Dogfish Head May 2026 Events & Specials in Milton and Rehoboth

DOGFISH HEAD MILTON BREWERY – 6 Cannery Village Center, Milton, DE 19968:

 

Weekly Off-Season Specials: (to continue through June 8th)

Mondays at 5 p.m. – Trivia & Slider Night
  • Free trivia and $3 sliders.
Tuesdays at 4 p.m. – Handcrafted Cocktail Night
  • Enjoy exclusive hand-crafted cocktails featuring Dogfish Head Distilling Co. spirits. Cocktail offerings change weekly.
Wednesdays at 5 p.m. – Bingo & Taco Night
  • Free bingo and $3 tacos.
Thursdays at 5 p.m. – Video Game Night, Growler & Crowler Thursday, and Off-Centered Society Double Points Day
  • 25% off growler and crowler fills of R&D beers.
  • Challenge other guests to some friendly, tournament-style competition in classic video games. Registration opens at 5 p.m. and the tournament begins at 6 p.m.
  • Off-Centered Society members get double points on purchases all day long.
Monday through Thursday from 5:30-7:30 p.m. – Can Happy Hour
  • $1 off canned beers and cocktails
Other Events – May 2026:
Saturday, May 2: Sip, Spin, & Scupt — 10:15 a.m.
Kick off our partnership with Salt Fitness this National Fitness Day with Sip, Spin & Sculpt at the Milton Brewery on Saturday, May 2 at 10:15 a.m. Classes will be held in the parking lot, so come ready to sweat it out outdoors. Choose your workout, spin or sculpt, no spin shoes required, just bring your sneakers, and don’t forget a yoga mat if you’re sculpting. After class, stick around and enjoy a complimentary Dogfish beer, you earned it!

One class is $40, or $35 if purchased before April 25, and includes one post workout Dogfish Head beer. No refunds. Anyone 18+ can participate in the classes, and participants must be 21+ to receive a beer voucher.
Sign up here: www.saltfitnessde.com

Sunday, May 3: Sunday Open Mic — 3-6 p.m.

Join us at the Milton Brewery on Sunday, May 3 from 3 – 6 p.m. for an Open Mic with Frantic Music Project to show off your talents or just enjoy the music! Whether you’re a seasoned musician or just starting out, this is your chance to take the stage, have fun, and share your music with the crowd.
Come hang out with us and let the music flow!
For more information, head to www.franticmusic.org/frantic-open-mic.

Friday, May 8: Fireside Chat with Delmarva Dock Dogs and Sam Calagione — 5 p.m.

Kick off the Dockfish Dogs festivities with a Fireside Chat at our Milton Brewery with Delmarva Dock Dogs and Dogfish Head founder Sam Calagione on Friday, May 8 at 5 p.m! Bring your pup and grab a pint for a chat about all things docks, dogs and Dogfish. Plus, enter our raffle for your chance to win a Dogfish Head Yeti dog bowl!
For more info about Dockfish Dogs at the Milton Brewery on Saturday, May 9, head to dogfish.com/dockfish-dogs.

Saturday, May 9: Dockfish Dogs — 11 a.m. 

Dogfish Head is teaming up with Delmarva Dock Dogs to bring you Dockfish Dogs – a splash-tastic, tail-wagging festival celebrating high-flying pups, cold craft beer, and community good times at the Milton Brewery on Saturday, May 9.
Watch incredible canine athletes launch off the dock in thrilling dock-jumping competitions, cheer them on with a Dogfish brew in hand, and soak up the sunshine with friends, family, and furry sidekicks. Whether you’re here for the big air, the beer, or just a good time, Dockfish Dogs is guaranteed to make a splash!
This is a FREE family and dog-friendly event. For more information, head to dogfish.com/dockfish-dogs.

Thursday, May 21: Explore Hotness – Beer, Wings, and Hot Sauce Pairing Experience — 5:30 p.m.

