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This Weekend in Baltimore: Dogs, Drinks & a Little Drizzle
Rain or Shine, Baltimore’s Still Pouring (Pints & Pups) 🍻🐾
Eating Baltimore
May 29, 2025
In partnership with
Hey Baltimore — June’s rolling in with a little rain, but don’t let the drizzle stop you. There’s plenty to do (and sip) whether you're under an umbrella or cozied up indoors:
🐾 Pours for Paws, adoptable pups, and all-you-can-sample brews at the B&O Museum
🎭 Dark comedies, Bowie under the dome, and psychedelic jams to ride out the storm
🏡 A cozy Anneslie colonial, rooftop rosé (on standby), and oysters at the mill
Scroll on, make a backup plan or two, and as always — eat well, Charm City.
Matt | Eating Baltimore
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Baltimore Weekend Weather Snapshot
Friday, May 30: A couple of morning showers followed by periods of rain and a thunderstorm in the afternoon; rain can lead to slower travel and reduced visibility. High around 79°F, low near 57°F.
Saturday, May 31: Mostly cloudy and cooler with a couple of showers and a thunderstorm; breezy in the morning; gusty winds and small hail can accompany any downpour. High of 69°F, low of 49°F.
Sunday, June 1: Breezy and pleasant with sunshine mixing with some clouds. High of 73°F, low of 52°F.
After a wet start, the weekend wraps up with sunshine and comfortable temperatures—perfect for Sunday’s outdoor events!
Things To Do This Weekend In The Baltimore Area
🎭 John Wilkes Booth: One Night Only!
📅 Now through June 22
📍 Baltimore Center Stage, 700 N Calvert St, Baltimore
🔗 Tickets & Info
John Wilkes Booth—Maryland-born heartthrob, magnetic stage actor, Shakespearean star—once adored for his beauty, bravado, and tragic flair. He lit up rooms. He knew it. And then he lit a match to the country. Because Booth wasn’t just a tragic actor. He was a drunk. A deluded white supremacist. A Southern fanatic. And the man who put a bullet in the back of Abraham Lincoln’s head.
Starring Ben Ahlers of HBO’s The Gilded Age and Adrienne C. Moore of Netflix’s Orange Is the New Black, this darkly funny, unflinchingly honest portrait lets you laugh, at him, with him—and then, uncomfortably, at yourself. Because the truth is, Booth isn’t just a relic. He’s a warning. One we still haven’t heeded. In this play, past... is prologue.
Food & Drink
Baltimore City
🐶 Pours for Paws
📅 Saturday, May 31 | 1PM – 4PM
📍 B&O Railroad Museum, 901 W Pratt St, Baltimore
Snuggle adoptable pups from BARCS while sipping unlimited samples of beer, wine, canned cocktails, and spirits from 20+ vendors at this pet-friendly party.
💃 Live Latin Music & Beer Tasting
📅 Friday, May 30 | Beer Tasting: 9PM | Live Music & DJ: 10PM – 2AM
📍 402 N Howard St, Baltimore
Get ready to dance the night away at this high-energy Latin music celebration! Experience the vibrant rhythms of La Rumbera Mayor, a salsa orchestra led by the charismatic Ingrid Noel, blending Peruvian and Venezuelan roots.
🍺 Monument City Brewing 10th Anniversary
📅 Saturday, May 31 | 12PM – 6PM
📍 Monument City Brewing Co., 1 N Haven St, Baltimore
Raise a glass to a decade of craft beer at Monument City Brewing’s 10th Anniversary bash! Enjoy delicious offerings from local food trucks like Underground Pizza, The Knockout Food Truck, and Fun-O-Kake.
🍷 Wine on the Water: Caribbean Wine & Arts Festival
📅 Sunday, June 1 | 12PM – 6PM
📍 Middle Branch Park, 3301 Waterview Ave, Baltimore
Sip, sway, and soak up the waterfront vibes at Baltimore’s largest outdoor wine festival. This Caribbean-themed celebration features tastings from 7+ local wineries—including Soca Wines, Boordy Vineyards, and Fruits of Life—plus gourmet food vendors and a vibrant artisan market.
