Weekend Events in Delaware: June 20-21, 2026
Weekend Events in Delaware: June 20-21, 2026
Looking for something fun to do with the family this weekend? Here are some of our favorite events happening across Delaware on June 20-21, 2026.
⭐ Delaware Dad Guide Top Pick
June Jam 2026
📅 Saturday, June 20, 2026
📍 Houston, Delaware
Delaware’s longest-running music festival returns for its 48th year. Expect live music, food vendors, local charities, and a fun community atmosphere. This is one of the biggest summer events happening in central Delaware this weekend.
🔗 https://visitcentraldelaware.com/events-and-festivals/june-jam/
Family-Friendly Festivals
Delaware Black Wall Street Festival
📅 Saturday, June 20, 2026
📍 Wilmington, Delaware
💲 Free
A celebration of culture, community, local businesses, food, entertainment, and entrepreneurship. Families can enjoy vendors, music, and activities throughout the afternoon.
Smyrna at Night
📅 Saturday, June 20, 2026
📍 Downtown Smyrna
Kent County’s largest free outdoor concert series featuring multiple bands, food trucks, family activities, local vendors, and downtown shopping.
🔗 https://www.visitdelaware.com/event/smyrna-at-night/91688/
Outdoor Family Adventures
Killens Pond Waterpark
📅 All Weekend
📍 Felton, Delaware
One of Delaware’s best family summer destinations just opened a brand-new expanded pool featuring spray elements, lily pads, slides, and water play areas for all ages.
Perfect for families looking to cool off during a hot June weekend.
🔗 https://destateparks.com/waterpark
June Bloom Festival
📅 Throughout June
📍 Lavender Fields Farm, Milton, Delaware
Lavender season is in full bloom. Walk through beautiful lavender fields, shop local products, and enjoy one of the most unique seasonal experiences in Delaware.
🔗 https://www.visitdelaware.com/listing/lavender-fields-farm-at-warrington-manor/4351/
Nature & Educational Programs
Storytime at DuPont Nature Center
📅 Saturday, June 20, 2026
📍 Milford, Delaware
Perfect for younger children who enjoy wildlife, nature, and interactive learning.
Horseshoe Crabs and the Delaware Bay
📅 Sunday, June 21, 2026
📍 Milford, Delaware
Learn about one of Delaware’s most fascinating natural events and the role horseshoe crabs play in our coastal ecosystem.
Worth the Drive
Wilmington Water Lantern Festival
📅 Saturday, June 20, 2026
📍 Wilmington, Delaware
⏰ 6:30 PM – 10:30 PM
An evening event featuring floating lanterns, food vendors, music, and a unique family-friendly atmosphere.
🔗 https://www.lunaticketing.com/events/wilmington-water-lantern-festival-by-light-the-night/
Longwood Gardens Summer Season
📅 All Weekend
📍 Kennett Square, Pennsylvania
One of our favorite family day trips from Delaware. Explore the gardens, fountains, conservatory, and seasonal displays.
🔗 https://longwoodgardens.org/
Delaware Dad Guide Recommendation
If I had two boys and could only pick one thing this weekend (which I know sounds familiar), I’d probably choose:
🥇 June Jam
🥈 Killens Pond Waterpark
🥉 Longwood Gardens
Those three give you a nice mix of summer festival, water fun, and family adventure.
Gus’s Crab Shack Family Fun Day
📍 Gus’s Crab Shack
29 W Market St, Port Penn, DE
📅 Friday, June 20
⏰ 2:00 PM – 8:00 PM
Looking for something fun to do with the kids? Head to Gus’s Crab Shack in Port Penn for a Family Fun Day packed with activities for children and family-friendly food specials.
Activities Include:
- Water slides
- Bounce house
- Face painting (3:30 PM – 5:30 PM)
- Family-friendly atmosphere
Food Specials:
- $5 Kids Meal with adult purchase
- Hot dog, fries & chocolate chip cookie
- OR
- Pizza slice, fries & chocolate chip cookie
Special Treats:
- $5 Cookie Monster Milkshake
- $5 Chocolate Chip Cookie Milkshake
A great option for families looking to enjoy the summer weather while the kids stay entertained.
Event details subject to change. Contact the venue directly for the latest information.