Join us for an exploration of all things beer and hot sauce on Thursday, May 21! We teamed up with our friends at MF Heat Co to bring you this one-of-a-kind beer and hot sauce pairing experience.
The experience includes 6 wood-grilled wings, samples of 3 different MF Heat Co hot sauces, 3 different 8oz. pours of Dogfish Head beer, and a bottle of MF Heat Co hot sauce to take home. Visit our tours page to book your spot: https://www.dogfish.com/visit/milton-brewery/tours.
 

DOGFISH HEAD BREWINGS & EATS – 320 Rehoboth Ave., Rehoboth, DE 19971:

Weekly Off-Season Specials: (to continue through May 21st)

Sundays – Wing Day
  • $1 wings, including boneless wings (6 wings per order).
Mondays – Half-Priced Apps & Off-Centered Society Double Points Day
Tuesdays – Burger & Pizza Day
  • $12 burgers and pizzas, with a specialty burger each week.
Wednesdays – Discounts on Rehoboth Exclusive Beers
  • $2 off draft pours of Rehoboth exclusive beers.
Thursdays – Burger & Pizza Day
  • $12 burgers and pizzas, with a specialty pizza each week.
 
Other Events – May 2026:
Wednesday, May 6: Benevolence Night – Overalls Foundation — 4 p.m.
Come out and eat and/or drink for a cause! On Wednesday, May 6, from 4 – 9 p.m., Dogfish Head Brewings & Eats is hosting a Benevolence Night to benefit the Overfalls Foundation. The mission of the Overfalls Foundation is to preserve, teach and honor the lightships and their sailors of the United States and the maritime history of our community through the preservation and display of the Lightship Overfalls (LV-118) and its collection of associated maritime artifacts. 10% of the evening’s proceeds will be donated to the Overfalls Foundation!

Friday, May 8: Pirates of the Mediterranean Beer Dinner — 6 p.m.
Set sail with us!
Join us Friday, May 8 at 6:00 p.m. for our Pirates of the Mediterranean Beer Dinner, an evening inspired by coastal flavors, seafaring spirit, and a touch of Dogfish Head adventure. Guests will enjoy a thoughtfully crafted multi-course menu paired with Dogfish Head beers, each course bringing bold, vibrant flavors from across the Mediterranean to your plate and glass. We’re encouraging all guests to dress the part, whether you channel a daring pirate, a breezy Mediterranean explorer, or anything in between. Our hosts will be awarding a prize for the best costume of the night, so come ready to impress.
Tickets are $75, including gratuity. There’s a limited number of seats, so reserve your spots today:
For allergen information or seating requests, please email events@dogfish.com in advance.

Monday, May 11: Locals No Meter Meet-Up — 4-9 p.m.

Kick off summer the right way at our Locals No Meter Meet-Up! Join us Monday, May 11 from 4 – 9 p.m. at Brewings & Eats for one last locals-only celebration before the meters are back on. We’ll have half-priced apps all night, free samples to try, and Minute Series beers priced to match the meters. Stick around for live music from Kerry Hallett from 6 – 8 p.m. and don’t miss the 7 p.m. raffle featuring Dogfish Head swag made for beach days all summer long. Come celebrate, hang with fellow locals, and enjoy that free parking while it lasts.

DOGFISH HEAD CHESAPEAKE & MAINE – 316 Rehoboth Ave., Rehoboth, DE 19971:

Weekly Off-Season Specials: (to continue through May 21st)
Mondays & Tuesdays – Closed
Wednesdays – Crab Cake Night
  • $10 crab cakes, and other crab specials.
Thursdays – Cocktail Specials, Lobster Roll Night & Off-Centered Society Double Points Day
Fridays – Oyster Night
  • $1 oysters, and other oyster specials.
Other Events – May 2026:
Saturday, May 2: Vinyl Brunch with Extended Play — 11 a.m-2 p.m.
Kick off your weekend at Chesapeake & Maine on Saturday, May 2. Jackson from Extended Play will be spinning vinyl from 11 a.m. – 2 p.m. and handing out 10% off cards for Extended Play.
 

