About This Activity

Greenwood Trails is a coed sleepaway summer camp in Winsted, Connecticut (foothills of the Berkshires) for kids ~7–16. Families can choose 2- or 3-week sessions, or combine them for 5 weeks or a full 7-week summer for the ultimate camper!

Program-wise, Greenwood Trails is highly choice-based: campers have six 50-minute activity periods daily, customizing most of their schedule through weekly “majors” and daily “minors” across four “trails” (Athletics, Arts, Adventure, Aquatics). Activities range from classics (soccer, tennis, theater, pottery, swimming, canoe/kayak) to bigger-ticket adventure options like zip line, climbing wall, flying trapeze, aerial adventure park, plus lots of playful “only-at-camp” creations—and they even note that new in 2026 they're offering water skiiing! There’s also a clear daily rhythm (flag raising, activities, evening programs, cabin debrief), and specific age-division programming for younger vs. older campers.

During winter times of the year, they also offer additional programming and facility rentals in New York.

Dates & Schedule

Summer Camps

June 28 - August 15, 2026

Location

Summer Camps

390 Winchester Road

Winsted, CT 06098

About 2 hours from NYC, Boston, Albany, Long Island and New Jersey!

Winter Camps

1075 Merrick Avenue

Merrick, New York 11566

Costs & Pricing

Summer Camps

  • A Session (2 Weeks June 28 – July 11): $3695
  • B Session (3 Weeks July 12 – August 1): $4895
  • C Session (2 Weeks August 2 – August 15): $3695
  • AB Session (5 Weeks June 28 – August 1): $7795
  • BC Session (5 Weeks July 12 – August 15): $7795
  • ABC Session/FULL SUMMER (7 Weeks June 28 – August 15): $10,645

How to Register

Programs can be registered for online here.

Register on Website

Contact

Summer Camps

860.379.6517

info@greenwoodtrails.com

Winter Camps

860.379.6517

info@greenwoodtrails.com

Request Information Form

Ratings & Reviews

Please see individual locations within the MomBrains site to see relevant ratings & reviews.