Dinner and Drinks at Knapp’s Landing

Enjoy a delicious meal with waterfront views at Knapp’s Landing. This upscale restaurant offers a diverse menu featuring fresh seafood, steak, and pasta dishes. After dinner, head to the outdoor patio for cocktails as you watch the sun set over the Housatonic River.

Alternative options: Riverview Bistro, Outriggers Restaurant

On-Demand Childcare in Your Neighborhood

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Sunset Stroll at Long Beach

Take a romantic walk along Long Beach hand in hand with your partner. Watch the sun dip below the horizon as you enjoy the peace and tranquility of the beach. Pack a picnic and some blankets for a cozy evening under the stars.

Alternative options: Short Beach, Seaside Park

Wine Tasting at Two Roads Brewing Company

Indulge in a tasting flight of locally brewed beers at Two Roads Brewing Company. This popular brewery offers a wide selection of craft beers to sample, as well as guided tours of the facility. Sit back, relax, and enjoy some quality time with your loved one.

Alternative options: Fairfield Craft Ales, Aspetuck Brew Lab

Comedy Show at Vinnie Brand’s Stress Factory Comedy Club

Laugh the night away at a comedy show at Vinnie Brand’s Stress Factory Comedy Club. Enjoy top-notch stand-up performances from both local talent and nationally recognized comedians. Get ready for a night of fun and entertainment.

Alternative options: The Treehouse Comedy Club, Joker’s Wild Comedy Club

Couples Massage at Elm City Wellness

Relax and unwind with a couples massage at Elm City Wellness. Treat yourselves to a therapeutic massage designed to soothe tired muscles and melt away stress. Spend some quality time together while rejuvenating your body and mind.

Alternative options: Massage Green Spa, Massage Envy

Paint Night at Muse Paintbar

Get creative together at a paint night at Muse Paintbar. Enjoy a fun evening of painting and sipping on your favorite drinks. Follow along with a professional artist as you create your own masterpiece to take home as a memory of your date night.

Alternative options: Pinot’s Palette, The Painted Pallet

Live Music at Dockside Brewery

Kick back and enjoy live music at Dockside Brewery. Sip on craft beers brewed on site while listening to talented local musicians. Dance the night away or simply relax and enjoy the laid-back atmosphere.

Alternative options: Brewport, Fairfield Craft Ales

Bowling at Barnum Duckpin Bowling Alley

Have a friendly competition at Barnum Duckpin Bowling Alley. This unique bowling experience offers smaller balls and pins, adding a fun twist to the classic game. Grab some snacks and drinks as you play a few rounds with your partner.

Alternative options: Nutmeg Bowl, Milford Lanes

Outdoor Movie Night at Short Beach Park

Watch a movie under the stars at Short Beach Park. Bring some blankets and popcorn for a cozy evening snuggled up with your loved one. Check the park’s schedule for upcoming movie screenings and plan a romantic outdoor movie night.

Alternative options: Stratford Outdoor Movie Nights, Seaside Park Movie Series

Cooking Class at Edge of the Woods Market

Learn to cook a new dish together at a cooking class at Edge of the Woods Market. This hands-on experience will teach you culinary skills while you bond with your partner. Enjoy a delicious meal together at the end of the class.

Alternative options: Sur La Table, The Fig Cooking School

Parents, take advantage of Wyndy to hire a reliable and trusted sitter for your date night. Enjoy a worry-free evening out knowing that your kids are in good hands. Book your sitter through Wyndy and make the most of your time together as a couple.