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- what to do in Boston this weekend (feb 14 - feb 16)
what to do in Boston this weekend (feb 14 - feb 16)
last minute Valentine's Day plans + what to do if you're not feeling festive
Nicole Tommasulo
13 Feb • Estimated Reading Time: 24 minutes
Table of Contents
P.S. If you have an event, new attraction, new hotel, or restaurant opening you’d like me to cover, don’t hesitate to reach out.
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unique things to do in Boston:
feb 14 - feb 16
Everything here is happening this weekend only. Scroll down for recurring events every Friday, Saturday, and Sunday in Boston.
friday
february 14
parties + pop-ups
Don’t spend Valentine’s Day alone! Instead, come to Cellmates & Soulmates: Singles Night at Alibi Bar & Lounge (215 Charles St, Boston, 02114) on Friday, Feb 14, from 10 pm - 2 am for good vibes and flirty fun. Dance the night away while enjoying some signature Valentine’s Cocktails, a pop-up Kissing Booth, Polaroid photos, and more. Tickets are free, doors open at 5 pm, and every RSVP through Eventbrite receives a complimentary glass of champagne.
Embrace the darkness of winter with the free be our bloody valentine tasting at Rebel Rebel Wine Bar (1 Bow Market Way, Somerville, 02143) from 4 - 11:30 pm. Sip, vibe, and brood to in your goth best. No tickets or reservations are required.
If you and your loved one bond over Lego, come to the Lego Discovery Center (598 Assembly Row, Somerville, 02145) on Friday, Feb 14, for Valentine’s Day Adult Night. From 7 - 9:30 pm, have “bricktastic” fun while enjoying fun building competitions, challenges, prizes, and more. Tickets are $19.99.
Spend your evening sipping, swooning, and dancing the night away at Portio Brewing’s (101 South St, Somerville) Sip, Spin, + Swoon with Jams Frrever on Friday, Feb 14, from 7 - 10 pm.
Celebrate your love for whisky at Valentine’s DRAMnight - Sherry, Sweets, & Song on Friday, Feb 14, from 9 - 10:30 pm at The Haven (284 Amory St, Jamaica Plain, 02130). Join owner Jason Waddleton as he leads you through a tasting of sherry cask whiskies paired with sweets that will elevate each sip. Tickets are $24.50.
Channel your inner Empress or Fool around at The Poetry Brothel Boston: The Lovers immersive literary cabaret this Friday, Feb 14, from 7 - 11 pm at Sonia Live Music Venue (10 Brookline St, Cambridge, 02139). A “madam” will be shepherding guests through the experience, presenting poets, artists, and artists who will be performing private Tarot readings, poetry, pole, drag, mysticism, and more. Tickets start at $40.
No Valentine’s Day plans? No problem. Fresh Boston (232 Old Colony Ave, Boston, 02127) is hosting Valentine’s Day Drag Bingo on Friday, Feb 14, from 7 - 9 pm. Hosted by Queen Sticki Honey, this will be an evening of laughing, dancing, and shotskis. Tickets are $20.
Whether you’re single or just sick of Valentine’s Day, you won’t want to miss the Toxic Love: An Anti-Valentine’s Day Drag Show this Friday, Feb 14, at Revere Hotel Boston Common (200 Stuart St, Boston, 02116) from 8:30 - 10:30 pm (doors open at 7:30). This tribute to Britney Spears will be full of high-energy performances, iconic looks, and pure entertainment. Tickets are $10 (book together if you want to sit together!) with $25 food/drink minimum.
Not in the mood for Valentine’s Day this year? Join the free Anti-Valentine’s Day Bash on Friday, Feb 14, from 7 - 10 pm at Time Out Market Boston (401 Park Drive, Boston, 02215). Enjoy a night of good music + great vibes, plus delicious themed cocktails (for purchase). Reserve your spot.
Short Path Distillery (71 Kelvin St, Everett, 02149) is hosting a few different Valentine’s Day pop-ups on Friday, Feb 14. First, enjoy a delicious dinner with your main squeeze at the Maine Squeeze Valentine’s Party beginning at 5 pm with Cousins Maine Lobster. Short Path will have two limited edition whiskeys on hand, plus an exclusive menu of New England-inspired Valentine’s cocktails and custom-made martinis built the way you want. Head to Short Path’s Barrelhouse Bar for Love Potions, a cocktail pop-up, for more delicious seasonal sips for your pre or post-dinner drink. Reservations are strongly recommended.
