Weekend Picks – June 5th

4.3 min readBy Published On: June 5th, 2026Categories: See & Do, See & Do0 Comments on Weekend Picks – June 5th

Bunker Hill Day Week kicks off this weekend!!

Kickoff at Warren Tavern – Saturday, June 6th & Sunday, June 7th

This weekend, join Warren Tavern in kicking off Bunker Hill Day Week! Saturday night DJ Macca will be spinning starting at 8:30pm, and on Sunday at 4pm Dennis Taylor will be playing live music for a Sunday Funday!

Hero Square Roll Call – Sunday, June 7th

Abraham Lincoln Post at 10:30am. Hosted by Charlestown Veterans, American Legion & Lincoln Posts.

Bunker Hill Flag Raising – Sunday, June 7th

Bunker Hill Monument at 11:30am. Hosted by the National Park Service.

Touch-A-Truck – Sunday, June 7th

Schrafft’s Building Parking Lot from 10am to 1pm. Hosted by the Charlestown Mothers Association.

Sidewalk Sale at Junebug and Place & Gather this weekend

There will be a sidewalk sale happening at Junebug and Place & Gather this weekend! Shop deep discounts on Saturday 10am-5pm and Sunday 11am-3pm.

Try Monument’s Pride Cocktail Flight

Check out this epic Pride Cocktail Flight for 2 they are serving at Monument this month. A portion of proceeds will support The Network/LA Red.

Mini Golf is back at the Navy Yard – and it’s better than ever!

Boston’s most revolutionary mini golf course has officially opened at the Charlestown Navy Yard. The new, free 9-hole USS Constitution Mini Golf course invites visitors to putt their way through stories inspired by Boston Harbor and the American Revolution, all beside one of the nation’s most iconic historic sites.

Grab a putter, soak in the harbor views, and join the USS Constitution Museum (@usscm) this summer for a round.

📅 Through the end of October!
⏰Daily 11:00 am- 4:30 pm
📍Charlestown Navy Yard
🎟️ Free and open to the public

$1 Duxbury Oysters at Tradesman

Join Tradesman Charlestown every Saturday & Sunday from 11AM–3PM for the freshest deal in town — $1 Duxbury Oysters! Pair your oysters with their signature Oyster Shooters or sip on one of the craft cocktails for the ultimate weekend vibe.

Whether you’re starting brunch, keeping it casual, or gathering with friends, this is the perfect way to spend your afternoon. No reservations required — just go hungry and get ready to Buck a Shuck!

HB Outdoor Sculpt at Park City with Ritual Wellness

HB is teaming up with @ritual.wellness for a summer series, bringing HB Outdoor SCULPT to Park City every Saturday at 10am. Post workout recovery with@sweathouz
Your ticket includes access to the after-class wellness social:
🎧 Live DJ
🥤 Complimentary drink ticket + free coffee
🧊 Cold plunges + recovery zone
🛍️ Wellness pop-ups

Use the code CAUGHTINSOUTHIE for 20% off all Park City event tickets all season long for any non-run club ticket.

Boston Chilling Music Festival at the Lawn on D

The Lawn on D officially reopens this Saturday for the 2026 season with a fresh new look and a brand-new name: The Grove. The popular outdoor gathering spot has been transformed into an urban botanical oasis complete with lush greenery, gathering spaces, and one of the largest LED screens in Greater Boston—perfect for World Cup watch parties, outdoor movies, and more.  To celebrate opening day, Harpoon Brewery is hosting the inaugural Boston Chilling Music Festival, a FREE afternoon of live music featuring Lily Fitts, Ali McGuirk, Daundry, Toledo, and Lightfoot Beats. Local favorite Reporter Matt will be on hand as emcee for the day. The festivities kick off at 1 p.m. and continue through sundown.

Sunset Sip Club by Love Child x Cisco Brewers Seaport

Looking for a relaxing way to wrap up the weekend? Cisco Brewers Seaport x Love Child are hosting a golden-hour floral arranging class that combines seasonal blooms, a complimentary glass of wine, and plenty of summer vibes on a Sunday evening. The first event takes place on Sunday, June 7th at 5pm, after class, attendees are welcome to stick around, enjoy the reserved space, and put the finishing touches on their arrangements until 8 p.m. Get your tickets here!

Sun, cold drinks, and harbor views at Pier 6

Boston Eater came out with a list of the Best Views in Boston, and Pier 6 was included! This weekend, enjoy cold drinks and delicious food on the sunny patio or inside the restaurant, all with views of the water and city.

Free Ferry Saturday

Looking for a free way to get out on Boston Harbor? Free Ferry Saturday offers free round-trip ferry service from Boston to Georges Island.  (Insider’s Tip: Be on the lookout for the Lady in Black.) The annual event, presented by Boston Harbor Now in partnership with the Massachusetts Department of Conservation and Recreation, the National Park Service, and Boston Harbor City Cruises, gives families, residents, and visitors an easy way to experience one of Boston Harbor’s signature destinations without the cost of ferry tickets. Get the details here.

SPORTS!

Red Sox play the Yankees Friday at 7:05pm, Saturday at 7:35pm, and Sunday at 1:05pm.

NBA Playoffs – schedule here

NHL Playoffs – schedule here

Here are 9 places to watch the game in the neighborhood!

Check back as this list may be updated. Thank you to our Caught in Charlestown readers and Neighborhood Partners for supporting our local journalism efforts!

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