Exploring Fall Activities Near Rehoboth Beach, Delaware

As summer fades and the crisp autumn air rolls in, Rehoboth Beach, Delaware, transforms into a vibrant, picturesque destination for fall activities. The bustling summer crowds begin to thin, making way for a quieter yet equally enchanting experience. From seasonal festivals to nature hikes and local markets, there’s no shortage of fun to be had in this charming coastal town during the fall months. Here are some top Rehoboth things to do that will help you make the most of this scenic season.

Rehoboth Beach Sea Witch Festival

One of the most anticipated fall events in Rehoboth Beach is the annual Sea Witch Festival, held each October. This three-day event is a fun-filled celebration of Halloween and fall traditions, offering something for visitors of all ages. From the whimsical costume parades to the family-friendly games, live music, and vendor stalls, the Sea Witch Festival captures the playful spirit of autumn in Rehoboth.

Highlights of the event include the Costumed Dog Parade, where pets dress up in creative outfits, and the Sea Witch Hunt, a scavenger hunt that takes participants through the heart of Rehoboth in search of the legendary Sea Witch. For those who enjoy a little friendly competition, the festival also features a 5K run, pumpkin carving contests, and a broom-tossing contest. As you walk the streets lined with pumpkins, fall-themed decor, and festive lights, you’ll feel the magic of the season come to life.

Take a Scenic Hike or Bike Ride

The Junction and Breakwater Trail is a must for anyone looking to explore the natural beauty of Rehoboth Beach and its surrounding areas during the fall. This 6-mile trail, which connects Rehoboth Beach and Lewes, offers a peaceful escape into nature, with paths lined by colorful trees and stunning marsh views.

In fall, the trail becomes a tapestry of rich autumn colors, making it an ideal spot for a leisurely hike or bike ride. The trail is well-paved and relatively flat, making it accessible for people of all ages and fitness levels. Along the way, you can stop at scenic overlooks, where you’ll be treated to breathtaking views of farmland, forests, and wetlands.

Explore Cape Henlopen State Park

Just a short drive from Rehoboth Beach, Cape Henlopen State Park is a year-round outdoor activity destination.

During the fall months, Cape Henlopen’s forested areas come alive with brilliant shades of red, yellow, and orange. One of the most popular activities in the park is hiking to the top of Herring Point, where you’ll find panoramic views of the Atlantic Ocean and the surrounding dunes.

Visit Local Farmers’ Markets and Pumpkin Patches

Fall in Rehoboth Beach means an abundance of fresh, seasonal produce and local goods. Visiting the local farmers’ market or nearby pumpkin patch is a great way to embrace the flavors and traditions of autumn. One of the most popular markets in the area is the Rehoboth Beach Farmers’ Market held every Tuesday afternoon until the end of October.

Here, you can find a wide variety of fall produce, including apples, pumpkins, squash, and hearty root vegetables. You’ll also discover local honey, homemade jams, artisan cheeses, and freshly baked goods—perfect for picking up some fall treats to enjoy later.

If you’re looking for a quintessential fall experience, visit one of the nearby pumpkin patches, such as Mr. Pepper’s Pumpkin Patch or Fifer Orchards. These locations not only offer pumpkins of all shapes and sizes for carving, but also host fall-themed activities such as corn mazes, hayrides, and apple picking. It’s the perfect way to spend a crisp autumn afternoon with family and friends.

Take a Fall Wine Tour with Delaware Wine and Ale Trail

For a more sophisticated fall outing, consider exploring the Delaware Wine and Ale Trail, which features some of the region’s best wineries, breweries, and distilleries. Fall is an ideal time for wine tasting, as local vineyards showcase their harvest season and offer tastings of their finest selections.

One notable stop along the trail is Nassau Valley Vineyards, Delaware’s first and largest winery, located just outside of Rehoboth Beach. Here, you can take a tour of the vineyard, learn about the winemaking process, and enjoy a glass of locally crafted wine in their scenic tasting room. The fall season brings cooler weather, making it a perfect time to sit back and sip wine as you overlook the colorful vineyard.

For craft beer lovers, a stop at Dogfish Head Brewery in nearby Milton is a must. Known for its innovative brews, Dogfish Head offers tours and tastings that showcase the unique flavors of the season, including fall-inspired beers like pumpkin ales and spiced stouts.

Kayaking and Paddleboarding on Rehoboth Bay

While the Atlantic Ocean may be too chilly for swimming in the fall, the calmer waters of Rehoboth Bay are still perfect for kayaking and paddleboarding. Fall is one of the best times to explore the bay, as the winds are mild, the waters are calm, and the surrounding scenery is at its peak with fall colors. This tranquil activity is perfect for both beginners and experienced paddlers, and it offers a unique way to experience the natural beauty of Rehoboth Beach during the fall season.

Whether you’re strolling through colorful fall foliage, sipping local wine, or enjoying festive seasonal events, there’s no shortage of Rehoboth things to do in the fall. The cool autumn air and the scenic beauty of Delaware’s coastline make it a perfect destination for anyone looking to relax, explore, and embrace the magic of the season. From the Sea Witch Festival to outdoor adventures in Cape Henlopen and beyond, Rehoboth Beach is a fall getaway worth experiencing.