classes
Don’t wait until summer to sharpen your shucking skills. Instead, bring your Valentine to the Valentine’s Oyster Party with Cape Oyster Experiences on Friday, Feb 14, at Brothers & Sisters Co (7 Station St, Brookline, 02445). Tickets are $80 and include one dozen oysters (plus lessons on shucking!), plus enjoy caviar and champagne.
wellness
Whether or not you’re celebrating Valentine’s Day, end the week with a soothing Valentine’s Day Tibetan Singing Bowls & Gong Sound Bath with Nirvana Healing Arts in Union Square (Somerville, 02143) on Friday, Feb 14, from 4 - 5:30 pm. Tickets are $44.44.
saturday
february 15
parties + pop ups
Spend an afternoon immersed in friendship, fun, and food at the Swiftie Galentine’s Day Brunch at The Greatest Bar (262 Friend St, Boston, 02114) on Saturday, Feb 15, from 12 - 4 pm. A live DJ will play everyone’s favorite Taylor Swift hits, plus giveaways, bracelet making, and more. Tickets start at $15.
Celebrate your love for hearty German lagers at Sam Adams Boston Bockfest on Saturday, Feb 15, from 12 - 5 pm at Sam Adams Boston Brewery (30 Germania St, Jamaica Plain, 02130). Sam Adams is bringing back a few recipes from their vault and debuting a few new ones, including Double Bock, The Vixen, Weizenbock, and Malibock Not Yours. Tickets are free.
Let’s face it: Love can be a drag. Commiserate (or celebrate) at Love is a Drag: Drag Brunch & Bingo on Saturday, Feb 15, from 1 - 2:30 pm at Time Out Market (401 Park Dr, Boston, 02215). Entry is free, and seasonal cocktails will be available for purchase. After, support, love, and shop LGBTQ+-owned businesses this weekend at the Made With Pride Market, open from 12 - 4 pm.
Soup Fest is back at Bow Market (1 Bow Market Way, Somerville, 02143) on Saturday, Feb 16, from 12 - 4 pm. Tickets are $38 and include four cozy hours of sipping soups from favorite local vendors, including Buenas, Saus, Remnant Brewing, and more.
wellness
Spend an afternoon celebrating the season of love with a special Galentine’s Gathering at Be the Light Yoga Studio (482 Shirley St, Winthrop, 02152) on Saturday, Feb 15, from 12 - 1:30 pm. There will be a 30-minute empowering barre class and a 30-minute self-love-themed restorative yoga flow. Then, enjoy delicious acai bowls and coffee — courtesy of Selva Coffee House — while making friendship bracelets. Tickets are $22.
Start your weekend with an Immersive Yoga session at The WNDR Museum (500 Washington St, Boston, 02111) on Saturday, Feb 15, from 9 - 10 am. Led by Pete Sacco (aka BulldogFlowBoston), you’ll flow through poses surrounded by stunning visuals and captivating soundscapes. Tickets are $40 and include museum admission.
sunday
february 16
classes
Finish off Valentine’s weekend by celebrating your love of food and cooking with PAGU (310 Massachusetts Ave, Cambridge, 02139). Sign up for their Feelin’ Fancy with Black Truffles ($159) class on Saturday, Feb 16, from 11 am - 1 pm and learn how to work with these prized ingredients, exploring different, unique pairings from donabe rice with truffle to a truffle sundae.
On the same day, PAGU is also holding a special Cooking in San Sebastian ($159) class from 1:30 - 3:30 pm. Learn about Basque Country and how to make delicious food from this Spanish region, from their famous pintxos to Basque cheesecake, all paired with distinctive Basque wines like Txakoli and Tempranillo. '
for book lovers
Get a headstart on cleaning your bookshelves at Porter Square Books: Boston Edition’s Book Swap on Sunday, Feb 16, from 2 - 3 pm. Each attendee will be given one number per book they bring and get to pick from the books others have brought. Note: you must leave with the same number of books you arrived with.
reoccurring winter events
As a reminder, the Commuter Rail has $10 weekend passes, which gives the ticketholder unlimited travel on Saturday and Sunday. Pass is activated during your first trip on Saturday and continues to stay active until Sunday night.
winteractive
If anyone knows how to enjoy winter after the holiday season slows, it’s Québec. Inspired by and partnering with our northern neighbors, the Downtown Boston Alliance has again brought WINTERACTIVE to Boston.
The exhibition is a walkable art experience stretching from Government Center to the Theater District. Not only are multiple Mr. Pinks hanging out, adding color and whimsy to the city, but there are also great light-up installations, giving Bostonians a reason to leave the house even after the sun goes down.