Saturday, May 2: Derby Brunch — 11 am 

We’re going full stretch at Chesapeake & Maine for Derby Brunch, where the hats are big, the cocktails are bolder, and the brunch menu is running at full stride. Join us on Saturday, May 2 from 11 a.m. to 2 p.m. for all your favorites from our regular brunch menu, plus a few Derby-day extras to keep things lively while we warm up for the race.
We’ll have the TVs on for all the pre-Derby action, cocktail specials flowing, and a room full of guests showing up in their most over-the-top Derby looks. Wear your silliest hat and you might walk away with a little something extra—we’ll be handing out a gift card for Best Hat every hour.
For the main event, step up and build your own julep at the track. Start by choosing your whiskey, then mix in your syrup, and finish with a fresh herb to create your signature pour. With over 100 possible combinations, no two juleps need to finish the same way, and half the fun is placing your  “bet” and seeing what you land on.
  • Featured options include Dogfish Head Let’s Get Lost, Dogfish Head Hull & Helm, and Dogfish Head Samba Amburana.
  • Whiskeys include bourbon and rye selections.
  • Syrups include honey, cane, brown sugar, maple, and agave.
  • Herbs include basil, dill, mint, cilantro, and tarragon.
    We’ll be giving away a Dogfish Head branded barrel to one lucky winner. Just fill out a raffle ticket while you’re here, and we’ll announce the winner at the end of brunch. The winner will have 24 hours to claim and pick up their prize. Reservations are recommended.
    Check out the brunch menu here: https://www.dogfish.com/visit/chesapeake-and-maine/menu
    Make a reservation online: https://resy.com/cities/rehoboth-beach-de/venues/dogfish-head-chesapeake-and-maine?seats=2&date=202… or call (302) 226-3600.
 

Saturday, May 9: Vinyl Brunch with Extended Play — 11 a.m.-2 p.m.

Kick off your weekend at Chesapeake & Maine on Saturday, May 9. Jackson from Extended Play will be spinning vinyl from 11 a.m. – 2 p.m. and handing out 10% off cards for Extended Play.

Sunday, May 10: Mother’s Day Brunch — 11 a.m.-2 p.m.

We’re raising a glass (and probably a fork) to moms this Mother’s Day at Chesapeake & Maine. Join us on Sunday, May 10 from 11 a.m. to 2 p.m. for all your favorites from our regular brunch menu, plus our Lobster Sunday special featuring $15 whole Maine lobsters all day (limit one lobster per person).
We’ll be pouring three cocktails built like Mother’s Day gifts you either thoughtfully planned… or are now creatively claiming you did. “Flowers” brings Dogfish Head Whole Leaf Gin, rose, elderflower, herb, and lime together like something you’d hand your mom and say “I picked this out myself.” “Chocolate” leans into Dogfish Head Ladybug Rum, strawberry, crème de cacao, lime, and chocolate for a rich, sweet nod to the universal truth that moms deserve dessert first. And “That’s Today?!?” Dogfish Head Lets Get Lost Whiskey, coffee malt syrup, chocolate bitters, Dogfish Head bitters, and smoke comes with a $25 gift card built in, for those running on equal parts love and last-minute brilliance. “Drinkable Arrangement” takes things fully over the top with melon, strawberry, blueberry, orange, pineapple, vanilla, and Dogfish Head Awe-Spray vodka. It’s a porthole cocktail that looks pretty while you’re drinking it, and the fruits infuse with the spirits more and more, adding more flavor over time.

Saturday, May 16: Vinyl Brunch with Extended Play — 11 a.m.-2 p.m.

Kick off your weekend at Chesapeake & Maine on Saturday, May 16. Jackson from Extended Play will be spinning vinyl from 11 a.m. – 2 p.m. and handing out 10% off cards for Extended Play.
If you have any questions or need any additional information, please do not hesitate to reach out to me!

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