Valentine's Day in Boston: Date Night, Galentines, and More Long Weekend Ideas! 💖🌹
Boston is looking lovely this Valentine's Day and Long Weekend! Enjoy your weekend at a romantic event, take a weekend getaway at this hidden gem, or do something more low-key at these other awesome spots! (Feb 10rd to Feb 16th, 2025)


WHAT'S POPPIN'
Valentine's Day Events in Boston this Long Weekend 😍✨

💖 What’s Poppin’? - Valentine’s Day is hitting differently this year, falling on a Friday, February 14th, and on a long weekend! Whether you’re vibing with a partner, celebrating with friends, or flying solo and ready to meet some new faces, Boston is buzzing with events and parties for every vibe. Make this day all about showing love—whether it’s to those around you or to the most important person, yourself! Get out there and soak up all the good vibes this city has to offer. 🥂✨
5 Affordable Boston Date Night Ideas for Valentine's Day:
Tunnel of Love 🏞️💜
The famous Boston trellis has transformed into the gorgeous tunnel of love for February. This is a beautiful photo opportunity for you and a loved one, with music playing as you stroll through.
When: All February Long | 6am to 11:50pm
Where: Christopher Columbus Park, Boston
Valentine's Day Adult LEGO Night 🌹
Enjoy this special event at LEGO's Discovery Center with fun LEGO-themed challenges, building competitions, and fun prizes.
When: Friday, February 14th | 7pm to 9:30pm
Where: 598 Assembly Row, Somerville
Valentine's Day Fest 🎉 Amor A La Mexicana
Have fun and meet new people at Amor a la Mexicana! Enjoy delicious Mexican food, drinks, botanas, live music, poetry, and karaoke, with a danzón dance class to set the mood!
When: Saturday, February 14th | 5pm to 8pm
Where: The Foundry, 101 Roger St, Cambridge
Maine Squeeze: A Valentine's Party 🌹
Do you LOVE lobster rolls, martinis, and a side of gin? Maine Squeeze is an awesome Valentine's Party celebrating New England food and drink.
When: Sunday, February 9th | 5pm to 10pm
Where: Short Path Distillery, 71 Kelvin Street, Everett
Love is a Drag: Drag Brunch & Bingo 🍸🏳️🌈
Celebrate Valentine’s with free entry to a fabulous event featuring fierce drag performances, lively bingo, and delicious themed cocktails available for purchase!
When: Sunday, February 15th | 1pm to 2:30pm
Where: Time Out Market, 401 Park Drive


HIDDEN GEM
Frozen Fantasy: Ice Castle Weekend Getaway ❄️

🧊 What Is It? - Ice Castles in New Hampshire is a large-scale magical winter attraction that transforms a snowy landscape into a frozen fairy tale with insane ice sculptures! From icy slides to glowing forest walks, this sparkling winter wonderland is a perfect source of joy and inspiration, making it the ultimate destination for a romantic outing or long weekend activity.
❄️ Things You Can Do - This winter experience offers fun ice slides, caverns, and archways where you can get lost in a frozen maze and wander freely, crawl tunnels to squeeze through, classic snow tubing, and sleigh rides. Also, you can enjoy cocktails and drinks at the Polar Pub frosty ice bar, as well as take a stroll down the Mystic Forest Light Walk to enter the Winter Fair Village and be immersed in a fairy tale world.
🚶 Getting There - With this upcoming long weekend, take a quick road trip to enjoy this unique experience. Find more details about how to get to Ice Castles New Hampshire, parking, and ride share information here.
Ice Castles - New Hampshire 🩵🏰❄️
Peak Pricing $23 to $31 | Off-Peak Pricing $15 to $21
Where: 24 Clark Farm Road, North Woodstock, New Hampshire



THIS WEEKEND


Vintage Valentines Clothing Pop-up 🛍️
Free indoor thrift market hosted by Select Markets. Enjoy 60+ vendors, holiday gifts, tooth gems, and more.
When: 2-day Event
- Saturday, February 15th | 1pm to 6pm
- Saturday, February 22nd | 1pm to 6pm
Where: Revere Hotel 200 Stuart St, Boston
Free Ice Skating at Canal District ❄️
Skate the day away at this free community skate! Enjoy pizza from Area Four and hot cocoa to keep you warm. Food and skating are free. Rentals are first come first serve, so bring your own skates if possible.
When: Saturday, February 15th | 12pm to 3pm
Where: 500 Ocean Ave, Revere Beach
Free Movies at The Wang Theatre 🍿
In honor of the Wang Theatre’s 100th anniversary, enjoy the Century Cinema Series: Lights, Camera, Boston! This free community event features four days of beloved films, highlighting favorite titles celebrating Boston’s role in movie history.
Free Movie Weekend Schedule:
- Good Will Hunting - Friday, February 14th | 7pm
- Legally Blonde - Saturday, February 15th | 1pm
- The Departed - Saturday, February 15th | 7pm
- Little Women (2019) - Sunday, February 16th | 1pm
- Glory - Sunday, February 16th | 7pm
- The Wizard of Oz - Monday, February 17th | 1pm
Where: Wang Theatre, 270 Tremont St, Boston
Free ICA Admission 🖼️
The ICA is offering free admission for all on Presidents’ Day.
When: Monday, February 17th | 10am to 5pm
Where: Institute of Contemporary Art, 25 Harbor Shore Drive, Boston
WINTERACTIVE Walkable Art Experience 🎉
Enjoy a free, walkable art experience featuring more than 15 artworks and interactive play elements as you stroll the streets of Downtown Boston.
When: January 15th to March 30th | All Day
Where: Winthrop Center, 115 Federal Street, Boston

