Skip to content

Book Now

Why Fall in Provincetown Feels Like a Second Summer: Must-See Events

Travel Tips | Jim Werner | September 24, 2024

Why settle for just one summer when you can have two? That’s right! Fall in Provincetown is like a bonus round of summer fun, except with fewer crowds and more charm. This quirky coastal haven, known for its vibrant LGBTQ+ community, comes alive with an array of events that beckon travelers to extend their summer vibes. Whether it’s the electrifying Trans Week or the savory delights of the Food & Wine Festival, Provincetown fall events offers something for everyone.

Ready to uncover the magic of Provincetown’s second summer? Let’s take a peek at what’s in store with Provincetown fall events from September to November 2024.

September’s Artistic Awakening

Tennessee Williams Theater Festival

Kick off your fall festivities with a dose of drama at the Tennessee Williams Theater Festival from September 26-29. Celebrating its 19th season, this festival is all about “Memory Plays,” which promise a lineup of fables, yarns, and revelations straight from the mind of Williams. It’s a true homage to the playwright’s deep connection to Cape Cod. Prepare to be inspired by avant-garde performances that breathe life into Williams’ cultural contributions. Expect to leave with a renewed appreciation for theater.

If you’re a fan of intriguing stories and powerful performances, this is a must-see. After all, who doesn’t love a bit of drama (on stage, not in life)?

Provincetown Book Festival

For the bookworms among us, the Provincetown Book Festival is your paradise. Running from September 20-22, it’s a weekend filled with literary events at the historic Provincetown Library. Rub elbows with fellow readers, writers, and book lovers, and lose yourself in the world of words. Whether you’re here for the latest releases or timeless classics, you’re bound to discover something new.

Consider this your chance to indulge in literary dreams and maybe pick up a new favorite book — or two! It’s the perfect way to welcome the cozy vibes of fall.

October’s Exciting Extravaganza

Mates Leather Weekend XXVII

Get ready to don your finest leather and strut your stuff at Mates Leather Weekend from October 3-7. It’s time to socialize, party, and show off your style among like-minded peers. Unleash your inner rebel and join the festivities. This gathering promises camaraderie, fun, and, of course, plenty of leather. Who said leather was just for bikers, right?

O’Neill Festival of New Works

Calling all theater enthusiasts! The O’Neill Festival of New Works, held from October 5-14, is your chance to witness groundbreaking plays by both local and nationally known playwrights. With readings, workshops, and six new scripts to explore, you’re in for a treat. Plus, there’s an O’Neill workshop to anchor the experience. It’s the perfect mix of creativity and talent.

Whether you’re a theater aficionado or a beginner, this festival will ignite your passion for the arts and inspire you to explore your own creativity. Don’t miss it!

Town Crier Competition

Ever wondered what it’s like to be a town crier? Well, wonder no more! On October 7, Provincetown will host the American Guild of Town Criers National Competition. Picture this — a lively town crier, Daniel Gomez Llata, dressed in Pilgrim garb, leading the charge. It’s a quirky tradition that adds a touch of history to the present.

Join the fun and cheer on the competitors as they showcase their vocal prowess. It’s a unique experience that connects the past with the present in the most delightful way.

Ptown Soccer Classic XXVII

Soccer fans, rejoice! The Provincetown Soccer Classic is back from October 11-13. Organized by the Boston Strikers Soccer Club, this tournament welcomes players of all skill levels. Enjoy a weekend of friendly competition, including a Welcome Party, Wigs & Heels Tea Dance, a full day of soccer, and a Dinner Banquet. It’s a celebration of sportsmanship and community.

Whether you’re on the field or cheering from the sidelines, you’ll feel the camaraderie and excitement that makes this event special. Lace up your cleats and join the fun!

Women’s Week

Ladies, this one’s for you! Women’s Week, from October 14-20, is celebrating its 40th year with over 300 events that showcase the best performers and comics in LGBTQ culture. From live shows to casual strolls down Commercial Street, this festival celebrates women like no other. It’s a vibrant, empowering, and joyful experience.

Whether you’re in the mood for laughter or heartfelt connection, Women’s Week has it all. It’s a space where women can come together, celebrate, and be unapologetically themselves.

Trans Week – The Original Fantasia Fair

Celebrate diversity and self-expression at Trans Week, running from October 20-27. Marking its 50th anniversary, this event blends learning with social gatherings and reunions. It’s a week-long immersion where attendees can express their gender identity freely and authentically.

Expect an atmosphere of acceptance, support, and celebration. Whether you’re participating or attending, you’ll experience a sense of belonging that’s truly magical. Trans Week is a testament to the power of community and individuality.

Four friends having a blast at Spooky Bear in Provincetown wearing bear hats and trendy overalls.

November’s Festive Finale

Spooky Bear Halloween Weekend

Get ready for a frightfully fun time at Spooky Bear Halloween Weekend from October 31-November 3. With a monstrous medley of parties, dances, haunted houses, and a costume ball, it’s a spooky extravaganza that’s perfect for Halloween enthusiasts.

Dress up, dance the night away, and revel in the playful spirit of Halloween. It’s a furry and fabulous celebration that captures the essence of fall festivities. Join in the merriment and create memories that last a lifetime.

Provincetown Food & Wine Festival

Calling all foodies and wine lovers! The Provincetown Food & Wine Festival, from November 7-10, is your chance to indulge in culinary delights. Enjoy a Wine Tasting, Grand Tasting, Pie Competition, and daily Tea Dance. It’s a feast for the senses that celebrates the flavors of the season.

Savor every bite and sip as you explore the diverse offerings. From local delicacies to international flavors, this festival is a culinary adventure you won’t want to miss. Bon appétit!

Lighting of the Pilgrim Monument

Wrap up your fall adventure with the Lighting of the Pilgrim Monument on November 27. This annual event commemorates the Pilgrims’ time in Provincetown and the signing of the Mayflower Compact. It’s a free event that kicks off the Thanksgiving Weekend with a dazzling display of lights.

Gather with family and friends to enjoy the spectacle and reflect on the historical significance of this moment. It’s a heartwarming way to usher in the holiday season and appreciate the rich heritage of Provincetown.

New England Leather Weekend

End your fall festivities with a bang at New England Leather Weekend from November 22-24. This event includes a pageant to name the winner of New England Leather 2024, plus a Victory Celebration and opportunities to socialize. It’s a weekend of fun, friendship, and fabulous fashion.

Join the leather-loving community for an unforgettable experience that celebrates style, identity, and community. It’s the perfect conclusion to a season of excitement and exploration.

Fall in Love with Provincetown’s Second Summer

From September to November, Provincetown fall events come alive with a vibrant array of festivals that capture the essence of a second summer. Whether you’re drawn to the arts, culinary delights, or community celebrations, there’s something for everyone to enjoy. This fall, immerse yourself in the unique charm of Provincetown and create unforgettable memories that last a lifetime.

Ready to make the most of Provincetown’s second summer? Pack your bags, gather your friends, and set out on an adventure filled with joy, connection, and discovery. Whether you’re attending Provincetown fall events, exploring local culture, or simply soaking in the stunning coastal views, Provincetown promises an experience like no other. Your second summer awaits — embrace it with open arms and an open heart!

Photos courtesy of Provincetown Tourism

Share This

Sign up for emails from Fagabond for advice, reviews, and deals to make your vacation as gay as you are.

And let’s be honest, that’s pretty darn gay.
 

Sign up for emails from Fagabond for advice, reviews, and deals to make your vacation as gay as you are.

And let’s be honest, that’s pretty darn gay.
 

Scroll To Top