Baltimore County
🎉 Summer Fest at The Valley Inn
📅 Sunday, June 1 | 12PM – 6PM
📍 The Valley Inn, 10501 Falls Rd, Lutherville-Timonium
Kick off summer at The Valley Inn’s annual Summer Fest! Enjoy a day filled with live music, local vendors, and festive fun. .
Additional Events:
🥃 Birds, Bourbon, & Bacon | Saturday, May 31 | 10AM – 2PM |📍 The Cedar House at Patterson Park
🎤 Biggie Bday Brunch | Saturday, May 31 | 10AM |📍 The Point in Fells, 1738 Thames St, Baltimore
🎆 Middle River Fireworks Fundraiser | Friday, May 30 | 5PM – 9PM |📍 Bowleys on the Bay, 800 Chester Rd, Middle River
Art & Culture
Baltimore City
⛵ Farewell & Fair Winds: Pride of Baltimore II Sets Sail
📅 Friday, May 30 | 11AM
📍 Constellation Pier 1, 301 E Pratt St, Baltimore
Join the community at Baltimore’s Inner Harbor to bid a heartfelt farewell to Maryland’s iconic tall ship, Pride of Baltimore II, as she embarks on her Great Lakes voyage for the summer.
Baltimore County
💎 International Gem & Jewelry Show
📅 Friday–Sunday, May 30–June 1
📍 Maryland State Fairgrounds (Exhibition Hall), 2200 York Rd, Lutherville-Timonium
Shop directly from over 50 designers, wholesalers, and manufacturers at America’s longest-running jewelry marketplace. Discover diamonds, pearls, opals, fine and estate jewelry, beads, settings, and more—all at unbeatable prices.
Family Fun
Baltimore City
🛍️ True Chesapeake x Greater Goods: Market at the Mill
📅 Sunday, June 1 | 11AM – 4PM
📍 Whitehall Mill, 3300 Clipper Mill Rd, Baltimore
Spend your Sunday supporting local makers at Market at the Mill! This vibrant event features over 50 vendors offering art, ceramics, clothing, jewelry, body care products, and more.
🚛 Hot Wheels Monster Trucks Live: Glow-N-Fire
📅 Saturday, May 31 – Sunday, June 1
📍 CFG Bank Arena, 201 W Baltimore St, Baltimore
Experience the thrill of Hot Wheels Monster Trucks Live: Glow-N-Fire, an electrifying event featuring iconic trucks. Enjoy jaw-dropping stunts, a transforming robot, and high-flying freestyle motocross action.
🌸 Mini Maker’s Market: May Flowers Edition
📅 Saturday, May 31 | 12PM – 6PM
📍 R. House, 301 W 29th St, Baltimore
Celebrate the season at the Mini Maker’s Market: May Flowers Edition! Explore a curated selection of 11 talented local makers showcasing handmade crafts and unique gifts. Enjoy delicious food and drinks from R. House vendors as you shop and support small businesses.
Baltimore County
🎪 Taste of Honeygo Festival
📅 Sunday, June 1 | 1PM – 5PM
📍 Honeygo Village Center, 5009 Honeygo Center Dr, Perry Hall
Celebrate community and creativity at the Taste of Honeygo Festival! Enjoy live music and a variety of kids' activities. Savor delicious offerings from local restaurants and explore vendor booths featuring unique crafts and products.
🍓 Weber’s Farm 9th Annual Strawberry Festival
📅 Saturday May 31 | 8AM – 4PM
📍 Weber’s Cider Mill Farm, 2526 Proctor Ln, Parkville
Celebrate the sweetness of the season at Weber’s beloved Strawberry Festival! Enjoy a day filled with food trucks, live music, kids' entertainment, and fresh strawberry treats.
