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Fun Events and Activities at Sussex County Beach Living Weeks of May 26th and June 2nd

May 27, 2025 by Kelly Pedersen Leave a Comment

Here are some Fun Events and Activities at Sussex County Beach Living for the next two weeks! 

MONDAY, 05/26 and 06/02 – Happy Memorial Day on May 26th!!
Trivia Night every Monday 5pm-7pm @ Dogfish Head Brewery, Milton
Veteran’s Tribute Memorial Day Parade on May 26th 11am @ Downtown Lewes
Ceramics Class every Monday 8am @ Lewes Senior Activity Center, Lewes
Medley Mondays – Musical Bingo – Every Monday Night 6pm @ Lefty’s Alley & Eats, Lewes
Mah Jongg every Monday1pm @ Lewes Public Library, Lewes
Food 4 Thought every Monday  1:30pm @ Lewes Public Library, Lewes
Vin Yasa 1 Yoga  7pm-8pm @ Dimitra Yoga, Lewes
Funland Amusement Park – Games open 10am and Rides open 1pm on May 26th and park opens 1pm on June 2nd @ Funland Rehoboth, Rehoboth Beach Boardwalk
Midway Water and Speedway Park Open Memorial Day through Labor Day 10am-10pm @ Midway Speedway Park, Rehoboth Beach
Jungle Jim’s Waterpark – Open on May 26th 10am-5pm and opens every Monday starting June 16th @ Jungle Jim’s Waterpark, Rehoboth Beach
Painting Workshop : Beginner Oil or Acrylic starting on June 2nd 6pm @ Rehoboth Art League, Rehoboth Beach
RB Free Writes -every Monday 8am @ Rehoboth Public Library, Rehoboth Beach
Storytime on Parsons Farm thru Frankford Public Library  – every Monday 11am @ Parsons Farm, Dagsboro
Hooks and Needles – every Monday  1pm  @ Frankford Public Library, Frankford
BINGO 6pm @ The Salted Rim, Millville
Gallery One Exhibition “Nature’s Whisper” starting May 7th -June 4th @ Gallery One, Ocean View
Movies on the Beach “Space Cadet” on June 2nd at dusk @ Garfield Parkway at the beach, Bethany Beach
Checkers, Puzzles, and Coloring Station All Day  @ South Coastal Public Library, Bethany Beach
Gentle Flow Yoga – every Monday 10:15am   @ South Coastal Public Library, Bethany Beach
Kids and Tweens- Crafternoon – every Monday 4pm @ Selbyville Public Library, Selbyville

TUESDAY, 05/27 and 06/03
Computer and Smart Phone Clinics – Every Tuesday 10am @ Milton Public Library, Milton
Tuesday Art Group- every Tuesday 1pm @ Milton Public Library, Milton
Live Music! Roger Girke and the Wondering Souls on June 3rd 7pm @ Stango Park, Lewes
Preschool Story Time – every Tuesday – 10:30am @ Lewes Public Library, Lewes
Adult Coloring Book – every Tuesday – 2pm @ Lewes Public Library, Lewes
Ceramics and other Crafts 9am-2pm @ Lewes Senior Activity Center, Lewes
Trivia Tuesdays every Tuesday 6pm-8pm @ Crooked Hammock Brewery, Lewes
Funland Amusement Park -Games and Rides open 1pm on June 3rd @ Funland Rehoboth, Rehoboth Beach Boardwalk
Rehoboth Beach Farmer’s Market – every Tuesday 10am-2pm @ 501 Rehoboth Ave., Rehoboth Beach
Live Music! Lower Case Blues every Tuesday 5pm @ Big Chill Surf Cantina, Rehoboth Beach
Feelings Rock on May 28th 11am @ Rehoboth Public Library, Rehoboth Beach
Afternoon Tea everyTuesday 3pm-5pm @ Victoria’s Restaurant, Rehoboth Beach
Trivia with Jersey John’s Tunes and Trivia- every Tuesday starting June 3rd 6pm @ Bethany Brewing Co., Bethany Beach
PAWS For Reading on May 27th  4pm @ South Coastal Public Library, Bethany Beach
Baby Story Time and Craft Time every Tuesday  10am @ Selbyville Public Library, Selbyville

