20 Date Ideas for Under 20$ – Boston Winter Edition 2013

20 Date Ideas for Under 20$ – Boston Winter Edition

By: Stephanie Rose

Dating in a city can be difficult when you have a tight budget. Coming up with fun and new date ideas can be even more difficult. Here are 20 date ideas for under 20$ and while it is winter themed, quite a few of these can be done year round. There are links included to give you even more information on these activities. So get out there and enjoy your winter with that special someone!

Kendall Square

Go ice skating in Kendall Square! With this GROUPON you can get skate rentals and admission for half off! Take the T and get off at Kendall or park easily at a local parking garage for only 3$ for three hours. 13$ for the GROUPON.

Alternative Rock Radio Presents March 2nd Rosebud

Want to see some great local music? Head over to Rosebud’s next Saturday night for a killer lineup. Details HERE! 10$ a person.

Wine Tasting

Head over to The Wine Bottega on a Friday night for a FREE wine tasting from 5-8pm and go home with a bottle of your favorite!

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Like to sing but don’t want to get up in front of a crowd? From 8pm-Midnight every Friday night you can sing-a-long at Jake Wirth’s Bar. They focus on rock/oldies from 50’s, 60’s and 70’s and if you don’t know the words don’t worry you’ll get a free songbook with lyrics. They have reasonable prices on drinks and food so you can afford to split an appetizer and get a few beers.

Wine and Cheese

Can’t go to a wine tasting on a Friday night? No problem! Bacco’s Wine & Cheese has tastings Monday-Friday 5-7pm and Saturdays 2-7pm.

Sports Museum

Want to see the history of Boston sports? Head over to The Sports Museum inside of TD Garden. 10$ per person.

Record Store

Go record store hopping! You’ll get to know the music interest of your date and with a 10$ budget a piece you can both find a record for each other!

Museum of Fine Arts

The Museum of Fine Arts can be a bit pricey but on Wednesdays after 4pm admission is a donation of your choice.


See the world-famous and truly breathtaking Mapparium. A three-story, painted glass globe that over 10 million people have seen! 6$ a person.

Laser Tag

Be legendary like Barney and play some laser tag! A fun, no pressure date and if it goes well you can go home and watch some of the best How I Met Your Mother episodes. – 9$ a person. Laser Quest, West Roxbury.

Larz Anderson

Go sledding! Larz Anderson Park in Brookline is one of the best places to sled in the Boston area. You can head to your local Target or Walmart and pick up a few sleds if you don’t have them for about 20$.


Be a rock star for a night! Head over to Hennessy’s by Faneuil Hall on Wednesday nights for Live Band Karaoke with The Jukebox Heroes.

Iyo Cafe

Sure frozen yogurt is cold but the atmosphere is romantic and warm at iYO Cafe. Mix and match different types of frozen yogurt that change every week along with countless toppings.


Enjoy some contemporary art at the ICA in Boston! Every Thursday from 5-9pm it’s free!

Game Over

Play some games and have a beer for another fun, no pressure date! Game Over takes place at The Good Life in Boston every Tuesday night. It features Board games, video games, DDR, and so much more.

(Cambridge, MA - May 25, 2006) - Finale desserts. Photo Stephanie Mitchell

Explore Harvard Square and split a dessert at Finale Desserterie & Bakery The Magnanimous Molten and the Dessert Sampler are especially decadent.

Dinner At Home

Recreate your favorite restaurant dish and watch a classic movie. Craving Italian, Mexican, or a traditional American dish? Head to your local grocery store and pick up the ingredients and make it at home! It’s fun to cook together and after, curl up and watch a classic.

Coolidge Corner

Go back in time and watch a big screen classic at Coolidge Corner Theatre. Fargo, Raiders of the Lost Ark, Edward Scissorhands, and Dazed & Confused are just a few of the films to be featured in this series. 9.25$ per ticket


Keep it casual and head to The Comedy Studio in Harvard Square. You’ll see a number of local comedians and will definitely have something to talk and laugh about after the show. 10$ per person.


Take a tour of Samuel Adams Brewery. See the brewing process first-hand and sample a few beers. Suggested donation of 2$


Rose Rundown

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