Dinner and a Movie

Start your night with a classic dinner and a movie date. Head to Krust, a local favorite known for its delicious wood-fired pizzas and craft cocktails. After dinner, catch a film at the nearby Metro Movies, an independent cinema that screens a mix of new releases and cult classics.

Alternative options: O’Rourke’s Diner for a unique diner experience or Illiano’s Ristorante & Pizzeria for a cozy Italian dinner. For a movie alternative, check out the Cinemark North Haven or Cinépolis Luxury Cinemas Hamden for a different movie-watching experience.

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Wine Tasting

Indulge in a wine tasting experience at Gouveia Vineyards, located just a short drive from Middletown. Enjoy a leisurely afternoon sampling a variety of wines while taking in the stunning vineyard views. You can also purchase a bottle of your favorite wine to enjoy together later.

Alternative options: Visit Priam Vineyards for another local wine tasting experience or Arrigoni Winery for a more intimate setting. For couples looking to stay closer to Middletown, stop by The Hidden Still for a whiskey tasting experience.

Couples Spa Day

Treat yourselves to a relaxing couples spa day at the In Touch Massage & Day Spa. Choose from a variety of spa treatments such as massages, facials, and body wraps to unwind and rejuvenate together. You’ll leave feeling refreshed and pampered.

Alternative options: Consider visiting A Touch of Bliss Organic Spa for an eco-friendly spa experience or Elm City Wellness for a range of holistic treatments. Zen Bronze in New Haven also offers couples spray tanning for a sun-kissed glow.

Live Music at a Local Venue

For music-loving couples, a night out at The Buttonwood Tree is a must. This cozy venue hosts live music performances ranging from jazz and folk to spoken word poetry. Grab a drink, cozy up together, and enjoy the intimate atmosphere.

Alternative options: Check out the live music scene at The Main Pub in Manchester or the Acoustic Café in Bridgeport for more entertainment options. Infinity Music Hall & Bistro in Hartford is another great choice for a night of live music.

Paint and Sip Night

Get creative together at a paint and sip night at Muse Paintbar. Enjoy a fun evening of painting while sipping on your favorite drinks. No artistic experience is necessary, making it a perfect date night activity for couples looking to try something new.

Alternative options: Wine & Design in Milford offers a similar paint and sip experience or Pinot’s Palette in Stamford for a different painting class. For a more relaxed setting, try DIY uncorked in Southington for a creative night out.

Mini Golf

Unleash your competitive side with a friendly game of mini-golf at Safari Golf. Laugh and bond with your partner as you navigate through the whimsical courses and obstacles. It’s a fun and lighthearted date night activity that’s sure to be a hit.

Alternative options: Check out the mini-golf courses at Knolls ‘n Holes in Bethany or Black Hall Outfitters in Old Lyme for more mini-golf fun. For a unique twist, try Monster Mini Golf in Orange for a glow-in-the-dark experience.

Escape Room Adventure

Put your problem-solving skills to the test with an escape room adventure at Puzzle Theory. Work together as a team to solve puzzles and unravel mysteries within a set time limit. It’s a thrilling and interactive date night activity that will keep you on your toes.

Alternative options: Escape New Haven offers a variety of themed escape rooms for a challenging experience or The Perfect Crime in Southington for a mystery-solving adventure. Try Escape 101 in Danbury for a different escape room challenge.

Sunset Stroll by the River

Savor a picturesque sunset stroll along the Connecticut Riverfront Park. Take in the scenic views of the river and city skyline as you walk hand in hand with your partner. It’s a romantic and peaceful way to unwind and enjoy each other’s company.

Alternative options: Visit Wadsworth Falls State Park for a nature-filled walk or Harkness Memorial State Park for stunning waterfront views. Also, check out Harbor Park in Middletown for a relaxing riverside walk.

Cooking Class

Get hands-on in the kitchen with a couples cooking class at Mix It Up Kitchen. Learn new culinary skills and create a delicious meal together under the guidance of a professional chef. It’s a fun and interactive date night idea that will leave you with new recipes to enjoy at home.

Alternative options: Silvermine Market in Norwalk offers cooking classes with experienced chefs or Barcelona Wine Bar in New Haven for a Spanish cooking experience. Sur La Table in West Hartford also hosts cooking classes for couples looking to elevate their culinary skills.

Comedy Show

Laugh the night away at a comedy show at City Steam Brewery. Enjoy a night of stand-up comedy and improv performances while sipping on craft beer. It’s a great way to lighten the mood and share some laughs with your partner.

Alternative options: The Stress Factory Comedy Club in Bridgeport offers a lineup of talented comedians or Sea Tea Comedy Theater in Hartford for improv shows. Treehouse Comedy Club in Seymour is another great option for a night of comedy entertainment.

Parents, don’t let the lack of a sitter keep you from enjoying a well-deserved date night in Middletown. Hire a trusted and experienced babysitter through Wyndy.com to take care of your little ones while you have a night out on the town. Relax and enjoy your time together, knowing that your children are in good hands. So go ahead, plan your perfect date night and create lasting memories with your partner in Middletown.