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

October 16, 2025 by Deborah Brown

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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Upcoming Wellesley events

Upcoming Events

Sep 7
All day

Labor Day

Sep 8
7:00 pm - 8:30 pm

Welcome to the Graveyard (Wellesley library program)

Sep 9
6:00 pm - 8:00 pm

Fire Extinguisher Training/Fire Safety

Sep 9
6:30 pm - 8:30 pm

The Familiar Reimagined: Artwork by Eddie Bruckner Solo Exhibition at Wellesley Free Library

Sep 10
10:00 am - 11:30 am

Wellesley Select Board office hours with Colette Aufranc

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