Festive Things to Do in Southern Delaware
Welcome to the most magical time of the year. During the holiday season, Southern Delaware transforms into a winter wonderland, offering visitors countless ways to experience festive cheer.
From sparkling light displays to cozy nature walks, charming holiday markets, and family-friendly activities, this guide explores all the best happenings across Lewes, Rehoboth Beach, and the surrounding areas.
Festive events & attractions in Southern Delaware
Holiday light displays
Winter WonderFEST in Lewes
Step into a dazzling holiday experience at Winter WonderFEST in Lewes. This enchanting drive-thru light display features miles of twinkling lights, animated displays, and beautiful holiday scenes set against the backdrop of Delaware’s crisp winter air. It’s the perfect activity for all ages – just pack your car, tune into holiday music, and enjoy the magical journey.
- Location: Lewes, DE
- Ticket info: Available online through their website or at the entrance.

Rehoboth Beach Christmas Tree & Holiday Lights
Rehoboth Beach’s iconic Christmas tree at the Bandstand lights up the coastal town with festive spirit. Stroll the boardwalk to view spectacular light displays that stretch along the waterfront, offering a quintessential blend of small-town charm and seasonal cheer. Whether you’re walking, dining, or shopping, the twinkling lights capture the essence of the holiday season by the sea.
Santa sightings & Christmas parades
Rehoboth Beach Hometown Christmas Parade
Although this annual event has already passed for this year, it remains a highlight for visitors and locals. With marching bands, colorful floats, and, of course, Santa’s grand arrival, the Hometown Christmas Parade offers a festive, family-friendly atmosphere perfect for all ages. Be sure to catch this event next year for a classic holiday tradition.

Meet with Santa
For families with little ones eager to share their holiday wishes with the jolly old elf himself, several local spots host brunches and breakfasts with Santa. Local restaurants and cafés provide cozy settings where children can meet Santa, take pictures, and share their gift lists in a memorable, relaxed environment. Keep an eye on community event calendars to plan your visit.

Outdoor adventures with a festive twist
Nature walks & winter hikes in Southern Delaware
Junction & Breakwater Trail
There’s something magical about the outdoors in winter, especially along the Junction & Breakwater Trail. The frosty views and peaceful, quiet surroundings offer the perfect winter hike, whether you’re walking with loved ones or exploring solo. Bundle up and experience this serene trail as you breathe in crisp, fresh air and spot seasonal wildlife.
Gordons Pond Trail, Cape Henlopen State Park
This coastal gem offers a serene winter retreat with stunning birdwatching opportunities and panoramic coastal views. The Gordons Pond Trail is a great way to connect with nature while enjoying the peaceful sounds of waves and winter breezes. It’s an excellent choice for hiking enthusiasts and nature lovers alike.
Ice skating & winter sports
Pop-up ice rinks
Keep an eye out for seasonal pop-up ice skating rinks throughout Southern Delaware! These temporary rinks are family-friendly, offering hours of skating fun, even if you’re new to the sport. Whether you’re planning a date night or a fun family outing, skating is a classic way to stay active and embrace the winter season.

Other seasonal sports
For adventure seekers, try other outdoor seasonal sports like swamp adventures or kayaking excursions. Whether you prefer exploring nature or participating in guided tours, these seasonal activities offer unique opportunities to experience the Delaware outdoors while surrounded by winter charm.
Festive food & drink in Southern Delaware
Holiday markets & sweet treats
Seasonal markets (Lewes & Rehoboth Beach)
Holiday markets are a staple of Southern Delaware during this season. Browse artisan crafts, handmade gifts, and tasty treats as you stroll through local seasonal markets. Whether you’re shopping for gifts or simply indulging in a hot cup of cocoa, these markets create the perfect holiday shopping environment.

Local bakeries & treat shops
No winter season is complete without sweet treats! Southern Delaware’s local bakeries are serving up seasonal delights like gingerbread cookies, peppermint hot cocoa, and other holiday favorites. Be sure to visit popular spots like local cookie shops and family-owned cafes that serve these seasonal treats all season long.
Winter warmers: food & drink tours
Holiday food tours
Southern Delaware is home to a wide variety of incredible restaurants and seasonal food experiences. Guided holiday food tours give visitors a taste of the area’s best seasonal menus, highlighting everything from cozy comfort foods to festive cocktails. Don’t miss out on these fun opportunities to taste and toast your way through the season.
Where to find hot drinks
If you’re looking to escape the cold, visit cozy cafes and local bars with roaring fireplaces. Enjoy seasonal favorites like spiced apple cider, hot cocoa topped with marshmallows, or festive cocktails to warm your spirits. A relaxing, warm drink by a roaring fire is one of the best ways to embrace the season.

Holiday shopping in Lewes & Rehoboth Beach
Gift shops & artisan markets
Shops in Rehoboth Beach & Lewes
From charming boutique shops to unique holiday decor stores, Lewes and Rehoboth Beach are fantastic destinations for holiday shopping. Find one-of-a-kind gifts, handcrafted local treasures, and beautiful holiday decorations to make your Christmas presents truly special.
Artisan craft fairs & pop-up shops
Throughout the holiday season, local artisan fairs and pop-up markets are must-visit destinations. They feature handmade gifts, crafts, and other seasonal goodies—perfect for finding last-minute treasures for loved ones. Many of these events are located in Rehoboth Beach or Lewes and bring together local artisans and the community.
The Holiday Village
Keep an eye out for European-inspired holiday markets and Christmas-themed pop-ups that bring an old-world charm to the region. These seasonal markets are perfect for finding unique gifts and soaking up the festive atmosphere.
Shopping events & local deals
Shop Local Saturdays
Many shops in Southern Delaware participate in special discounts and promotions throughout the season. These events offer opportunities to find gifts while supporting local businesses.
Outlets & bargain shopping
Southern Delaware is home to local outlet centers that offer seasonal sales, holiday deals, and promotions. If you’re looking for savings, this is a great way to shop for gifts on a budget while enjoying a festive atmosphere.

Family-friendly activities & entertainment
Holiday shows & performances
Theater performances & holiday concerts
Southern Delaware offers a variety of live holiday performances during this season. From The Nutcracker to Christmas concerts, these live shows are perfect for creating lasting family memories.
Holiday storytime for kids
Local libraries and community centers offer special holiday storytime events for children. These magical events bring classic holiday stories to life and provide a cozy way to celebrate the season.
DIY holiday crafts & kids’ workshops
Make your own holiday decorations
Local nature centers, museums, and family-friendly venues offer craft workshops for children and adults alike. From homemade ornaments to festive decorations, these workshops are great for creating memorable keepsakes.
DIY gingerbread house competitions
Who doesn’t love a gingerbread house contest? These competitions bring out creativity and joy for all ages, with opportunities to learn, create, and compete in a family-friendly atmosphere.
Christmas in Southern Delaware
Southern Delaware is a magical destination during the holiday season, with festive lights, family-friendly activities, outdoor adventures, and shopping opportunities for all. Whether you’re visiting for a weekend getaway or planning a holiday trip with loved ones, there’s no shortage of cheer to be found. Plan your trip early, secure your tickets, and reserve your spots for these unforgettable seasonal experiences. For more holiday inspiration and planning tools, visit Southern Delaware today!