Wellesley’s Wonderful Weekend 2021
October 2nd & 3rd

Many special events are in the planning stages for Wellesley’s Wonderful Weekend.
Check back here for the latest updates.


September 30, 2021


7 p.m.
Free Outdoor Movie Night:
Captain America: The First Avenger

USO – For the Troops
Tailby Parking Lot (Commuter Rail Lot, Wellesley Square)
Wellesley Recreation Department, Wellesley Youth Commission and  Wellesley Kiwanis Club

September 30, 2021
October 1, 2021


Historical Displays
The Wellesley Library will feature historical items highlighting the USO and its 80 years of service to our military

October 1, 2021
October 2, 2021

Saturday Oct. 2nd

8 a.m.—1 p.m.
Plans are underway to hold the
Pancake Festival at Wellesley High School* — Wellesley Kiwanis Club and Wellesley High School Key Club
50 Rice Street 
8 a.m.—1 p.m.
Free Eye Exams at the Wellesley Lions Club Eye Mobile at the Wellesley High School — Wellesley Lions Club
50 Rice Street

9 a.m.—10 a.m.
North 40 Walk— Wellesley Trails Committee
Meet at 9 a.m. at gate to Morses Pond at end of Turner Road (off Weston Road)

11 a.m.— 3 p.m.
“Touch a Truck, Police Car and Fire Engine” Hosted by the Police, Fire, MLP and DPW departments – at Wellesley Department of Public Works — 20 Municipal Way (off 455 Worcester Street, Route 9) 
Noon—3 p.m.
Art in the Park — Wellesley Community Art Project & Wellesley Women Artisans
Simons  Park (Corner of Washington & Brook Street, left of the Library)
1 p.m. — 3 p.m.
Open House Tolles Parsons CenterWellesley Council on Aging, 500 Washington Street

1 p.m. — 3 p.m.
Build Your Own Woodland Troll & Fairy House — Wellesley Conservation Land Trust
Cochituate Aqueduct, Russell Road / Kendall Road (for elementary school kids)

1 p.m.-3 p.m.
Community Play Space – Family Games
Hunnewell Field
Brought to you by Knucklebones, this “for the love of play” group will provide a variety of
unique, athletically inspired activities and equipment for participants to play and use at their own leisure.
Join anytime between 1 and 3 p.m., event is free of charge and for kids of all ages, Wellesley Recreation Department
1 to 4 p.m.
Wellesley EV Showcase — View different makes and models of environmentally-friendly EVs and PHEVs. Energy New England, Sustainable Wellesley, the Wellesley Climate Action Committee and Municipal Light Plant.
Cameron Street Parking Lot (next to Main Library and Hunnewell School)

4 p.m.
Veterans’ Ecumenical Memorial Mass at Saint Paul Church
502 Washington Street
Wellesley Veterans’ Council

October 2, 2021
October 3, 2021

Sunday Oct 3rd

8 a.m.-5K Run
9 a.m.-Kids 1K Run
Annual Wonder Run 5K and Kids Fun Run 1K* —Wellesley Hills Junior Women’s Club
Wellesley High School, 50 Rice Street. Register at www.whjwc.org

11 a.m.— 4 p.m.
Antique Car Show Wheels of Wellesley VIII on Central Street
Organized by Wheels of Wellesley and Wellesley Celebrations Committee
(from Juniper Restaurant to Fire Station 1)
1 p.m.— 3 p.m.
53rd Annual Wellesley Veterans Parade

2021 Theme: 80th Anniversary of the founding of the USO (United Service Organizations)
Wellesley Celebrations Committee
The parade starts at the intersection of Route 16 (Washington Street) and Route 9 and continues westbound along Route 16 to Wellesley Square. The reviewing stand is in Wellesley Square.
Wellesley Celebrations Committee 
3:45 p.m.
Picnic in the Park at Hunnewell Field
Food*, drinks*, kid’s rides*, crafts, games, pony rides* & other fun.
Food by Captain Mardens, and others. Hand sanitizer dispensers throughout field.
4 p.m.
Concert for Wellesley at Hunnewell Field
Featuring the Reminisants
and a USO Variety Show by
The Wellesley Theatre Group 
7:30 p.m. Fireworks  at Hunnewell Field
Sponsors: Roche Brothers/Sudbury Farms and Wellesley Dental Group, Drs Ali and Ali

*Please note, asterisk indicates a small fee may be charged.

October 3, 2021
October 2nd & 3rd, 2021