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)

Valentine's Day in Boston: Date Night, Galentines, and More Long Weekend Ideas! 💖🌹

WHAT'S POPPIN'

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

Lego store Valentine's Day event shown left, Tunnel of Love shown right.

💖 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.

Free

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.

$19.99 Per Person

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!

Free

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. 

Free

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!

Free

When: Sunday, February 15th | 1pm to 2:30pm

Where: Time Out Market, 401 Park Drive


HIDDEN GEM

Frozen Fantasy: Ice Castle Weekend Getaway ❄️

Insane Ice Castles in New Hampshire

🧊 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 🩵🏰❄️

Learn More

Peak Pricing $23 to $31 | Off-Peak Pricing $15 to $21

Where: 24 Clark Farm Road, North Woodstock, New Hampshire

Ice Castles at Night in New Hampshire.

THIS WEEKEND

Vintage Thrift Market shown left, Ice Skating at Canal District shown right.

Vintage Valentines Clothing Pop-up 🛍️

Free indoor thrift market hosted by Select Markets. Enjoy 60+ vendors, holiday gifts, tooth gems, and more.

Free

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.

Free

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:

Where: Wang Theatre, 270 Tremont St, Boston

Free ICA Admission 🖼️

The ICA is offering free admission for all on Presidents’ Day.

Free

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.

Free

When: January 15th to March 30th | All Day

Where: Winthrop Center, 115 Federal Street, Boston


Everything Boston

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