And whether you’re in a new relationship or simply looking for fresh ideas, there are plenty of potential options for your next date night in Boston. Regardless of the weather outside, you’ll enjoy these date night ideas all throughout the winter months. And make sure to check out our Valentine’s Day guide for when you’re in need of something extra special.
1. Enjoy a romantic candlelight concert
Is there anything more romantic than candlelight? We think not. The Candlelight Concert series offers you all the musical beauty of classic concerts combined with a warm and romantic environment of twinkling lights.
Whether your musical taste is more classical, like Vivaldi and Mozart, or more modern, like Coldplay, you and your partner will certainly enjoy this romantic musical experience.
Multiple locations
2. Go glamping on the Cape in a cozy AirStream
Glamping is the perfect date, whether romantic. solo, or with friends. AutoCamp Cape Cod has everything you need for an intimate escape from the city. Stay in a private AirStream cabin and enjoy cozying up under the stars, grilling a delicious meal, strolls on the beach, and exploring Falmouth. It’s just 90-minutes from Boston by car or bus.
3. Discover a hidden speakeasy
Looking for a new secret nook to visit? Boston is home to many underground speakeasies—some more hidden than others—that offer intimate and warm atmospheres to cuddle up during a cold night. If you’re looking for a mysteriously romantic spot to hit in Boston, our list of super-cool speakeasies should be on your radar.
4. Go dining in the dark
If you and your significant other consider yourselves foodies or are looking for a tantalizing twist on date night, look no further than Dining in the Dark. This culinary experience coming to Premiere on Broadway invites adventurous diners to put on their blindfolds and immerse themselves in 90 minutes of heightened flavors, laughter, and putting their taste buds to the test.
5. Dine outdoors in a private igloo
As New Englanders we embrace the cold, and why wouldn’t you when you can enjoy dinner from a private igloo with waterfront or snow dusted Boston views? These restaurants offer everything from igloos to private yurts for dining!
6. Dazzle your partner with ballet
Surprise your partner with an enchanting evening at We call it Ballet — a reimagining of the classic tale of Sleeping Beauty. It fuses classical ballet and modern technology and as you both settle into the intimate setting of the Huntington Theatre, the stage comes alive with six talented local dancers adorned in glow-in-the-dark costumes.
7. Enjoy ice skating at a local rink
Ice skating is a fun date idea whether you’re a total beginner or a skating pro. Hold on to the love of your life as your grapple the fear of falling or flaunt your special talents as you take the ice. Check out one of these six rinks when you get the chance!
8. Bring out your flirtatious competitive side at a local arcade
Looking for some fun without the freezing cold temperatures outside? Add some friendly competition to your next date night and hit up Puttshack, a 26,000 square-foot indoor mini gold dreamland in Seaport and Natick! It’ll be an action-packed night of fun, plus a good reason to enjoy some tasty bites.
Find Puttshack Boston at 58 Pier 4 Boulevard. Explore even more indoor arcades.
9. Take a romantic getaway to a private New Hampshire chalet
Kailasa Chalet which literally means “in the clouds” offers you a stay far away that will leave you with sweet dreams and cheerful days. You can spend the day skiing or even renting horse drawn sleigh at Nestlenook Farm, there is so much to do in New Hampshire. And even if you spend the whole day on the property, with panoramic decks, live-edge tables, a fireplace, and plush throws we could easily understand why you’d never leave Kailasa.
Find Kailasa in North Conway, New Hampshire
10. …or stay in your very own lighthouse, treehouse, or castle
Mix things up and try something unconventional for your lodging arrangements. We’ve scooped out some of the most interesting, quirky, and obscure-yet enchantingly delightful- places to stay in and around Boston! These spots have views that will melt hearts and reinforce bonds.
11. Grab a romantic dinner in Boston
The classic dinner date never fails. Whether you’re a foodie, looking to save or splurge, or want to DIY your dinner, the Boston food scene is better than ever and offering something to meet everyone’s taste:
- Cozy up with a bowl of ramen
- Splurge on an award-winning seafood bar
- Create your own romantic Italian dinner in a cooking class
12. And make it fireside
A romantic dinner is lovely, but add a fireplace and let’s just say that really turns on the heat. We’ve done the hard work for you and curated a list of Boston’s best restaurants with fireplaces!