Milton Pride 2026
The Milton Theatre is proud to announce PRIDE FEST 2026 on June 13, 2026 from 4-8pm. We invite the community to join us in coming together to celebrate diversity, love, and equality. We firmly believe in fostering an inclusive and welcoming environment for all individuals. We remain dedicated to promoting a world where diversity is celebrated, and love and acceptance conquer prejudice and discrimination. We extend our heartfelt gratitude to our yearly sponsor Dogfish Head Craft Brewery, our volunteers, and staff. Without whom this celebration would not be possible. Together, we can create a society where every individual can live and love freely, embracing their authentic selves. Reserve your wristband in advance and fastrack your entrance into the festival, pre-register now online. Picnic Tables (seat up to 8 guests) $50Adirondack Chairs $20General Admission (Bring Your Own Chair) $5*Prices not included applicable fees. Line-Up:4-5:15pm Mama’s Blacksheep5:30-6:30pm Magnolia Applebottom & Friends6:45-8pm Boy Band Project Paint The Town Rainbow Join the vibrant and inclusive community of Milton, Delaware as we “Paint The Town Rainbow” this June in honor of Pride Month! Celebrate Pride with us by hanging your rainbow or Pride flag outside your home or business for all of June!
Quayside @ Nite: Pop-Up Opera With OperaDelaware
OperaDelaware’s Pop-Up Opera! The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside setting of historic downtown Milton!Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:Picnic Tables (Seats 8) – $40 Adirondack Chairs – $10 OR BYOC! (Bring Your Own Chair) General Admission – FREE**Registration is limited. Reserve FREE tickets in advance to guarantee admission. Notify Box Office in the event you no longer need FREE tickets. This Event is Rain or Shine! Live Music: Pop Up Opera Website | Facebook | Youtube OperaDelaware’s Pop-Up Opera program began as a necessity during the pandemic, but quickly evolved into a statewide tool for engagement, education, and welcoming new audiences! Pop-Up Opera introduces Delawareans across the state to the remarkable talent and power of live opera, brought right to you on our Mobile Opera Stage. With a roster of talented artists, an emcee, a supercharged t-shirt cannon, bubble machines, prizes, and giveaways, Pop-Up Opera is an EXPERIENCE and our customizable options make it a perfect addition to any event! Featured Food Truck: tbd SPONSORED BY: tbd Become a Quayside Sponsor 2026! Bring Your Food Truck to Quayside!
Quayside @ Nite with Lower Case Blues
New fusion of old blues, funk, and rock! The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside setting of historic downtown Milton!Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:Picnic Tables (Seats 8) – $40 Adirondack Chairs – $10 OR BYOC! (Bring Your Own Chair) General Admission – FREE**Registration is limited. Reserve FREE tickets in advance to guarantee admission. Notify Box Office in the event you no longer need FREE tickets. This Event is Rain or Shine! Live Music: Lower Case Blues Website | Facebook | Youtube Lower Case Blues is a jammin’ trio that plays a new fusion of old blues, funk, and rock! Since 2003, lOWER cASE bLUES has been giving Delaware and the tri-state area some of the best blends of blues and rock music. Featured Food Truck: tbd SPONSORED BY: tbd Become a Quayside Sponsor 2026! Bring Your Food Truck to Quayside!
Quayside @ Nite with Mama’s Black Sheep
Mama’s Black Sheep is the soulful collaboration of singer-songwriters Ashland Miller (guitar/vocals) and Laura Cerulli (drums/vocals). The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside setting of historic downtown Milton!Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:Picnic Tables (Seats 8) – $40 Adirondack Chairs – $10 OR BYOC! (Bring Your Own Chair) General Admission – FREE**Registration is limited. Reserve FREE tickets in advance to guarantee admission. Notify Box Office in the event you no longer need FREE tickets. This Event is Rain or Shine! Live Music: Mama’s Black SheepWebsite | Facebook | YoutubeMama’s Black Sheep is the soulful collaboration of singer-songwriters Ashland Miller (guitar/vocals) and Laura Cerulli (drums/vocals). Together, this duo creates a blend of hit worthy originals and covers with a unique spin. Each song allows you to travel with time, whether you’re swinging to Country, Rocking to Pop, Grooving to Soul, or swaying to the Blues; there’s always something to move your body and stir your soul! Touring together since 2008, Miller & Cerulli will make you feel like every aspect of their journey in Real-Time. Creating a sound all of their own, Mama’s Black Sheep is driven by Miller’s versatile guitar grooves, Cerulli’s innovative percussion, and two voices that blend like honey & whiskey in perfect harmonious balance. These ladies rock to their own beat, sharing songs of life and love, and empowering the listener to live boldly. Featured Food Truck: tbd SPONSORED BY: tbd Become a Quayside Sponsor 2026! Bring Your Food Truck to Quayside!
Quayside @ Nite with Girls Room
All-Female Rock and Roll Band from Sussex County, Delaware! The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside setting of historic downtown Milton!Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:Picnic Tables (Seats 8) – $40 Adirondack Chairs – $10 OR BYOC! (Bring Your Own Chair) General Admission – FREE**Registration is limited. Reserve FREE tickets in advance to guarantee admission. Notify Box Office in the event you no longer need FREE tickets. This Event is Rain or Shine! Live Music: GirlsRoom Website | Facebook | Youtube Girls Room is an all female rock and roll band in Sussex County, Delaware. Featuring drummer Jill Brady, formerly of The Girlfriends, vocalist Barbara Phillips, bassist Terri Brady & guitarists Lois McDuffee and Glenda Diem. Featured Food Truck: tbd SPONSORED BY: tbd Become a Quayside Sponsor 2026! Bring Your Food Truck to Quayside!
