Halloween Pumpkins

Best Streets for Trick or Treating in Fairfield County (according to locals)

It’s time to start planning for Halloween! Don’t get stuck trick or treating in a non-Halloween-friendly street! Most towns in Connecticut have streets that are known for being great streets for trick or treating. We asked our Suburbs 101 insiders to find out where to go trick or treating. Here are their recommendations on the best streets for trick or treating in Fairfield County, CT.

Halloween Pumpkins
Halloween Pumpkins

Where to Go Trick or Treating in Fairfield County (CT)

Best Streets for Trick or Treating in Darien, CT

There are a few good streets in Darien for trick or treating. Go to Birch Road, Red Rose Circle and Sunset Road. Thomasina and Fitch Avenue are also great spots for trick or treating in Darien, CT.

Best Streets for Trick or Treating in Fairfield, CT

For the best trick or treating in Fairfield, go to the Fairfield beach area- (Rowland Rd, Penfield) and streets by Sasco Beach off of Oldfield Road.

Best Streets for Trick or Treating in Greenwich, CT

Definitely, the best streets for trick or treating in Greenwich are Maher Avenue and Park Avenue. We’ve heard from residents of Maher Avenue that they spend hundreds of dollars on candy every year! If you are trick or treating at Maher Avenue, park at the Greenwich Bank Trust parking lot.

Best Streets for Trick or Treating in New Canaan, CT

Trick or treating is a lot of fun in New Canaan. There are a lot of good spots for trick or treating in New Canaan. Go to the neighborhood behind New Canaan YMCA. Kimberley Place is also a good spot for trick or treating. You can park at the Acme grocery store shopping center and walk across to Kimberly Place. Another area for trick or treating in New Canaan is Gower Road and South Avenue. Park at South School Elementary, there’s a secret passageway that leads directly to Gower Rd. from the South School parking lot.

Best Streets for Trick or Treating in Stamford, CT

There are a lot of good streets for trick or treating in Stamford. Go to the area of Amherst Place, Woodbridge Dr. South, Elaine Drive for good trick or treating. Minivale Road in the Springdale section of Stamford is also a good trick or treating spot. Malvern Road and Club Road in Stamford are also other options for trick or treating.

Best Streets for Trick or Treating in Westport, CT

In Westport, Gault Avenue is a good street for trick or treating. The Compo Beach Area is also popular for trick or treating in Westport, CT.

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