Wildwood Fall Events 2025

If you've been following us for a while, you already KNOW September and October are our absolute favorite months to be at the beach hands down! We’ve been coming to Wildwood and Cape May for years, and while summer is a blast (of course!), there’s just something about the fall that hits different. The energy shifts, the crowds thin out, and everything slows down in the best possible way. And while the vibe may be slower this time of year, it always amazes me how many things there are to do — from Octoberfest and food festivals to live music and monster truck beach races (yup, seriously!).

Here’s a roundup of our favorite Wildwood fall events happening this season in Wildwood and Cape May.

Firemen’s Convention & Parade

Date: September 12–13, 2025 Location: Wildwoods Convention Center & Pacific Ave, Wildwood Thousands of firefighters from across the state gather for a weekend of expos, camaraderie, and a huge parade with firetrucks of all kinds. More Info on NJ Fire Expo

Harvest Brew Fest

Date: September 13, 2025 Location: Emlen Physick Estate, Cape May A family-friendly fall celebration with local breweries, food vendors, live music, and crafts on the lawn of this historic Cape May estate. Event Info on Cape May MAC

Boots on the Beach Country Music Festival

Date: September 12–13, 2025 Location: Seaport Pier, North Wildwood A weekend of country music and line dancing with live bands right on the beach, plus food and drink specials. More Info on Boots on the Beach

Wildwood Classic Car Show

Date: September 19–20, 2025 Location: Wildwood BoardwalkClassic cars from across the decades line the boardwalk, with judging, awards, and cruising nights. Event Info for Classic Car Show

Irish Fall Festival

Date: September 19–21, 2025 Location: North Wildwood Celebrate Irish culture with traditional music, dancers, vendors, food, and the Irish Pipe Brigade Parade. Event Info for Irish Fall Festival

Cape May Oktoberfest

Date: September 27, 2025 Location: Historic Jackson Street, Cape May Cape May’s version of a German street fair, featuring beer gardens, bratwurst, Bavarian treats, and live Oompah music. Event Info for Cape May Octoberfest

Olde Time Italian Festival

Date: September 26–27, 2025 Location: Fox Park, Wildwood Enjoy authentic Italian food, games, live entertainment, and vendors in this popular Wildwood tradition. Event Info for Olde Time Italian Festival

Monster Truck Beach Races

Date: September 26–27, 2025 Location: Wildwood Beach near Lincoln Ave Monster trucks race and freestyle right on the beach. Includes kid-friendly activities and pit access. Event Info for Monster Truck Beach Races

The Race of the Gentlemen

Date: October 2–5, 2025 Location: Wildwood Beach near Morey’s PiersVintage hot rods and motorcycles race down the beach in this nostalgic, roaring tribute to early American racing. Official TROG Website

Wildwoods Food and Music Festival

Date: October 6, 2025 Location: Byrne Plaza & Pacific Ave, Downtown Wildwood An open-air street festival with food trucks, artisan vendors, and live music all day. Event Page for Wildwood Food and Music Festival

Wildwoods 50s–70s Weekend

Date: October 17–18, 2025 Location: Wildwoods Convention Center & Downtown Includes a Friday night dance party, Saturday car show, and a major concert featuring the Pointer Sisters and The Spinners. Event Info

Creepy Jeepy at the Zoo

Date: October 18, 2025 Location: Cape May County Zoo A Jeep show and trunk-or-treat event with prizes for best-decorated Jeeps and lots of Halloween family fun. Event Registration via Eventbrite

Boo at the Zoo

Date: October 25, 2025 Location: Cape May County Park & Zoo Dress up for games, crafts, candy stations, and costume contests in a festive, family-friendly zoo setting. Cape May Zoo Events Page

Willow Creek Winery Fall Festival

Date: November 1–2, 2025 Location: Willow Creek Winery, West Cape May Sip wine, listen to live music, enjoy bonfires and fall décor in the vineyards. Great for couples or friends. Event Info from Willow Creek Winery

Whether you're planning a spontaneous weekend away, celebrating something special, or just need a change of scenery, we hope this helps you plan your Wildwood fall event getaway to Wildwood and Cape May.

And if you’re looking for the perfect place to stay, we’d love to host you at The Crest Beach House — our oceanfront condo in Wildwood Crest. It’s in the perfect location for a quick drive to all of these fun fall events! Fall availability is open, and we’d be so happy to welcome you.