A map of the artwork is available here. The installations will be viewable from now until March 30, 2025.
tours
Taste your way through Back Bay with a Back Bay Evening Chocolate Tour. For $55, take a guided walking + tasting tour of one of Boston’s most beautiful neighborhoods while learning Back Bay’s historical and architectural significance. Plus, enjoy tastings at four different locations where you’ll sample hot chocolate, cookies, cupcakes, and cake from Back Bay’s most iconic establishments.
Boston Athenaeum routinely holds Art & Architecture Tours throughout the week and weekend. Tours are always free for members, $15 for adults, $10 for students/educators/military, $8 for children 11 and under, or $4 using your EBT, WIC, or ConnectorCare cards.
Whether you’re a local or visiting Boston for the first time, there’s never a bad time to take a tour. For something a little different (and delicious), book a spot on the Freedom Trail: History Tour & Brewery Taste. Follow the Freedom Trail, stopping at 11 of 16 major landmarks along the trail, with Hub Town Tours before enjoying lunch and beer tasting at Democracy Brewing.
wellness
(New) Reoccurring: Enjoy a quiet hour of crafting at Porter Square Books Boston Edition’s (50 Liberty Dr, Boston, 02210) Audiobook and Craft Hour every Saturday beginning Feb 1, from 1 - 2 pm. Grab a drink and a snack from Travelmug Cafe and get cozy among fellow booklovers and crafters.
Last year, Moki Sauna debuted a winter pop-up downtown, inviting Bostonians to enjoy a pop-up sauna and polar plunge in an urban setting. This year, they’re back and have set up their wood-fired saunas and cedar cold plunge barrels at Somernova (14 Tyler St, Somerville, 02143) until April 15. Sessions start at $45 for 1 hour.
Start your weekend with a dose of wellness at The Hidden Art Gallery (25 Myrtle Street) in Beacon Hill, which hosts weekly Explore Meditation with Watercolor classes. Held every Friday from 3 pm - 6 pm, learn the basics of meditation while intuitively creating with watercolor. Classes are $55.
Reconnect with your ability to digest and rest during a Sound Bath Meditation with Ramon of Ib and Flow (247 Walnut St, Brookline, 02445). Sessions ($50) are held every Sunday.
Chase away — or press pause — on your end-of-weekend stress with a movie night at Sam Adams Boston Brewery (30 Germania St, Jamacia Plan, 02130). From 6 to 9 pm every Sunday, the brewery hosts a free weekly watch party. Their final February movie theme and movies are TBA.
Wind down from the weekend and prepare for the week ahead with a Grounding Meditation session every Sunday from 5 - 6 pm at Blissful Monkey Yoga Studio (663 Centre Street, Boston, 02130) in Jamaica Plain. Led by Licenced Mental Health Counselor Brennan Mallonnee, you will be guided through techniques on how to calm stress responses and practice trauma-informed grounding techniques for anxiety. Tickets are $20. Yoga mats, cushions, and blankets are available for use, but you are welcome to bring your own.
If you’re trying to bring balance into your life this year, start your Sunday brunch with a gentle yoga flow with Brewery Yoga at Lamplighter CX. The class is held every Sunday from 12:30 - 1:30 pm at Lamplighter Brewing Co.’s CX location (110 North First Street, Cambridge, 02141) in their upstairs taproom. Tickets are $25 and include a beer token or complimentary non-alcoholic drink.
classes + workshops
Whether you already love screenprinting or are completely new to this printing method, DARK MODE hosts DIY Screenprinting workshops at their storefront in Bow Market (1 Bow Market Way, #24) in Somerville on Friday (7 pm) and Saturday (6 pm and 7 pm) nights. Tickets are $45, including t-shirts.
DARK MODE also hosts Candle Making and Intention Setting Workshops every Thursday at 7 pm in their storefront at Bow Market in Somerville. Tickets are $50.
Spend your Friday learning to make classic Italian cuisine with Self Up Cooking Classes (19 Kingston St) in Downtown Crossing from 6 pm - 9 pm. Every week, they host an Italian Dinner with Tiramisu Finale cooking class and dinner experience, where you can learn how to make a three-course meal, including a luscious tiramisu for dessert. Tickets are $100 and include all ingredients.
tastings
Coffee lovers, this one is for you. Every Friday at 10 am, Counter Culture Coffee (374 Somerville Ave) in Somerville opens their Training Center for free coffee tastings. Anyone who wants to can learn and commune over perfectly brewed, high-quality, sustainable coffee.
