Events

17 Great Boston Dates To Go On Right Now

It’s tough out there, so let's make things a bit easier.

There’s a bit of pressure that can come with an original date idea, especially considering our pandemic-related limitations. However, in a city like Boston, you still have your options (we’re speaking about the dating pool as well). So when you do land a great catch, or you’re just looking to spice up a date night, we’ve rounded up ideas for you and your special someone to enjoy all day or night long.

Snag some hot cider at Boston Public Market

North End
Reopening its doors just recently, the Boston Public Market is back and in business Wednesday through Saturday from 8am-6pm. With countless small New England businesses to browse, you can treat you and your date to hot apple cider from Red Apple Farm, a signature spot at the market known for the best seasonal treats.

Feel extra fall while dining at Il Patio di Eataly 

Copley
Decked out in autumn decor, Eataly’s outdoor patio is the perfect venue for a first date or something to spice things up during the week. With hot mulled cider and hearty bites, you’ll definitely be back if all goes well.

Spend an afternoon at the Museum of Fine Arts

Fenway
Now open Wednesday-Sunday from 10am-5pm, the Museum of Fine Arts is back for those that have been missing getting lost in the world famous exhibits. Tickets will cost you $25 per person without a membership but only $5 on Wednesday from 3-4pm. Heads up, you’ll have to get your tickets online first to once again limit capacity.

Tag team on apple picking 

Multiple locations
Hoping to get your first picture together soon? What better setting than with an apple orchard in the background. Lookout Farm in South Natick isn’t too far and you’ll be greeted with tasty seasonal treats and all the fall decor you could ask for. For more apple farm ideas and destinations, see our list of the top spots nearest to the city.

Dive into Boston’s best pies

Davis Square
Satisfy your sweet tooth with a visit to Rosebud American Kitchen & Bar right in Davis Square. This re-invented diner serves up delicious brunch and world famous pies starting at 11am Monday through Friday. Take your pick from slices of Cookie Dough Brownie, Banana Bourbon Cream, or Peanut Butter Fudge -- or treat yourself and your date to one of everything. Grab a seat inside, outside or if you’re keen on snacking back at home, order your favorite desserts for takeout or delivery.

Explore the many shops and food stops in Union Market 

Union Square
A quaint courtyard in the heart of Union Square, Bow Market has just about everything you need for a fulfilling first date
including outdoor dining, a brewery and room for some window shopping. With social distancing guidelines in place, you can safely browse the outdoor market and grab small bites and brews for you and your plus one.

Or pick up rounds of hot chocolate L.A. Burdick

Copley and Harvard Square
A magical spot lined with endless treats, L.A. Burdick is a memorable destination and go-to for a quality cup of hot chocolate as the weather starts to cool down. Located right in the heart of Copley and Harvard Square, this spot is known for steaming mugs of hot drinks (and handmade chocolates), which you can grab before a wholesome stroll.

Indulge in burgers and beers at Bukowski Tavern 

Back Bay abd Cambridge
This gritty and no-nonsense tavern has a long list of draft beers to mull over and an even tougher food menu to choose from with items like their Peanut Butter burger, sweet potato tots, and cavatappi mac & cheese smothered in a cream sauce and served with a side of buttered toast. Without a doubt, you’ll be sure to leave with stories and a full stomach from this poetic-inspired gem.

Climb some walls and celebrate with a brew

Somerville
Now open for members only, you can convince your significant other to embark on a fun fitness journey at Somerville’s rock climbing destination, Brooklyn Boulders. If you’re having trouble trying to sell the idea, don’t forget to mention that Aeronaut Brewing Company's courtyard is open right next door. The Passionfruit Sour Planet sure sounds good to us.

Take a stroll through the city’s famous streets

Beacon Hill
Sometimes simply walking throughout one of Boston’s favorite neighborhoods does the trick. Explore Beacon Hill (at night for extra ambiance) and take a peep at the brownstones for an easy going but surprisingly charming time. With little shops and restaurants along Charles Street, you’ll have plenty to browse and plenty of sights to help strike up conversation.

Pick up a meal kit from your favorite local Boston restaurant

Multiple locations
Feeling adventurous? Well, the type of adventure that you can pair at-home with a glass of wine, that is. Look no further than to Boston’s local restaurant scene for inspiration. You can pick up DIY meal kits from Myers + Chang’s “Take + Make” menu, Fox & the Knife, Coppa’s “To Cook at Home” options and everyone’s top spot for ramen, Yume Wo Katare.

Or set out for a night at the drive-in 

Looking to enjoy the last few nights without getting frostbite? Topsfield Drive-In is only a 30-minute drive from the city and you can catch some fun flicks throughout October. If you’re down to venture, take a look at our list of drive-ins not super far from the city.

Slurp one-buck shucks

Multiple locations
Are they aphrodisiacs? No, not so much. But the placebo effect has to be worth something, especially when so many spots around town offer $1 bivalves, from Southie’s Lincoln to Charlestown’s Monument Restaurant & Tavern. For a complete list, check out our list of the best oyster bars around Boston.

Catch a virtual screening of a cult classic

Coolidge Corner
The iconic and ideal date destination Coolidge Corner Theater may still be closed for showings; however, you can still enjoy virtual screenings of cult classics for a small price. By showing a little support, you can look forward to more date nights and buttery popcorn in the future.

Swing by the seals

Financial District/Waterfront
While you’re out and about downtown, enjoy one of the city’s greatest simple pleasures: the outdoor harbor seal exhibit outside the New England Aquarium. If you’d like to get a closer look at aquatic life, the aquarium is now open, but you’ll have to purchase tickets ahead of time to limit capacity.

Pick a fresh bouquet of flowers

Weston
On a local farm kick? Land’s Sake in Weston has pick-your-own-flowers, vegetables, and herbs perfect for your fall activities list. While you’re there, you can pick up some fresh goodies from the farmstand including squash, apples, and a pumpkin you can later carve together.

cozymeal
Courtesy of Cozymeal

Take a cooking class without leaving the comforts of home

Homestead
You love the idea of “trying new things,” but there are also times you’re fine with staying put, especially now. Well, Cozymeal
lets you book virtual cooking lessons with some of our great emerging chefs -- no changing out of your (work from home) sweatpants required.

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Jillian Hammell is a contributor to Thrillist. Follow her on Twitter and Instagram.