Music & Entertainment
Baltimore City
🌌 Music Under the Dome: David Bowie
📅 Friday, May 30 | Doors 7PM | Shows at 8PM & 9PM
📍 Maryland Science Center, 601 Light St, Baltimore
Blast off into a cosmic journey with Ziggy Stardust and the Spiders from Mars! This immersive planetarium experience pairs David Bowie's iconic hits with stunning visuals, creating a "moonage daydream" among the stars.
🎸 Never Early Fest
📅 Saturday, May 31 | 11AM – 12AM
📍 Power Plant Live!, 34 Market Pl, Baltimore
Baltimore’s biggest all-day music takeover returns! Never Early Fest brings 60+ bands across five stages—including Bikini Trill, The Pietasters, Sponge, A Skylit Drive, Emily Wolfe, Carly Cosgrove, and Spring Heeled Jack.
🎶 Saturday Night Vibes: An Evening with Rays of Violet
📅 Saturday, May 31 | 7PM
📍 Wico Street Beer Co., 1100 Wicomico St, Suite 1A, Baltimore
Get ready for a night of soulful psychedelic jams as Rays of Violet brings the spirit of the Grateful Dead to Wico Street Beer Co. This five-piece band delivers funk-infused performances that encourage everyone to let loose and relive the good times through music.
Get Involved!
Best underrated spot for a Baltimore rainy-day date? |
Date Spot Of The Week
📍 Roland Park | 4800 Roland Ave, Baltimore
If your ideal date night includes cozy lighting, a little French flair, and conversation that lingers over wine, Petit Louis Bistro delivers. This Roland Park gem charms with classic dishes like steak frites, escargots, and crème brûlée—all served in an intimate setting that feels both refined and relaxed.
Whether it's a first date or a regular night out with your person, it’s hard not to fall a little in love here.
Pro tip: Snag a sidewalk table if the weather’s nice and pretend you’re dining along the Seine.
On the Market: Baltimore Home of the Week
Storybook Charm in Anneslie: A Colonial Classic with Modern Comforts
 |  |
📍 624 Overbrook Road, Baltimore, MD 21212
💰 $599,900 | 🛏️ 3 beds | 🛁 2.5 baths | 📐 2,311 sq ft
This storybook Colonial in the heart of Anneslie offers timeless charm with modern updates. Features include original hardwood floors, custom millwork, a cozy wood-burning fireplace, and a spacious rear family room addition that opens to a newly installed bluestone patio and blooming gardens. The thoughtfully updated kitchen and two beautifully renovated full bathrooms—one on each level—add to the home's appeal. Upstairs, three generously sized bedrooms provide comfort and charm, with potential to expand into the attic for additional living space. The basement workshop offers flexibility to suit your needs.
Don't miss the opportunity to own this enchanting home in a beloved neighborhood.
Want to feature a listing? Hit reply and let us know!
Restaurant & Local News
🚂 B&O Railroad Museum Breaks Ground on $38M Campus Transformation
The B&O Railroad Museum has kicked off a massive $38 million redevelopment in Southwest Baltimore, aiming to complete the project by 2027—just in time for the 200th anniversary of American railroading.
🔗 Read More
🍽️ La Cuchara Team Bringing a New Restaurant to Hampden’s ‘Avenue’
The team behind La Cuchara, one of Baltimore’s most acclaimed restaurants, is opening a second concept on W. 36th Street in Hampden. Taking over the historic former Five and Dime Ale House space, the new venture will span multiple floors and feature a full renovation while preserving the building’s character.
🔗 Read More
🍝 Liberatore’s Ristorante Expands to Ocean City
Beloved Maryland-based Italian eatery Liberatore’s Ristorante is set to open its sixth location in Ocean City this August. Situated in the Montego Bay Shopping Center off 130th Street, the new spot will offer a cozy wine bar atmosphere, featuring small plates, signature entrées, and craft cocktails.
🔗 Read More
Thanks very much for reading & have a great weekend!
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