WEDNESDAY, 05/28 and 06/04
Broadway Now! Music Theatre Ensemble on May 28th and Johnny Fulsom 4- Johnny Cash tribute on June 4th 7pm @ Milton Theatre,Milton
Sounds Of Summer Concert Series – Every Wednesday Evening Free! -Ty Sherwood and Brackish Water Boys (Country) on May 28th and  Matthew Street Band on June 4th 7pm @ Milton Memorial Park, Milton
Gentle Chair Yoga – every Wednesday 10am @ Milton Public Library, Milton
Baby & Toddler Story Time – every Wednesday 10:30am @ Lewes Public Library, Lewes
Free Write- every Wednesday 6pm @ Lewes Public Library, Lewes
Trivia and Tunes with Jersey John’s Tunes and Trivia  every Wednesday 6pm @ Lefty’s Alley & Eats, Lewes
Funland Amusement Park -Games and Rides open 1pm on June 4th @ Funland Rehoboth, Rehoboth Beach Boardwalk
Midway Water and Speedway Park Open Memorial Day through Labor Day 10am-10pm @ Midway Speedway Park, Rehoboth Beach
Expressive Arts Workshop on June 4th 1pm @ Rehoboth Art League, Rehoboth Beach
Intermediate Drawing starting on June 4th 6pm @ Rehoboth Art League, Rehoboth Beach
Spinning Yarns on June 4th 2pm @ Rehoboth Beach Public Library, Rehoboth Beach
Afternoon Tea 3pm-5pm @ Victoria’s Restaurant, Rehoboth Beach
Lantern Tour on May 28th  7:30pm @ Delaware Seashore State Park
Coastal Tides Beginner Watercolor Class on May 28th and Four Eyes Fun Fish in Watercolor Class on June 4th 1pm @ Raye Of Light Art Studio, Ocean View
Story Time every Wednesday 10:30am @ South Coastal Public Library, Bethany Beach
Ask a Master Gardener on June 4th1pm @ South Coastal Public Library, Bethany Beach
PAWS For People: Read! on May 28th 4pm @ Selbyville Public Library, Selbyville
Dale Wednesdays 5pm- 9pm @ Harpoon Hanna’s Restaurant, Fenwick Island

THURSDAY,  05/29 and 06/05
“The Amish Outlaws” on May 29th The Four Horsemen: Metallica Tribute on June 5thth  8pm @ Milton Theatre,Milton
Quayside Night – Live Music! Hot Sauce Band on May 29th and Soul Chase Band on June 5th 6pm @ Milton Theatre, Milton
Mafia Murder Mystery on June 5th  @ Cape Water Taxi Tour, Anglers Road, Lewes
Pinelands History Hike on May 29th, 1pm   @  Fort Miles, Cape Henlopen State Park, Lewes
Retirement Bootcamp on May 29th 10am @ Lewes Public Library, Lewes
In The Loop – Knitting and Crocheting Group – every Thursday 3pm @ Lewes Public Library, Lewes
Craft Club- Folk Art Wreaths on June 5th 1pm @ Lewes Public Library, Lewes
Karaoke Night 7pm @ Lefty’s Alley and Eats, Lewes
Funland Amusement Park -Games and Rides open 1pm on June 4th @ Funland Rehoboth, Rehoboth Beach Boardwalk
Midway Water and Speedway Park Open Memorial Day through Labor Day 10am-10pm @ Midway Speedway Park, Rehoboth Beach
Expressive Arts Workshop on June 5th 1pm @ Rehoboth Art League, Rehoboth Beach
“Buyer and Cellar” on May 29th 7pm @ Clear Space Theatre, Rehoboth Beach
Afternoon Tea 3pm-5pm @ Victoria’s Restaurant, Rehoboth Beach
ID That Tree on May 29th 10am @ Delaware Seashore State Park
Bethany Beach Bandstand Concert Series – Mike Hines & The Look on June 5th 7:30pm @ Bethany Beach Bandstand
The Little Birds – a Gelli Print Class on May 29th 1:30pm @ Raye Of Light Art Studio, Ocean View
Baby Bees every Thursday 11am @ Frankford Public Library, Frankford
Let’s Play Games For Adults- every Thursday 1pm @ Frankford Public Library, Frankford
Toddler Sensory Play – every Thursday 10am @ Selbyville Public Library, Selbyville

Now, Here’s what is going on this weekend….

