By Lauren Cardone

When I found out my husband and I were leaving life behind in Hoboken, NJ to live in Madison, CT my biggest concern was making new friends. We were used to nights out in Manhattan, where we only socialized with people we knew. Our first date night out in Madison we were pleasantly surprised to be welcomed by staff and patrons at the Madison Wine Shop and later by fellow diners at Moxie. I joined the Madison Newcomers Club and became acquainted with local establishments and fellow residents at their monthly events. A year later we were surrounded by new friends on Friday nights at the Surf Club. I now know whether you are visiting or deciding to move here full time, the residents in Madison are always ready to welcome a newcomer.

Come and check out some of the date nights we have enjoyed while living in Madison, CT:

Wine Tasting and Pizza
Brush up on your vino knowledge at Madison Wine Exchange with weekly wine tastings from 6:30pm-7:30pm, on Wednesday nights. For info check their website here. Afterward take a short drive on Boston Post Road to share thin crust pie at Red Tomato Pizzeria.

  • Madison Wine Exchange: 188 Boston Post Road
  • Red Tomato Pizzeria: 37 Boston Post Road

Lunch and Treasure Hunting
Dine at Elizabeth’s Café on gourmet lunch complete with wine and cocktails. Once satisfied stroll between Boston Post Road and Wall Street to find treasures at unique spots like Audubon Shop, J. Horton, and Creations. Explore on foot or check Madison Chamber of Commerce website for a full listing of shops.

  • Elizabeth’s Café: 885 Boston Post Road
  • Audubon Shop: 907 Boston Post Road
  • J. Horton: 14 Wall Street
  • Creations: 712 Boston Post Road

Fancy Night Out
Craving a fancy night out? Try dining at Bar Bouchee for elegant French cuisine with all the hustle and bustle of a bistro in Paris. Make reservations or go early (between 5-6pm) to snag spots at the bar to dine while admiring the busy crowd.

  • Bar Bouchee: 8 Scotland ave

Not up for a full meal? Try the heated porch at the Madison Beach Hotel’s restaurant The Wharf and sip drinks while stargazing over beach waves.

  • Madison Beach Hotel and The Wharf: 94 West Wharf Road

Inspire New Conversation
Head to R.J. Julia’s for an evening author reading or book signing, check the event calendar here. Save time to browse their book collection with a warm drink and snack from their café.

      R.J. Julia Booksellers and Café: 768 Boston Post Road

For more info or current events, visit or visit the Chamber’s facebook page.