Come to DeLuca’s Market Wine Cellar (11 Charles Street, Boston, 02114) in Beacon Hill for a free wine tasting every Friday from 4 - 7 pm. Every week, resident wine expert Donovan handpicks a mix of familiar favorites and bottles from up-and-coming vineyards or hard-to-find vintages to share among participants. No ticket is required.
Every Friday at 6:30 pm, GrandTen Distilling (383 Dorchester Ave) in South Boston holds Friday Night Flights: a chance to get to know their full line-up of spirits (plus special limited-run bottles not available elsewhere) at an intimate tasting. Tickets are $25, and seating is limited (10 max).
On Saturdays, Boston Harbor Distillery (12R Ericsson St, Boston, 02122) leads VIP tours ($50) and barrel-side tastings of their spirits ($20).
Love Child holds free wine tastings every Friday (5 pm - 7 pm) and Saturday (12 pm - 3 pm) at their South Boston (364 West Broadway) location. These tastings are free and require no reservations.
Come to The Urban Grape (303 Columbus Ave) in Back Bay on Saturday for The After Brunch, between 2 pm and 5 pm, for their weekly free wine tasting.
winter pop-ups
Reoccuring: Skip the slopes and head straight to Sam Adams Boston Brewery (30 Germania St, Jamaica Plain, 02130) for Après Sam on Saturday and Sunday for all of February. You can reserve a heated igloo (which includes a bucket of Cold Snap), hang in the Beer Garden with a local live DJ, or head to the Barrel Room Lodge, where an acoustic cover band will be playing.
Ongoing: To get festive above Boston, visit ViewBoston’s Stratus Winter Oasis. At the top of Prudential Tower (800 Boylston), Status Bar has been transformed into a winter wonderland where guests can sip seasonal cocktails while the city glitters around them. Tickets are $38, including admission to ViewBoston exhibits and one beer, wine, or signature cocktail. This also gives you access to The Beacon Bistro, View Boston’s restaurant.
Ongoing: To literally warm up after a walk around Seaport, book a table at Deck 12’s heated rooftop outdoor bar (65 Seaport Blvd). Like in previous years, there is an Apres theme, complete with heaters, fondues, chair lifts, gondolas, and more. Reservations are strongly recommended.
Ongoing: Stay warm while enjoying the city skyline at Seaport’s Rooftop at the Envoy (70 Sleeper St, Boston, 02210). Grab one of their signature hot cocktails (or crafted mocktails) and cozy up to your friends in one of the igloos, ice boxes, or around your own fire pit. $25 deposit to book; minimums depend on time + day.
ice skating in Boston
Boston Common’s Frog Pond Skating Rink (38 Beacon St) is open daily from 10 am - 10 pm, with the last entry admitted 30 minutes before closing. Anyone 58 inches or taller must pay $10 to skate. You can also rent skates ($15 for adults, $10 for kids), rent lockers, and get your skates sharpened ($7). New Year’s hours: Dec 31st: 8:00 AM – 1:00PM; Jan 1st: 10:00 AM – 9:00 PM
From now until mid-March, enjoy outdoor ice skating at Skate @ Canal District (300 Athenaeum St) in Kendall Square. Lessons and season passes are available. All-day admission is $6 for adults, $4 for students + seniors, and $1 for children 13 and under. Open daily (M, T: Noon - 5 pm; W, TH: Noon - 8 pm; Sat: 11 am - 9 pm; Sun: 11 am - 6 pm).
Located right behind the Stony Brook MBTA stop, the DCR Kelly Outdoor Rink (1 Marbury Terrace) in Jamaica Pain is a volunteer-run, donor-supported operation. Open now through mid-March, Sunday through Friday: 12 pm – 7:30 pm, Saturday: 1 pm – 7:30 pm. Skating is free, and all-day skate rental is $4 cash ($5 credit card).
winter markets
Farmer’s Market season never ends in Boston; it just moves inside. Visit Somerville’s Winter Farmer’s Market every Saturday from 9:30 am - 1:30 pm inside The Center for the Arts at the Armory (191 Highland Ave).
Jamaica Plain holds its weekly Farmers Market every Saturday from 12 pm - 3 pm year round in the Bank of America (677 Centre St, Jamaica Plain, 02130) parking lot.
Rosalind Village is celebrating the return of its Winter Farmers Market. Every Sunday from 11 am - 2 pm in the ABCD Parking Lot (32 Birch St, Boston, 02131), shop fresh produce, meat, fruits, and specialty foods, plus appearances from summer market favorites, including The Neighborhood Farm and Lilac Hedge Far.
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