FRIDAY, 05/30 and 06/06
Milton Farmer’s Market – Every Friday! 3pm-6pm @ Grace Church on Union St, Milton
Live Music! Jeff Evans on May 30th and 10th Avenue on June 6th 5:30pm @ Dogfish Head Brewery, Milton
“Broadway Now ” Musical Theatre ensemble on May 30th and Super Trans Am: Anthems of the 70’s on June 6th 7:30pm @ Milton Theatre,Milton
Discover Battery 519 on and May 30th and June 6th 11am and 2pm @ Fort Miles, Cape Henlopen State Park, Lewes
Artiillery Park Walk on May 30th and June 6th 1pm @ Fort Miles, Cape Henlopen State Park, Lewes
Live Music! Michael Waskey on May 30th  6pm-9pm @ The Wheelhouse, Lewes
Live Music! Girlsroom on May 30th and Benson Brothers on June 6th  8:30pm @ Bethany Blues, Lewes
Funland Amusement Park -Games and Rides open 6pm on May 30th and 1pm on June 6th  @ Funland Rehoboth, Rehoboth Beach Boardwalk
Midway Water and Speedway Park Open Memorial Day through Labor Day 10am-10pm @ Midway Speedway Park, Rehoboth Beach
“Buyer and Cellar” on May 30th 7pm @ Clear Space Theatre, Rehoboth Beach
Baby and Me – every Friday 10:30am @ Rehoboth Public Library, Rehoboth Beach
Friday Flicks – every Friday 1pm @ Rehoboth Public Library, Rehoboth Beach
Live Music! Dina Hall on May 30th  5pm @ Dogfish Head, Chesapeake and Maine, Rehoboth Beach
Live Music!  Troll Tribe Band on May 30th and Gage Rhodes Solo on June 6th- Downtown 8pm-11pm @ Rehoboth Ale House, Rehoboth Beach
Live Music! Inside Straight on May 30th and Off 24 on June 6th 7pm @ Big Chill Surf Cantina, Rehoboth Beach
Live Music! Knappy House Band on June 6th 9pm  @ Rusty Rudder, Dewey Beach
Alcohol and Ink Class on May 30th 11am and Learn to Draw Faces on June 6th 10am @ Raye Of Light Art Studio, Ocean View
Groovin’ Friday with Mike Hines and the Look on May 30th and Blind Wind on May 31st  5pm @ Salted Vines Vineyard & Winery, Frankford 
Almost Queen-Tribute To Queen on May 30th and Hollywood Nights- A Bob Seger Experience on June 6th 7pm @ Freeman Ars Pavilion, Selbyville
Live music! Turning Point on May 30th and Dustin Showers Band on June 6th  9pm @ Harpoon Hanna’s Restaurant, Fenwick Island
Friday Walk On Pontoon Tour on May 30th 5pm @ Trap Pond State Park, Laurel

SATURDAY, 05/31 and 06/07
Riverwalk Farmer’s Market – every Saturday 9am-1pm @ 1 S Walnut St, Milford
“Completely Unchained – Van Halen Tribute” on May 31st  8pm and “33 and 1/3” Live’s Killer Queen Experience on June 7th 3pm and  8pm @ Milton Theatre,Milton
Live Music! Through Being Cool on May 31st and Goldstar on June 7th  5:30pm @ Dogfish Head Brewery, Milton
PAWS For People: Read! on June 7th 10:30am @ Milton Public Library, Milton
Historic Lewes Farmers Market Saturday Summer Market – every Saturday 8am-12pm @ George H.P. Smith Park, Lewes
Discover Battery 519 on and May 31st and June 7th 11am and 2pm @ Cape Henlopen State Park, Lewes
Live Music! The Leftovers Duo on May 31st  6pm @ The Wheelhouse, Lewes
Live Music! Sweet Leda on May 31st  and Lower Case Blues on June 7th 8:30pm @ Bethany Blues, Lewes
Funland Amusement Park -Games and Rides open 1pm on May 31st and Games open 10am on June 7th  @ Funland Rehoboth, Rehoboth Beach Boardwalk
Midway Water and Speedway Park Open Memorial Day through Labor Day 10am-10pm @ Midway Speedway Park, Rehoboth Beach
Jungle Jim’s Waterpark – Open on May 31st and June 7th 10am-6pm and opens everyday starting June 14th @ Jungle Jim’s Waterpark, Rehoboth Beach
 “Million Dollar Mcgraw Show starring Vegas McGraw on June 13th 8pm @ Rehoboth Beach Bandstand, downtown Rehoboth Beach
“Buyer and Cellar” on May 31st 2pm and  7pm @ Clear Space Theatre, Rehoboth Beach
Writing Bootcamp – every Saturday 8:30am @ Rehoboth Beach Public Library, Rehoboth Beach
Live Music! Southern Avenue on May 31st and Gabe Stillman Band on June 7th 9pm @ Dogfish Head, Brewings & Eats, Rehoboth Beach
Jeremiah Coyne on May 31st and Matt Avery on June 7th Live Music! Downtown 8pm-11pm @ Rehoboth Ale House, Rehoboth Beach
Live Music – Leftovers on May 31st 7pm and Soul Chase on June 7th  7pm @ Big Chill Surf Cantina, Rehoboth Beach
Live Music! Laura Lea and Tripp Fabulous on June 7th  9pm@ Rusty Rudder, Dewey Beach
Sea Glass Sun Catcher on May 31st  2pm @ Delaware Seashore State Park
Acoustic Vibes with Tim Jauson/String Theory on May 31st and Rick Artz/Devin Canfield on June 7th 1pm @ Salted Vines Vineyard & Winery, Frankford
Blood, Sweat and Tears on May 31st and Taj Mahal & Keb Mo’ on June 7th 7pm @ Freeman Ars Pavilion, Selbyville
Live music! High Five Swan Dive Duo on May 31st 9pm and Eric Tobiassen Band on June 7th 5pm @ Harpoon Hanna’s Restaurant, Fenwick Island
Live Music! Lower Case Blues on May 31st and The Bills on June 7th  8pm @ High Stakes Bar & Grill, Fenwick Island

