3.5 min readBy Published On: May 22nd, 2025Categories: See and Do0 Comments on Weekend Picks – MDW 2025

New Summer Cocktails Alert at YDT

Yellow Door is celebrating the summer season with a fresh and delicious new lineup of cocktails to try!  Kicks off Wednesday, April 30th!  Here’s a SNEAK PEAK – THE COCONUT MILK IS OFF!!! – rum, passionfruit, pineapple + guava, strawberry, cinnamon tincture, lime. Follow Yellow Door on Instagram for more details!

Take a hike!

Boston Walking City Trails has launched a brand new hiking trail!  The City on the Hills Trail is a 31-mile adventure through some of the best parts of the city. And because we love a good walk (especially if there’s a view and maybe a snack involved), we’re breaking it all down for you, section by section – starting with Trail #5 – Dorchester to Southie – get all the details here! 

Memorial Day Flag Garden

The City of Boston’s flag garden is on display through Monday at Boston Common. Each of the 37,000+ American flags planted at the Soldiers and Sailors Monument represents every brave Massachusetts service member who gave his or her life defending our country since the Revolutionary War.

Cedar Grove Cemetery Memorial Day Tour

On Monday, May 26th at 12pm, enjoy a 90 minute walking tour to learn the history of Cedar Grove Cemetery and honor the sacrifice of 150 years of Dorchester residents in service to our country.

Free admission to local Museums

In honor of Memorial Day, enjoy free admission at the Museum of Fine Arts and the ICA Boston on Monday!

It’s Officially Ice Cream Season at Landmark Ice Cream Bar

It’s officially ice cream season – who are we kidding, it’s always ice cream season – and Landmark PublicHouse ice cream bar in Adams Village is officially open!  Enjoy scoops of your favorite flavor, sundaes, frappes, and Richie’s Italian slush. They’ve launched a new Instagram account for their ice cream bar here! Give them a follow for the latest scoop (get it?)!

Plant a garden

The Daily Market has a new inventory of plants like tomatoes, thyme, and parsley! Stop by this week and pick some up!

Enjoy your eggs with a side of Donna Summer on Sunday

Blend – the wildly popular restaurant on Dot. Ave – features an even more popular Disco Brunch every other Sunday from 11am-3pm.  Enjoy your favorite disco music while you feast on brunch items like Cinna Rolls, Eggs Beni, Breakfast Burritos, Burgers, and more! The brunch cocktail menu includes hangover helpers like Espresso Martinis, Mimosas, Killer Bloody Marys, and Disco Juice made with coconut & spiced rum, cranberry, OJ, and pineapple juice, and grenadine served in a disco ball! Yes, please! Did we mention Espresso Martini Flights?  Oh, Blend has those, too, with award-winning Nitro caramel espresso, Strawberry espresso, Espresso Old Fashion, and Tiramisu espresso! Plus, the coffee is by Reign Drink Lab – so you know it’s good! So make your reservation today and wear your dancing shoes! Also Blend hosts Drag Brunches on the first and third Sundays of the month – unless otherwise noted!

Fields Corner Neighborhood Cleanup

Gather with friends and neighbors and help make Fields Corner a little more beautiful on Saturday for a neighborhood clean up day from 10am-2pm.  Meet at Townfield!

Get Sun-kissed

Book yourself a spray tan via Spray Bostan this week before Memorial Day Weekend!  They recently opened a new location in Adams Village!

Traditional Irish Sessions at Scobie’s

Enjoy live Irish session at Scobie’s all weekend long – on Friday from 6pm-8pm, Saturday and Sunday from 4pm-6pm! Plus, Scobie’s has an amazingly delicious espresso martini to enjoy while you listen!

The Rewind at The Pearl

Kick it old school at The Pearl with its Strictly Throwbacks playlist on Sunday, May 25th from 5pm-10pm featuring your favorite R+B, Hip Hop and Reggae hits!

SPORTS!

Red Sox vs. Orioles– Friday, May 23rd at 7:10pm, Saturday, May 24th at 4:10pm, Sunday, May 25th at 1:35pm

Red Sox vs. Braves – Monday, May 26th at 2:10pm.

If you’re watching the game this weekend, check out our list of 10 places to catch the action in Dot, or check out 12 of our favorites in South Boston!

Check back! This list may be updated.

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