12 Months of Date Ideas in Hartford, CT

You and your love—or potential partner—deserve to have fun all year long! That’s why we curated a fun list of date ideas for all twelve months. Whether you’ve been trying to get the courage to ask a certain someone out on a date, or have a long-term partner and are looking for new ideas, we have you covered. Here are twelve date ideas in Hartford, Connecticut, to keep you occupied for the next year. 

January – Have an Outdoor Adventure

Even if you don’t enjoy the cold, getting outside is important, no matter the time of year. You probably won’t notice the winter chill when you’re doing a fun activity. If you haven’t been snowshoeing, rent a pair from Housatonic River Outfitters, and venture out to explore. Head to a hiking trail or visit a nearby park after a fresh snowfall. Either way, there will be lots to see as you try a new activity. You can even try skiing or snowboarding at Winding Trails if you’re looking for other date ideas for winter in Connecticut. 


February – Witness Amazing Vehicular Feats

Okay, we’re going to be upfront about this one. Go to Monster Jam. Although it’s probably not even on your radar to attend an event like this, it makes such an exciting night, especially for a first date. You and your special someone will enjoy doing something different as you watch vehicles do crazy tricks. If you’re on a first date, heading to a jaw-dropping event will be memorable and help you spark conversation. Just trust us on this one! It’s one of the most unique date ideas in Hartford, for sure. 


March – Root for the Home Team

Don’t let this hockey season slip by without seeing your favorite team rule the ice. There are several March dates where the Hartford Wolf Pack plays at home, so don’t miss the opportunity to cheer them on at the XL Center. If you haven’t been to a hockey game before, get ready for fast-paced action as the guys speed down the ice with the puck to try and score a goal. Games are always exciting, no matter who wins the match. 


April – Look for Birds in Nature

April is an exciting time to go birdwatching as winged creatures start making their way back north. The Hartford Audobon Society has several opportunities throughout the month to join their birdwatching walks. Experts will be on hand to answer questions about the various species. Bring binoculars, and if you want to take photos, don’t forget your camera with a zoom lens. It’s a great way to get out into nature as the weather starts to warm. 


May – Get Dirty While You Exercise

If you and your partner are into fitness, the Muddy Dash may be the perfect opportunity to have fun with your date. Run and slide through the mud as you help raise funds for battling childhood cancer. It’s a great way to support a cause while burning a few calories. Just wear clothes and shoes that will clean easily, and get ready for a spectacular time! 


June – Explore Homes of Local Authors

Hartford is home to a few literary delights, and their homes are open for touring. Learn about Harriet Beecher Stowe at her house and gardens, or peruse the uniquely designed home of Mark Twain. You could even plan a day to do both tours. These are enjoyable activities for those who love to read or appreciate literature. 


July – Listen to Jazz Tunes

Each July, Hartford hosts the Greater Hartford Festival of Jazz. Take your date on one of the four days, or make the full commitment to go every day, depending on how much you like the music genre. Bring beach chairs and pack a picnic if you’d like! This event is a great time to relax and listen to music in the heart of summertime. 


August – Experience Hartford’s Cultural Festivals

The month of August is filled with fun opportunities to appreciate different cultures. Enjoy the flavors of the Caribbean at the Taste of the Caribbean and Jerk Festival, or head to the West Indian Independence Celebration for a colorful event. Make plans to go to Mortensen Riverfront Plaza for the annual Dragon Boat Races, and experience the best of Puerto Rico at the Festival del Coquí and parade. 


September – Head to a County Fair

The end of summer often brings the fun of a county fair, and there’s one just outside Hartford in Guilford. The Guilford Fair boasts competitions, rides, and good eats, and it makes the perfect date. There is also a great musical lineup and other entertainment, so plan to go when there’s a fabulous show. Of course, a fair is one of the best date ideas for summer in Hartford, Connecticut. 


October – Enjoy a Pumpkin Festival

Although the Great Pumpkin Festival is an hour outside Hartford in Putnam, Charlie Brown would agree that this event is worth the jaunt. As you drive to and from the event, talk to your date, and get ready for a fun day. Shop local vendors, view a scarecrow contest, eat fall foods, and—of course—enjoy all things pumpkin-y! Are you looking for cute date ideas in Hartford, Connecticut? This is it! 


November – Tap Your Feet to the Beat

There’s always something going on at Infinity Music Hall, and November is the ideal month to take your date to a show. From classical music played by symphonies to acts that make you want to get on your feet, check out their calendar to find the liveliest show for you and your date. 


December – Gaze at Thousands of Christmas Lights

Of course, December is the best month to experience the wonder of the holiday season. So, it’s essential that you take your date to Glow Hartford because there is so much to do! Shop at the artisan vendor market, and see a live show while you’re on site. Wander through holiday displays filled with thousands of lights, and get something to eat and drink on your date. Glow is a fun, new event this Christmas season in Hartford, so don’t miss out!

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