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Weekend round-up—things to do in and near Wellesley

October 16, 2025 by Deborah Brown Leave a Comment

There’s lots going on in Wellesley (and slightly beyond) this weekend. Get to as many of these great events as your schedule allows.

Thursday stuff

 

EVENT: Heat Pump Pizza Party & Info Session
DATE/TIME: Oct. 16, 6:30pm-8:30pm
LOCATION: Wellesley Free Library
DESCRIPTION: Hear from neighbors, town staff, and heat pump experts and installers about heat pump technology, performance, and financial incentives.
HOSTED BY: Wellesley Municipal Light Plant in partnership with Wellesley Climate Action Committee


Friday and beyond stuff

 

EVENT: Wellesley High School Choral Department concert, “Acatober”
DATES: Friday, Oct. 17 & Saturday, Oct. 18
TIME: 7pm-9pm
LOCATION: Wellesley High School, 50 Rice St., Katherine L. Babson Jr., Auditorium
TICKET SALES: Available now. Reserve or buy at door.

Acatober, Wellesley

EVENT: West Suburban YMCA Open Houses
DATES: October 17-23
LOCATIONS: Newton locations (276 Church Street & 135 Wells Ave)
DESCRIPTION: *FREE* activities—pools; fitness centers; pickleball; group exercise class; hoops; prizes; and more

Wellesley Hills Congregational Church Pumpkin Patch
DATES: through Oct. 31
LOCATION: 207 Washington St., Wellesley
Visually fabulous, and sales support a good cause.


Saturday stuff

 

EVENT: The National Charity League (NCL) is hosting a food drive in conjunction with Roche Bros., Wellesley
DATE/TIME: Saturday, October 18, 9m–3pm
LOCATION: Roche Bros., Linden Square
DESCRIPTION: Purchase any wish list items and drop them off with the NCL volunteers on your way out.

EVENT: Wellesley Hills Walking Tour
DATE/TIME: Saturday, Oct. 18, 9am
MEETING SPOT: The Tollhouse, 229 Washington StreetWellesley, MA, 02481
SPONSOR: Wellesley Historical Society
COST: free for members and $10 for non-members

EVENT: Natick Farmers Market
DATE: Saturday, Oct. 18, 2025
TIME: 9am-1pm
LOCATION: vendors will be lined up on Common Street, European style

EVENT: Boulder Brook Reservation Trails Walk—1.8 miles
DATE/TIME: Saturday, Oct, 18, 10am-11am
MEETING PLACE: Kelly Memorial Park parking lot on Elmwood Road. GPS: 61 Elmwood Road, Wellesley
SPONSOR: Wellesley Trails Committee

EVENT: No Kings Rally
DATE/TIME: Saturday, Oct. 18, 11am-12:30pm
LOCATION: Wellesley Town Hall Green

EVENT: Halloween-time fun
DATE/TIME: Saturday, Oct. 18, 1pm-3pm
LOCATION: Linden Square Courtyard
COST: FREE Halloween fun for kids ages 3-12! Trick-or-Treating; delicious samples; crafts; and more. Costumes encouraged,


Sunday stuff

 

EVENT: St. John School Open House
DATE/TIME: Sunday, Oct. 19, 10am-11:30am
LOCATION: 9 Ledyard St., Wellesley

EVENT: Wellesley Historical Society Speaker Series
DATE/TIME: Sunday, October 19, 2pm- 4pm
LOCATION: Wellesley Free Library
DESCRIPTION: In A House Restored, woodworker Lee McColgan trades the corporate ladder for a stepladder and takes on the daunting task of saving the 1702 Loring House in Pembroke, Massachusetts, using period materials and methods.

EVENT: Cider and donuts at Cronk’s Rocky Woodlands
DATE/TIME: Sunday, Oct. 19, 3:30pm-5pm (rain or shine)
LOCATION: 20 Crown Ridge Road, Wellesley
SPONSOR: The Wellesley Conservation Land Trust

Cronk's Rocky Woodland, Wellesley
Cronk’s Rocky Woodland

EVENT: Bach Vespers service
DATE/TIME: Sunday, Oct. 19, from 4p.m
LOCATION: Wallace Chapel at Wellesley Hills Congregational Church, 207 Washington Street, Wellesley
COST: Free will offering
DESCRIPTION: Vespers features Bach Cantatas performed with period instruments in the context of a worship service, as well as hymns, a capella choral music, prayer, and a sermon.


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