Dinner at Arturo’s Ristorante

Start your date night off with a delicious meal at Arturo’s Ristorante. Known for its cozy atmosphere and authentic Italian cuisine, this restaurant is the perfect spot for a romantic evening. Enjoy classic dishes like homemade pasta and wood-fired pizza while sipping on a glass of wine. The intimate setting and attentive service make Arturo’s a great choice for a special night out.

Alternative options: Tomasso Trattoria, Red Heat Tavern

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Wine Tasting at Cooper’s Hawk Winery & Restaurant

For an elegant and sophisticated date night experience, head to Cooper’s Hawk Winery & Restaurant for a wine tasting. Sample a variety of wines from their extensive collection and learn about the winemaking process. Pair your tastings with a cheese or charcuterie board for a truly indulgent evening. The relaxing atmosphere and knowledgeable staff make Cooper’s Hawk a top choice for wine lovers.

Alternative options: Broken Creek Vineyard, Nashoba Valley Winery

Painting Class at Muse Paintbar

Get creative on your date night with a painting class at Muse Paintbar. No prior art experience is necessary, as instructors will guide you step by step through creating your masterpiece. Sip on wine or beer while you paint and enjoy a fun and interactive evening. Take home your artwork as a special memento of your date night together.

Alternative options: The Paint Bar, Pinot’s Palette

Comedy Show at The Comedy Scene

Laugh the night away at The Comedy Scene, Westborough’s premier comedy club. With a rotating lineup of talented comedians, you’re sure to have a great time. Enjoy drinks and snacks while you watch the show, and don’t be afraid to sit up close for a chance to interact with the performers. The laid-back atmosphere and hilarious acts make The Comedy Scene a fantastic choice for a date night.

Alternative options: Dick’s Beantown Comedy Escape, Worcester Comedy Cookout

Bowling at AMF Bowling Co.

For a more casual and laid-back date night, head to AMF Bowling Co. for a few games of bowling. Show off your skills or just have fun goofing around with each other. Enjoy snacks and drinks while you play, and maybe even make a friendly wager on who will win. The retro vibes and fun atmosphere at AMF Bowling Co. make it a great choice for a low-key evening.

Alternative options: Bowlmor Lanes, T-Bowl II

Nature Walk at Mass Audubon’s Broad Meadow Brook Conservation Center

If you and your partner love the outdoors, consider going on a nature walk at Mass Audubon’s Broad Meadow Brook Conservation Center. Explore the beautiful trails and spot local wildlife together. Take in the peaceful surroundings and enjoy each other’s company in nature. The serene setting and abundance of flora and fauna make this a great option for a date night.

Alternative options: Westborough Charm Bracelet Trail, Westborough Springs Trail

Movie Night at Regal Cinemas Solomon Pond

Catch the latest Hollywood blockbuster at Regal Cinemas Solomon Pond for a classic date night experience. Enjoy popcorn and candy while you snuggle up with your significant other in the comfy seats. Check out the schedule for special screenings or events to make your movie night even more memorable. The state-of-the-art facilities and wide selection of films at Regal Cinemas Solomon Pond make it a top choice for a fun date out.

Alternative options: Apple Cinemas Fresh Pond, Cinema Worcester

Ice Skating at North Star Ice Sports

Embrace the winter season with a romantic ice skating date at North Star Ice Sports. Glide hand in hand around the rink and enjoy the festive atmosphere. Warm up with hot chocolate afterwards for a cozy end to your evening. The twinkling lights and holiday decorations at North Star Ice Sports make it a magical place for a date night.

Alternative options: Navin Ice Rink, Buffone Arena

Arcade Games at Apex Entertainment

Unleash your competitive side with a visit to Apex Entertainment for a night of arcade games and fun. Challenge each other to classic games like air hockey and skee-ball, or try your luck at winning prizes. Enjoy drinks and snacks while you play and make memories together. The vibrant atmosphere and wide selection of games at Apex Entertainment make it a great choice for a lively date night.

Alternative options: Dave & Buster’s, Apex Entertainment Center

Live Music at The Raven’s Nest

End your date night on a high note with live music at The Raven’s Nest. Featuring local bands and musicians, this cozy pub offers a laid-back and intimate setting for a night of music and dancing. Enjoy a drink from their extensive selection of craft beers and cocktails while you listen to the music. The friendly staff and relaxed vibe at The Raven’s Nest make it a great choice for a memorable date night.

Alternative options: JJ’s Sports Bar & Grill, The Acre Ales

Are you looking for a night out in Westborough, MA but need a sitter for the kids? Wyndy is the perfect solution for finding reliable and trustworthy sitters in your area. Sign up for Wyndy today to hire a sitter and enjoy your well-deserved date night without worrying about your children.