Quayside @ Nite with Lower Case Blues
New fusion of old blues, funk, and rock! The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside setting of historic downtown Milton!Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:Picnic Tables (Seats 8) – $40 Adirondack Chairs – $10 OR BYOC! (Bring Your Own Chair) General Admission – FREE**Registration is limited. Reserve FREE tickets in advance to guarantee admission. Notify Box Office in the event you no longer need FREE tickets. This Event is Rain or Shine! Live Music: Lower Case Blues Website | Facebook | Youtube Lower Case Blues is a jammin’ trio that plays a new fusion of old blues, funk, and rock! Since 2003, lOWER cASE bLUES has been giving Delaware and the tri-state area some of the best blends of blues and rock music. Featured Food Truck: tbd SPONSORED BY: tbd Become a Quayside Sponsor 2026! Bring Your Food Truck to Quayside!
Quayside @ Nite with Final Groove
New fusion of old blues, funk, and rock! The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside setting of historic downtown Milton!Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:Picnic Tables (Seats 8) – $40 Adirondack Chairs – $10 OR BYOC! (Bring Your Own Chair) General Admission – FREE**Registration is limited. Reserve FREE tickets in advance to guarantee admission. Notify Box Office in the event you no longer need FREE tickets. This Event is Rain or Shine! Live Music: Final Groove Facebook | Youtube We’re a 6 piece R&B , Rock , Soul , Funk . Cover band. Covering songs that you won’t here other bands play from the decades.To get you up on your feet movin and groovin. All seasoned musicians. Featured Food Truck: tbd SPONSORED BY: tbd Become a Quayside Sponsor 2026! Bring Your Food Truck to Quayside!
Quayside @ Nite with Barrelhouse
Join Barrelhouse for Quayside @ Nite! Live outdoor entertainment! The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside setting of historic downtown Milton!Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:Picnic Tables (Seats 8) – $40 Adirondack Chairs – $10 OR BYOC! (Bring Your Own Chair) General Admission – FREE**Registration is limited. Reserve FREE tickets in advance to guarantee admission. Notify Box Office in the event you no longer need FREE tickets. This Event is Rain or Shine! Live Music: Barrelhouse Website | Facebook | YoutubeBarrelhouse was formed in October of 2007. Since then they have been playing locations throughout the Delmarva region. They have worked hard to build a large following that “Digs” their particular brand of blues. Club & Festival goers alike, agree, that their music is high energy and up in your grille. The boys have opened for numerous well known national blues acts such as, Victor Wainwright, John Primer, Bob Margolin, Ray Fuller, Moreland & Arbuckle, Albert Castiglia, The Night Hawks, and others. You can find Barrelhouse more and more in the lineup of festivals and major blues locations in the region. Featured Food Truck: tbd SPONSORED BY: tbd Become a Quayside Sponsor 2026! Bring Your Food Truck to Quayside!
Quayside @ Nite with Lower Case Blues
New fusion of old blues, funk, and rock! The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series! Enjoy live music in the beautiful waterside setting of historic downtown Milton!Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:Picnic Tables (Seats 8) – $40 Adirondack Chairs – $10 OR BYOC! (Bring Your Own Chair) General Admission – FREE**Registration is limited. Reserve FREE tickets in advance to guarantee admission. Notify Box Office in the event you no longer need FREE tickets. This Event is Rain or Shine! Live Music: Lower Case Blues Website | Facebook | Youtube Lower Case Blues is a jammin’ trio that plays a new fusion of old blues, funk, and rock! Since 2003, lOWER cASE bLUES has been giving Delaware and the tri-state area some of the best blends of blues and rock music. Featured Food Truck: tbd SPONSORED BY: tbd Become a Quayside Sponsor 2026! Bring Your Food Truck to Quayside!
Quayside @ Nite: Pop-Up Opera With OperaDelaware
OperaDelaware’s Pop-Up Opera! The Milton Theatre’s outdoor HAPPY HOUR and LIVE MUSIC concert series!What started in 2020 as a response to the pandemic, has now become a warm-weather regional entertainment staple for all ages. Enjoy live music in the beautiful waterside setting of historic downtown Milton!Well-Behaved Kids & Dogs Welcome! Reserve some of our lawn furniture:Picnic Tables (Seats 8) – $40 Adirondack Chairs – $10 OR BYOC! (Bring Your Own Chair) General Admission – FREE**Registration is limited. Reserve FREE tickets in advance to guarantee admission. Notify Box Office in the event you no longer need FREE tickets. This Event is Rain or Shine! Live Music: Pop Up Opera Website | Facebook | Youtube OperaDelaware’s Pop-Up Opera program began as a necessity during the pandemic, but quickly evolved into a statewide tool for engagement, education, and welcoming new audiences! Pop-Up Opera introduces Delawareans across the state to the remarkable talent and power of live opera, brought right to you on our Mobile Opera Stage. With a roster of talented artists, an emcee, a supercharged t-shirt cannon, bubble machines, prizes, and giveaways, Pop-Up Opera is an EXPERIENCE and our customizable options make it a perfect addition to any event! FEATURED FOOD TRUCK: Become a Quayside Sponsor 2025! Bring Your Food Truck to Quayside!