannis than by making your way around the artist shanties?! Check out the creative, beautiful works of immensely talented local artisans.

Barnstable Police K9 Foundation Fundraiser at Cape Cod Beer!

Where: Cape Cod Beer, 1336 Phinneys Lane, Hyannis MA

The Barnstable Police K9 Foundation has teamed up with Cape Cod Beer to host the 4th annual BPD K9 Foundation Fundraiser! Taking place in the beer garden on Friday, June 2nd there will be live music, cold beer, barbecue, and raffles!

Cape Cod Pirate Festival

Where: 669 MA-28, Yarmouth MA

With multiple dates in June, you'll have plenty of opportunities to take part in some classic pirate shenanigans! Whether you're throwing axes, guzzling a pint, or taking the kiddos for a ride on one of the amusements, the Cape Cod Pirate Festival is a guaranteed good time for people of all ages!

Tour de Barnstable

Where: Michael K. Aselton Memorial Park, Ocean St, Hyannis, 135 South St., Hyannis MA

What better way to explore the beautiful town of Barnstable than with a scenic 40 mile bike ride? The Tour de Barnstable, a fun take on the European classic, is an amazing way to explore the ethereal beauty of the Upper Cape. Happening June 4th!

Oil Painting Demo with Maryalice Eizenberg

Creative Arts Center, 154 Crowell Road, Chatham MA

TUESDAY JUNE 6 AT 1PM. Bring non perishable food items to donate for the Family Pantry of Cape Cod. Made Possible by a grant from The Women's Club of Chatham.

Ain't Misbehavin'

The Cape Playhouse, 820 Main Street, Route 6A, Dennis MA

Ain't Misbehavin' is one of the most popular, well-crafted revues of all time and winner of the 1978 Tony Award for Best Musical. The inimitable Thomas "Fats" Waller rose to international fame as part of the Harlem Renaissance in the 1920s and '30s with his jumpin' new beat – known as swing music. Ain't Misbehavin' evokes the delightful humor and infectious energy of this American original.

Annual Spring Outdoor Multi-Dealer Sale and Yardsale!

Harwich Antique Center, 10 route 28, Harwich MA

Friday June 9 - 8AM until? Annual Multi-Dealer Outdoor Sale and Yardsale. Held in the parking lot of the Harwich Antique Center. Antiques, Vintage, Nautical, Furniture, Vinyl Records and treasures galore!!! Always a fun time!

Bark in the Park

Nelson Park, 235 Water Street, Plymouth MA

Taking place Saturday June 10th, Plymouth's Bark in the Park Festival features over 30 pet-friendly vendors, many adoptable dogs, and lots of activities for both the 2 and 4 legged members of your family! This annual event puts the "wow" in "bow wow," attracting nearly 2,500+ people (and their dogs) to browse vendors and raise awareness for local rescue groups, and non-profits.

The 50th Annual Auto Show

Heritage Gardens, 67 Groove St, Sandwich MA

This family-friendly event highlights antique and classic automobiles, hot rods, and custom cars in excellent original or restored condition. A fun-filled event that everyone in your family will enjoy!

Provincetown International Film Festival

Provincetown, MA

June 14th - 18th, the Provincetown International Film Festival will be celebrating the groundbreaking achievements of recent cinematic masterpieces, up-and-coming and acclaimed directors, actors, and producers, and the freedom of artistic expression.

Nikki & The Barn Boys at Cape Cod Beer!

Cape Cod Beer, 1336 Phinneys Lane, Hyannis MA

Friday June 16th, Nikki and The Barn Boys will be rocking Cape Cod Beer! Stop by for great music, refreshing brews, and good company!

Kayak Poker Run

Shell Point, South Blvd, Onset MA

Saturday June 17th kayak around beautiful Onset Bay and stop to play your hand in poker at one of the various pit stops along the way!

Appraisal Day at the Harwich Antique Center

Harwich Antique Center, 10 Route 28 , Harwich MA

Saturday June 17 Noon to 4PM visit the Harwich Antique Center for their free appraisal day! Bring in items and let their experts tell you about them and what they are worth!

Father's Day Car Show

Main Street, Hyannis MA

With growing attendance every year, this year's 28th Annual Father's Day Car Show is expected to draw more than 60,000 attendees! Bring the family this Father's Day to check out some incredible classic cars.

CCYP Second Summer Cycle Training Ride & Bike Workshop

Brooks Park, 1 Oak St , Harwich MA

Wednesday, June 21st at 5:30 p.m. gain some basic bike maintenance & roadside repair skills and then take an enjoyable evening group bike ride together!

Provincetown Portuguese Festival

Provincetown, MA

The 2023 Provincetown Portuguese Festival & Blessing of the Fleet preparations are well underway! This years festivities promise to be a wonderful celebration of Portuguese heritage and the historic fishing fleet of Provincetown.