SUNDAY, 06/01 and 06/8
YYNOT Rush Tribute on June 1st  7:30pm and 7 Bridges:The Ultimate Eagles Experience on June 8th 3pm and 7pm  @ Milton Theatre, Milton
Nassau Valley Vineyards Farmers Market Every Sunday 12 noon to 3pm @ Nassau Valley Vineyards, Lewes
Sunday Brunch @ Honey’s Farm Fresh, Lewes
Red Caboose Tour on June 1st 10am-2pm @ Lewes Junction, Lewes
Best of Both Worlds – River and Bay Cruise from Anglers Road on June 1st and June 8th 6:45pm @ Cape Water Tours, Lewes
Sunday Brunch 11am and Game Day at Lefty’s 1pm @ Lefty’s Alley and Eats, Lewes
Funland Amusement Park -Games and Rides open 1pm on June 1st and Games open 10am on June 8th @ Funland Rehoboth, Rehoboth Beach Boardwalk
Midway Water and Speedway Park Open Memorial Day through Labor Day 10am-10pm @ Midway Speedway Park, Rehoboth Beach
Jungle Jim’s Waterpark – Open on June 1st and June 8th 10am-6pm and opens every day starting June 14th @ Jungle Jim’s Waterpark, Rehoboth Beach
Live Music! Lower Case Blues every Sunday 4pm @ Big Chill Surf Cantina, Rehoboth Beach
“Buyer and Cellar” on June 1st  2pm @ Clear Space Theatre, Rehoboth Beach
Sunday Brunch 11:30am-3pm @ Thompson Island Beer Garden, Rehoboth Beach
Sunday Brunch @ Blue Moon, Rehoboth Beach
Victoria’s Restaurant Sunday Brunch 11am @ Boardwalk Plaza, Rehoboth Beach
Strummin Sundays with Kyle Offidani/Frankie Moran  on June 1st and Warren Zachary/Jack Sky on June 8th 1-4pm @ Salted Vines Vineyard and Winery, Frankford
Sunday Brunch 11am @ Baywood Clubhouse Restaurant, Millsboro 
Sunday Brunch @ Bethany Blues, Lewes and Bethany Beach
Pat Benatar & Neil Giraldo with special guest The Vindys on June 1st  7pm @ Freeman Ars Pavilion, Selbyville
Sunday Brunch 11:30am @ Signatures at Bayside, Selbyville
Bethany Beach Heritage Trail Self Guided Tour @ Bethany Beach

FEATURED SUSSEX COUNTY BEACH LIVING BUSINESSES

SUSSEX COUNTY BEACH LIVING – BEST LOCAL LANDSCAPERS!

Best Local Landscapers in Sussex County Beach Living!!
Want to get your curb appeal in tip-top shape for the summer? Now is the time to get your landscaping in check. And I’m here with some of the best Local Landscapers and Garden places in Sussex County Beach Living:

1. Bella Terra, Ellendale
2. Pepper Greenhouses, Milton
3. Jobe’s Landscape
4. Harbor Group, Lewes
5. Eastern Cape Landscaping, Rehoboth Beach
6. Wharton’s Landscaping, Rehoboth Beach
7. East Coast Garden Center, Millsboro
8. Shore Thing Property Services, Bethany Beach
9. Lord’s Landscaping, Millville
10. Coastal Edge Landscape, Selbyville

Tell me… if you have a favorite garden center or landscaper!

Have a wonderful week!!
Kelly Pedersen

Sussex County Beach Living 
C-717-880-3135

Filed Under: Events

About Kelly Pedersen

Thanks for visiting me at Sussex County Beach Living– where we enjoy this beautiful beach resort area all year round! This is an amazing place to live not only for the beautiful beaches but we have some of the best restaurants, shopping, outdoor activities, fun events, and history to explore! I love helping people feel connected at the Delaware Beaches so I send out a Weekly Newsletter of all the fun events and activities going on each week. I also promote a small business or outreach every week. If you need help selling your home or buying your dream home at the beach, I can help you with that, too. I am part of Keller Williams Realty and the Griffin Higgins Team and would love to help you!

There is a reason Sussex County Beach Living is one of the top places in Delaware that people want to live. There are so many hidden gems and I can't wait to share them with you!

Working in partnership with my clients is one of the things I enjoy most. I love helping people find their dream home near the beach! I hope you enjoy getting to know the community on my website, and then let’s talk about your next step here in Sussex County. I look forward to hearing from you!

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